Late Night Truth or Dare Ch. 01: Bobby - Incest/Taboo
A drunken game with my sister and her friends.
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Author's Note: At its heart, this is a college harem story, but as it contains incest, it must be categorized accordingly.
Late Night Truth or Dare - Sarah covers the same tale from Sarah's point of view. I believe you can start with either one, but this was the first installment written.
This version has been revised from the original to correct mistakes and reformat for better reading online.
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Late Night Truth or Dare - Bobby
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I stumbled from the car, catching my foot on the curb and almost face-planting into the concrete sidewalk, only saving myself from severe facial injuries by grabbing the mailbox.
The wooden post creaked as it flexed under my weight. It was a good call to leave my car downtown, even if it would be another $40 that I did not have, to get it in the morning. It was still cheaper than a DUI.
The surge pricing of the Uber ride, combined with the last round of drinks -- which I bought for my friends -- was enough to place my checking account into single digits. The lowest it had been since I was flush with cash from my student loan deposit in January.
I would need to scrape by for the remainder of the summer, at least if I wanted to keep drinking.
Ultimately, it didn't matter that I was broke. I was living at home for the summer, and my parents would pay for everything essential until I returned to school in a month.
I hadn't wanted to spend the last summer of college at home with my parents and my dorky little sister, but at least I wouldn't be starving for the next thirty days. Nor would I have to get a job unless I wanted to, which I certainly didn't.
I was supposed to be living it up in an off-campus house with three of my friends -- trying to score with the underclassmen -- but our lease fell through at the last minute. The landlord said something about an arrest for disturbing the peace on John's background check.
John claimed it was from a protest he attended the summer after high school, but I was sure that wasn't the entire story.
No matter, the house was no longer ours, and I was stuck at home until I found a new place. Hopefully, one not patrolled by overzealous residential advisors.
Managing to steady myself, I made it to the front door without serious incident. I may have stepped in a flower bed, but the damage wasn't noticeable, and I would avoid my mother's wrath.
As I fumbled with my keys, unable to find the correct fit, the door swung open. I stood there dazed, having not expected anyone to be home.
My parents had taken a weekend trip to visit my aunt, who had recently birthed her first child, and my sister was supposed to be spending the night at a friend's house.
Standing before me was a bubbly blonde, bouncing on her toes as she gave me a once over. Her breasts bounced along with her beneath an oversized t-shirt, no bra holding them in place. The shirt was long enough to hide whatever bottoms, if any, that she wore.
She was short, maybe standing 5 feet, but her legs looked strong and athletic, with smooth skin displaying an even tan for as high as I could see. I didn't immediately recognize her, but she knew who I was.
"Oh, hi Bobby. We weren't expecting you home tonight," the mystery girl said, feigning disappointment, "I was hoping you were a stripper."
"A stripper?" I said, trying to comprehend what she had just said. "You know what? Never mind. I don't want to know."
"I hope you didn't drive," she said with an air of judgment.
"I took an Uber," I paused, struggling to remember which friend of my sister this was, "Ashley."
I hadn't seen her in at least three years, and boy had she grown up. Maybe not in height, but the last time I laid eyes on her, she had been flat-chested without any shape to her hips.
Now she looked like a woman, albeit a short one. Her face still had some baby fat, enhancing her cuteness and adding an air of innocence to her seductive curves.
"Well, don't just stand there. We're about to play a game. Come join us," Ashley said as she bounced towards the living room.
I watched as the hem of her shirt rose and fell, not high enough to fully answer my question but sufficient to confirm that it wasn't shorts.
Drunk and with nothing better to do, I followed the 18-year-old towards the sounds of several more teenage girls. I figured I would play a round or two of whatever board game they had dug up in the basement. I needed to wind down from the bar before I could sleep anyway. Plus, if the others looked anything like Ashley, why not enjoy the eye candy?
There were four more in the living room. My sister, Sarah, and three vaguely familiar faces, all her friends who, like Ashley, had matured since the last time I saw them.
Despite not being home much the previous three years, I had managed to make it to a few holidays. I watched Sarah go from a mousy underdeveloped soon-to-be high school sophomore to a confident young woman on her way to college.
To me, the other four ladies had seemingly ripened overnight, and it made me feel old.
They had gone from timid and pimple-faced to confident and sexually appealing.
They were freshmen when I was a senior, and I would never have considered dating any of them. Now, I could not help but admire their faces and bodies. Especially their bodies, which displayed ample amounts of skin.
Ashley plopped herself on the floor and crossed her legs, her t-shirt pulled apart, leaving a tantalizing gap. Unfortunately, the lighting was such that I could only see dark between her legs.
Bella sat next to her, wearing a white tank top that hugged her medium-sized breasts, with the dark of her areolas showing through the thin fabric. A strip of caramel-colored skin peeked out between her top and her satin booty shorts.
With her legs pulled up, a hint of camel toe showed where the shorts pulled tight against her crotch, and her ass cheeks hung out the bottom.
Bella's grandparents had immigrated from Mexico, but her features were predominately European, having descended from the Spanish Conquistadors.
Moving around the circle, I set my eyes on Candace, a thin black girl who was the star of the cross-country team. She sat on the floor with her back hunched, wearing a sports bra and high-cut running shorts. Her hair was natural, with a small afro reforming after having it cut short during the race season. She was shy, especially in comparison to Ashley's overly outgoing personality.
Dee finished out the friends on the floor. She was of Korean ancestry, but she bucked the stereotypes of being flat-chested by having a similar body to Ashley, with Ample breasts on an otherwise petite athletic frame.
My eyes lingered on her, not because of her looks but because she was wearing lingerie -- an odd choice for a friendly sleepover. A white babydoll cupped her breasts, loosely falling down her body. She was sitting on her knees with the fabric across her lap, making it hard to tell how short the outfit was. Or if she was wearing anything underneath.
I thought I could make out a hint of nipple centered on each breast. For me, the idea of sneaking an unseen peek was almost better than if it was decidedly noticeable.
The four girls stared back at me as I examined each of them. I tried not to stare, but my intoxication made it impossible to hide my interest. Each was beautiful in their own way, and they silently fought for my attention and pulled my gaze from one to another.
I decided I should sit before I made a fool of myself, or worse, my cock decided to pitch a tent for all to see. I was drunk enough, and they were sexy enough to make this possible. I relaxed next to my sister on the couch, the one girl who was not gawking at me like a prized cow up for auction at the county fair.
My sister was also a runner, and her body was similar to Candace's, if only in form, as their skin could not have been more different.
Sarah had the pasty skin of a ginger. So pale that she sported that thick white sunblock on her nose and cheeks during her cross country meets and often opted for long sleeves, even on the hottest days. She felt a bit more sweat was worth avoiding a sunburn and the accompanying pain. Her red hair completed the Irish palette she inherited from our dad.
I received brown hair and tannable skin from my mom's side, giving me a distinct advantage in summer activities and embarrassing prophylactic measures. The distribution of genetics did not make sense to me, but I never took more than high school biology, so who am I to judge.
Sarah was wearing an oversized t-shirt, and unlike Ashley, her small breasts were motionless under the material. Not that I would have paid any attention to them anyway, as I never thought of my sister as a sexual being. Not because she used to be a dork or was not good-looking, but because she was my sibling.
While she had turned into a beautiful young woman, my thoughts never turned sexual, and I continued to view her as my innocent younger sister. Thank God for the Westermarck effect. Otherwise, I might have been some kind of pervert.
Sinking into the cushions, I confidently spread my arms along the back of the sofa, looking toward Ashley.
"I thought you said we were playing a game. Where's the board?" I said, motioning towards the empty floor in the center of the circle.
"We're not playing a board game, silly. We're playing Truth or Dare," Ashley replied.
"Oh, fuck that. The last time I played was in 9th grade. It sucked then, and it'll suck now. Don't you have anything better to play?" I quipped back.
"Don't be a spoilsport. It probably only sucked because you were playing with a bunch of pussies. I promise we'll make it worth your time."
"I doubt that," I grumbled, but I didn't want to go to bed quite yet, "but, I guess, I'll play a few rounds."
The truth was I wanted to see where the game would go. I didn't have high hopes but being the only guy amongst four attractive girls gave me cause to dream, even if my sister's presence threatened to douse the flames.
Best case, I ended up with one in my bed, and at the very worst, I might learn some secrets I could hold against my sister.
"I'll go first," my sister spoke up. "If you get challenged, you get to go next. Deal?"
The rest of us responded in the affirmative as my sister looked from face to face, pretending to think deeply about who would be the best victim for her devious mind.
Despite the posturing, she quickly revealed why she wanted to go first.
"Bobby, truth or dare?"
I did not even stop to think about it. I was more comfortable doing something foolish on a dare than revealing a secret to my sister, much less the other four girls. I could always pass off the behavior as a result of being drunk and told to do it, but saying the wrong thing on a truth was potentially devastating. Those were the things that haunt you.
"Dare."
"Give us the key to Mom and Dad's liquor cabinet."
I realized it didn't matter if I had picked truth or dare; Sarah would've asked for the same information. If my parents found out I let my 18-year-old sister in on the secrets of the liquor cabinet, I would be toast.
Who knew what they would do.
They had made a big deal about letting me in on the secret when I returned home after turning 21, and even then, they seemed hesitant to trust me. I hoped this did not cause them to cut me off, even if it was for the last month of summer.
Choosing dare allowed me to maintain the secrecy of the hiding spot for now.
"I will get it for you tonight, but you have to promise not to abuse it, nor can you follow me to see where Mom and Dad hide it."
"Deal," my sister cheerfully agreed.
The mystery of the key was not as fancy as my parents made it out to be. They simply hid it beneath the wooden lip of the cabinet near the floor. It was a good hiding spot as it was hard to check under there, and once you knew where it was, you could swiftly retrieve it.
"Make sure to give it back before the morning," I said as I dangled the key from the tip of my middle finger.
"Deal. It's your turn," my sister responded as she plucked the key from my finger.
I stared from girl to girl, looking deep into their eyes, trying to see if any of them flinched. I wanted the one who was most afraid to be picked. They would always go for truth, and truth was an easy way to start the game in the right direction.
Even with my limited experience, I knew If you dared someone to do something beyond their limits, they'd bail on the game. This often caused it to collapse before it really started.
In contrast, if you asked a risqué truth, people would squirm in their seats, but ultimately they would choose to lie if you pushed them too far. I never saw anyone abandon because of a truth.
Usually, after a few salacious questions, people would loosen up and eventually steer away from truths and, in theory, into more adventurous dares.
Candace diverted her eyes and studied the floor when I tried to meet her eyes. She would be my victim. I then needed to figure out what to ask when she inevitably picked truth.
"Candace. Truth or dare?"
She hesitated in her response, starting to answer several times before stopping to reconsider her answer. She eventually settled on my predicted truth.
I figured I would start with a question that was not about her. This would not make it easy, as she would have to dish on one of her friends. This would, hopefully, lead to infighting, causing them to up the ante on each other in the subsequent rounds.
"Which of your friends is the biggest slut?"
"That's here tonight?" Candace clarified.
"Of course."
I could tell she already knew the answer, but she didn't want to offend anyone. Sheepishly, she raised her eyes to look at Dee, trying to convey an apology. Dee, for her part, didn't seem to fear the impending revelation.
"I don't think any of them's a slut."
"You have to pick one. Let's not say slut. Let's say sexually experienced. Is that better?"
"Well... in that case, I would have to say, Dee."
Dee smiled and shrugged her shoulders, owning her behavior and not holding it against Candace for outing her.
Across the circle, Ashley rolled her eyes as if she disagreed with Candace's answer. I could not tell if she felt personally snubbed or thought another girl took the cake. Either way, it seemed to get under Ashley's skin, hopefully leading to a retaliatory question.
Candace was next to pick the victim, hesitating only slightly before she focused on my sister.
"Truth or dare?"
"Dare," my Sarah quickly replied.
"Sarah, I dare you to make us all drinks."
The dare was straightforward and would grease the wheels, but I was already starting to lose patience with how long it would take to get anywhere fun.
Four sexy girls were sitting in front of me, and while I would have loved to make out, or more, with any of them, I was growing tired and did not think I would be able to stay awake long enough for anything to happen.
"None for me, thanks," I told my sister as she rose, "and make sure to spread it out from different bottles. It will be too obvious if you only use one."
After some awkward clinking and clanking and several trips between the kitchen and dining room, Sarah finally made it back into the living room with a tray full of drinks. There did not seem to be much method to their distribution.
Sarah handed one to each of us, with no regard for who liked what. Despite my attempt to decline, she shoved the penultimate glass at me before sitting on the sofa.
I reluctantly accepted the cup, which smelled like a Jack and Coke -- mostly Jack. I had no desire to increase my intoxication, so I set it to the side, hoping my abstinence would go unnoticed.
My sister and her friends were still well within the age of not caring what a drink tasted like, only worrying about how drunk it got you. In a few more years, they would look back on this time and realize how stupid they'd been, just like the rest of us had. Although, it takes some longer to develop a discerning palette, as some of my college friends continue to prove.
"My turn," my sister blurted out after a big sip. "Ashley, truth or dare?"
"Ummm... Truth."
"Who do you have a crush on?"
This was what I feared. The girls would get bogged down with crush this and most hated that, and the game would not develop into something more adventurous. It's how it usually played out.
Everyone got excited about Truth or Dare because there's a chance that people would do some crazy shit. In the end, however, everyone picked truth because they were afraid of being dared to do something they feared.
I never understood this. If you wanted to play in the first place, it was because you hoped it turned sexual, not because you needed to find out who has a crush on whom.
If you wanted it to turn physical, then you needed to take a risk and pick dare. Even if that happened, most people were afraid to suggest a dare that's more than kissing or some minor nudity.
Ashley lifted her head with a little smile and stared right at me. I was taken aback. Did she have a crush on me? If so, that would explain her excitement when I came home and her eagerness to invite me to join the game, but maybe I was reading too much into body language. I keenly awaited her answer.
"Oh, come on, Sarah, you know I have had a thing for Ken for years now," Ashley quickly answered and moved on. "Let's step things up a notch. Bobby, truth or dare?"
"Dare. These truths are getting boring."
It was true. I wasn't interested in anything these girls were hiding. Unless it was a secret desire to sneak into my bed later in the night when my sister was fast asleep.
"Well, in that case," Ashley paused, "I dare you to chug your drink, which you haven't touched, by the way."
Shit. Didn't she realize I was already drunk? They needed to catch up to me, not send me to my grave. I was marginally confident I wouldn't puke if I finished the drink, but I wasn't certain I would remain awake. I was on the verge of sleep, and another few shots could easily send me tumbling down the cliff leading to my bed.
"I am already pretty drunk--"
"Shut up and drink it, you wuss," Ashley interrupted my protest.
I always had a thing for bossy girls. Not that I wanted to marry them, but it was fun to have them tell me what to do for an evening or two, especially if things headed towards the bedroom.
Ashley seemed to be one of these girls. I was sure she demanded what she wanted between the sheets, and I would be happy to give her whatever she desired.
With that thought in my head, I reached for my glass. I tipped it toward Ashley before slowly raising it to my lips, trying to build suspense, before tossing it back in one gulp. I'm glad I did because it tasted like straight Jack, which is to say it tasted like burnt toast.
After I made a face to match my disgust, I turned my attention to Dee. She, as well as Bella, had been excluded from the game thus far, and I wanted to get them involved.
"Truth or Dare," I asked.
"Truth," Dee said instantly.
Another truth. What was with these girls? Didn't they want to have fun?
I only knew Dee was slutty, so I wasn't sure what would make her squirm. I wished I could personalize the question, but instead, I asked something generic that could potentially lead to fun later.
"Out of everyone in this room, who do you think is the best at oral sex?"
It was a question I honestly wanted the answer to. Hell, I would've loved to conduct an experiment right then and there. Line each girl up and let them suck my cock. Then we would know who gave the best blowjob.
It would take a miracle for us to get anywhere near that. At the rate the game was progressing, there was little hope of anything sexually charged emerging.
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"Are we talking sucking dick or eating pussy?" Dee queried.
I was caught off guard by her frankness and use of crude terms. Not that I would have been any less surprised if she had said fellatio and cunnilingus. Additionally, I was disappointed in myself for not thinking about the options she set before me. I had self-centeredly thought of myself being serviced when asking the question, hoping to get a recommendation for later.
Now I was equally curious about who she thought would make the best carpet muncher.
"How about one for each?"
Dee did not have to look around the room or think about it. She knew the answer to both questions straight away. I'm not sure if this was from personal experience, hearsay, or a guess based on the size and shape of their tongues. No matter how she got to her conclusion, the answer came swiftly.
"Ashley sucks the best cock, and Sarah eats the best pussy."
My sister blushed next to me while Ashley smiled with pride, finally getting the recognition she had missed out on by not being named the biggest slut.
My sister, on the other hand, was embarrassed, and I couldn't tell if it was because she had been outed or if she was simply uncomfortable being connected to a lesbian activity. It didn't make a difference to me.
Part of me had always wished my sister was a lesbian so we could one day sit around and talk about which girls were hot, just like two brothers might do.
We moved on before I could think too deeply about my sister's reaction, or what Dee's answer meant.
It was Dee's turn to target someone, and she was resolved to get Bella involved in the game at last.
"Truth or dare?" Dee asked, staring down Bella like a lioness stalking her prey.
"Truth," Bella answered, with a quivering voice, unsure if it was the right choice.
"Did you wear such a sheer shirt because you wanted Bobby to see your nipples?"
This was actually an interesting question. A lot rode on Bella's answer, namely if I would continue to play the game.
I, and everyone else, looked on as Bella appeared startled by the question. She glanced down at her chest as if to check if her nipples were indeed visible, before looking around nervously. Her eyes quickly darted away after briefly locking on mine.
She was nervous about her answer.
I thought that I knew the truth, but I wouldn't guess how she would reply. Would she tell the truth, or would she lie?
"I had no idea Bobby was going to be here," Bella asserted before rambling out the rest of her answer. "I, uh, is it a crime to wear something like this to a sleepover now?"
"Of course not. Wear whatever you like. Hell, Dee looks like she's waiting for her boyfriend to come over and fuck her," I blurted out.
My joke did not get the reaction I was looking for. No one laughed, Dee shrunk, and everyone else seemed too scared to talk, either to chastise me or comfort Dee.
I figured she had worn the lingerie for the same unspoken reason that Ashley, Bella, and even Candace had worn their outfits. None of them were going to admit it, at least not in front of my sister or me, but they all knew the truth.
I thought I was lightening the mood, letting them relax about their clothing choices, but I'd hit too close to home and made the situation more awkward.
The next few rounds passed without much fanfare. The air was sucked out of the game, with the girls only tentatively sipping their drinks, seemingly hesitant to get drunk.
The only thing of note I can remember was that none of the girls were on birth control. This information came after rapid-fire cross-examinations of who had experienced unprotected sex. As it turned out, none of them had.
The lull confirmed there wasn't much hope for things to pick up, and my interest in forcing myself to stay awake quickly waned.
The extra alcohol was kicking in and was a convenient excuse for my behavior and a looming problem if I continued playing. The room subtly spun, more so when I closed my eyes, which was becoming increasingly prevalent as my fatigue grew.
As much as I wanted to stay and see things through, I did not want to embarrass myself by saying anything worse or, God forbid, passing out.
Plus, I doubted that anything risqué would happen, despite the promise from Ashley, while my sister was in the same room. Even if they wanted to, who was going to dare me to do anything intimate in front of Sarah? And would I even do it if asked?
"All right, girls, it's been enlightening, but I must go to bed before I pass out on poor Sarah here. That was one drink too many."
There was a chorus of mock boos as I stood, slowly making my way upstairs, careful not to make a fool of myself in front of my audience.
"Sleep tight, Bobby. I hope you dream of us, especially me," Ashley called out in a seductive voice, "although, it still won't be as good as if you stay."
The girls giggled, clearly taking the outlandish statement as a form of teasing. Part of me hoped she meant what she was saying but it was better if she was messing with me, as then I wouldn't miss anything during the game, even if they did end up catching up to my drunkenness.
I was quickly out of my clothes and into bed, my earbuds blaring to drown out the chorus of giggles emanating from downstairs, and I was asleep within minutes.
I can't remember exactly, but I was dreaming of Ashley when I was awakened. My blanket was ripped from my nude body, cold air spilled over me, and my testicles contracted at the base of my hard dick.
My uncertainty and shock grew when I felt two sleek legs push next to mine as someone straddled me. Leaning forward, they pressed my arms into the mattress, pinning me beneath them.
"Shhhh, don't say a word," the intruder whispered.
My door had been left ajar, allowing light from downstairs to seep in, although it was insufficient to illuminate the details of the figure on top of me.
I didn't struggle.
I didn't fear for my life and was more than a little turned on that one of the girls took the initiative to climb into bed with me.
The mystery girl lowered herself, her bare cunt pressing down on my cock. The heat and lubrication covered my rod as she slowly slid over me, teasing my head with her outer folds before moving towards my balls. I lifted my hips in time with her movements, trying to meet her. Trying to get my tip inside her.
Reaching down, she grabbed my cock, raising her hips, aligning my shaft with her slit. Without hesitation, she sank over me, engulfing my member in the warmth of her pussy.
Starting slow, she quickly upgraded the intensity, grinding on me, with her cunt gripping my cock as she guided it to her erotic points. Her hips swirled as she found her rhythm, and her hands released my arms as she leaned back.
I slid my newly free hands onto her thighs, caressing her smooth skin as I slid towards her hips. Her legs were toned, but so were all of the girls, but their size narrowed it down. Ashley and Dee had thick thighs, while Candace had skinny runner's quads.
This pair felt somewhere between, pointing towards Bella. She wouldn't have been my first guess, but it didn't come as a complete surprise based on how she acted earlier in the night.
I let one hand slide past her hips, trying to reach her breasts, but she declined to lean forward to meet my touch. She was focused on riding me and had slipped one hand between her legs to work her clit as she ground on top of me.
Her pussy was tight and felt amazing against my unprotected cock, but I was not on the brink of cumming. The alcohol had dulled my senses, and while I was eager to spill my seed, I was going to need more stimulation.
Bella, on the other hand, seemed to be immensely enjoying herself. Her breathing increased in volume and intensity as she picked up the pace, bouncing more than grinding, with her ass smacked against my thighs while impaling herself.
I could feel her cunt contract as she squealed in pleasure, not trying to hide our encounter from the other girls. She spasmed several times as she hunched forward, furiously rubbing her clit as she climaxed on top of me. Eventually, she collapsed forward, her sweaty breasts settled on my chest, and our bodies stuck together as she recovered.
My hands worked their way to her back, pulling her tight as I tried to thrust into her as she lay motionless. One hand found its way to her ass, cupping a cheek, squeezing her soft flesh.
Brushing her hair aside, I kissed the nape of her neck, working my way towards her mouth. Our lips met in a passionate kiss, with our tongues darting around each other. I was about to roll her onto her back to finish what she started when she broke from our kiss and slid forward, letting my cock flop against my stomach with a wet thwack.
Bella slipped down my body, stopping when my dick was between her breasts. They were not huge but were more than sufficient when she pushed them together and started to titty fuck my slick cock.
It had been a while since I titty fucked a girl, and I quickly wondered why. It felt amazing and dirty in ways that other sex acts didn't.
Bella was exemplary, obviously in good practice, and quickly had me approaching orgasm. As much as I wanted to cum inside her, I knew it was best this way, as she, like all the other girls, was not on birth control.
I had not objected when she was riding me, but now I had a suitable alternative and was not going to risk impregnating her, and my cum would look good smeared across her chest.
My breath quickened, and I started thrusting against her with the head of my cock popping from her boobs.
"Oh, God, yes. Keep that up. Make me cum all over your tits," I called into the darkness.
I shouldn't have warned her, as she abruptly stopped, letting my cock flop to my stomach once again.
She rose from the bed and scampered out of the room, leaving me and my swollen balls frustrated and confused.
I started to yell after her and beg her to return and finish me off, but I was rendered speechless when the silhouette of another girl replaced Bella in the door frame.
It was still too dark to make out specific features, but this girl was shorter and stockier, especially in the thighs and chest. Her breasts spilled beyond the sides of her rib cage, and her legs were built for power, not endurance.
It was either Ashley or Dee. Their bodies were too similar, and it was far too dark to differentiate the two. I didn't have much more hope of guessing which one it was once she climbed on top of me. They both professed to be sexually experienced and from what the other girls insinuated, good at what they did.
Just as Bella had done, the mystery girl straddled me, holding me in place with one hand as she guided me inside her with the other. I was still slick from Bella, and the new girl was soaking wet, making her efforts easygoing.
Quickly and quietly, I was buried inside her, with her ass sitting on my thighs. She paused a moment before she started to bounce, playing with herself as Bella had done.
Her insides felt slightly different. I had never had such a direct comparison, but I was amazed I could feel a difference at all.
Her ass had more cushion and provided more rebound when she rapidly speared herself. Her tits bounced more as well, and she quickly leaned forward to allow me to reach them, something Bella never did.
They felt firm and heavy in my hands as my fingers dug into her skin. I pinched her nipples between my thumb and index finger, and they responded by elongating, begging to be sucked. If only she would lean further forward.
She was in a hurry to cum, as Bella had been, but this time I was already worked up. It wouldn't be long before I shot my load, almost certainly before she was able to orgasm herself.
She didn't seem to notice and wasn't trying to prolong the experience, or maybe she didn't know how to go slower. It was all or nothing. Either she came, or I came.
Of course, I would be more than willing to finish her off if I was the first to explode, but I couldn't count on her doing the same. Not after Bella had abandoned me at the last second.
"I'm going to cum," I whispered as I clamped my hands down on her breasts.
I expected her to jump off me or slow her rhythm, but instead, she kept going, riding me like she was obligated to.
I grunted and pushed my hips into her as my cock jerked. Pump after pump of cum entered her, a massive load from being so worked up. I could feel it ooze out around my dick, mixing into her trimmed pubic hair as she continued riding me until my orgasm subsided.
She bent forward and kissed me. Not as deep and passionate as Bella, more of a disappointed hope of more to come. I tried to pull her tight, but she slipped out of my grasp and out of my bed.
"Don't go. I can help you finish."
My plea went unanswered as she cupped her hand to her leaking cunt and waddled out the door.
There was clearly something going on with the girls. Was this some sort of game? I had heard rumors of high school students playing sexual roulette but thought them baseless. I assumed it was nothing more than the rantings of scared Christian mothers who desired to portray the unholy as licentious sluts.
It was said that girls would take turns riding a boy, not using a condom, until either she came or he did. Each girl would get a turn, at least until the guy couldn't get it up anymore.
Could this be one of those games? Could Truth or Dare have morphed into them playing something so stupid yet so erotic?
My musings were cut short as another figure slipped through the door.
She looked taller and lankier than either of the first two. Her breasts were not visible in her silhouette until she turned sideways and revealed a perky set of small B-cups. Her long legs drew my attention as she strode across my room. This was the body of a runner. Her short, tight curly hair confirmed it to be Candace.
My cock was soft but not fully deflated, the circumstances keeping the blood flowing. I was coated in a mixture of cum and the first two girls' juices. A small pool of semen lay just above my pubic hair.
The new girl wasted no time licking her way up my shaft, tantalizing my tip, before slurping up the puddle of cum.
As if this was not enough to get me hard, she grabbed my cock by the base and guided me to her lips. Her tongue swirled about my still tender tip, almost too much to take as she licked the underside, her tongue flicking off the end of my shaft.
It was not an instant erection, but it was damn quick considering I had cum only moments before. I was no stranger to going two rounds, but usually, I took more time to recover.
Not tonight. Tonight was something special. Tonight was a once-in-a-lifetime opportunity, even if I had to tape a popsicle stick to my cock.
She clearly did not want to arouse me too much, opting to pop me from her mouth, still holding me in her hand, and positioning herself above me like the first two.
She was wet, very wet, and my head slid into her with ease. I, however, was not hard enough. When she let go and tried to sink onto me, I folded in half and popped from her.
Not discouraged, she grabbed me, gave me a few strokes, and pushed me inside once again. This time she held on as she slowly eased herself up and down. The tightness of her cunt gripped my head and coaxed my member to full strength.
Compared to her predecessors, Candace's ass was boney. It provided little cushion as she bounced on my lap. She quickly slipped a hand to her clit, rubbing fast and hard as she hunched forward, pushing her free hand into my chest.
She settled into a short, quick grinding motion, her fingers trapped between her clit and my pubic bone. The head of my cock was hitting the roof of her vagina, just shy of her cervix. Not the most stimulating position for me, but it worked for her.
I was still working my way into our session when her breathing quickened, and she lurched forward, pressing hard into my chest.
I slid one hand up to her small breasts, finding a nipple and tweaking it. My other hand gripped her petite ass, and my fingers slipped between her cheeks, stopping just shy of testing her anal limits.
I rolled her nipple one way, then the other. Her hips started to buck, and she slipped out a moan. She grew louder and louder until she was screaming into the darkness of my room, something between a wail of pleasure and a shriek of excitement. It started guttural and finished with a high-pitched exclamation, unlike anything I'd heard before.
Candace collapsed on top of me. Her mouth landed to the side of my head, her breath sounding in my ear. I gently kissed her shoulder as I ran my fingers over her back. She was not muscular or thick and barely had an ounce of fat on her.
My fingers ran along her spine and over her ribs. I thought about rolling her over and continuing to fuck her, as my cock was still hard inside her, but I knew she would be leaving soon.
"You've got an amazing cock, Bobby," Candace whispered as she wiggled her hips, "I want to feel you cum inside me."
"Rollover. I'm more than happy to fulfill your desire."
"I can't. It's against the rules. But I know where you live."
"Bella fucked me with her tits, leaving me primed for whoever came second. Maybe you can bend the rules just a little. Let me give you another orgasm."
"Bella exploited a loophole, and my tits aren't big enough, but I'll certainly take a rain check on that orgasm."
Candace kissed me on the cheek and rolled to the side, speeding out the door before I could persuade her to stay. As disappointed as I was, I knew that another girl would be coming soon.
Unfortunately, Candace had cum so quickly that it would take a lot of work for me to reach my second orgasm of the night. Hopefully, Ashley or Dee, whichever I had not experienced yet, wouldn't be so quick to cum.
In the brief interval between encounters, I reminded myself that none of these girls were on birth control. I had already shot my load into one of them and did not want to risk impregnating a second. It was not worth the danger.
I could always finish myself off, or maybe the final girl would take pity on me and suck me off. Either way, I vowed to keep my seed out of her uterus, no matter how much baseball I had to think about while she rode me.
My final partner of the night skipped into the room, clearly eager to get her chance. She bounded towards my bed, just as Ashley had bounced away from me earlier in the evening. Her breasts bobbed with her, circling with each hop. Now that they were free from the shirt, I could fully appreciate them, even if only in silhouette.
Unlike the first three girls, Ashley mounted me with her ass facing me, opting to ride me reverse cowgirl. She was just as wet as the others as she guided me inside, but her cunt did not feel as tight.
Not that she was loose, but the others had pussies that felt like showroom models. Ashley's had clearly been more than driven around the block. I could see why she had taken umbrage at not being named the biggest slut.
It still felt amazing to be inside her, like nesting my cock in a warm sheath specially designed for me. Every pussy was different, but they all felt custom-made when I was inside them.
Ashley used a circular motion as she rode me. Her hand occasionally brushed against my balls as she eagerly toiled away at her clit. I reached out and ran my hands along her back, scratching my nails across her bare skin.
Propped against my pillow, I could not connect with her breasts. I settled my hands on her hips, letting them move unassisted as I enjoyed the stimulation.
While Ashley seemed to be quickly approaching orgasm, I was not getting the friction I needed. I was staying hard and hitting the right spots for her, but I was safe from pumping her full of my baby-makers.
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"Grab my breasts, Bobby. Pinch my nipples."
I always prided myself on my ability to take orders, especially in the bedroom. Some guys needed to be in charge, but I was more comfortable doing what I was told.
Obeying her command, I sat up, trying not to shift my cock as Ashley continued to ride me. I slid my hands from her hips up to her breasts. I took my time and teased as I slipped over her ribs -- barely noticeable compared to Candace's -- until my fingers pushed against her side boob.
I appreciated the heft of her breasts as I cupped them. They were both large and dense, something I found more pleasing than their light and fluffy counterparts. I could feel the thick tissue as I pushed my fingers into them and my nails started to dig into her skin.
"The nipples, Bobby. Pinch the nipples," Ashley called out between deep breaths.
She was nearing orgasm and needed me to push her over the edge. I hesitated, not wanting this to end, not yet at least. As obedient as I was, I tended to be a bit of a brat, opting to disobey when I thought it would produce a better outcome.
Ignoring her nipples, I gripped her breasts tighter. I pulled her against my chest, our sweaty skin sticking together. Leaning forward, I kissed the side of her neck. She smelled of vanilla, and her supple skin contracted as I nipped at her neck, gently taking her between my teeth.
Ashley's gyrations increased. She was growing closer and closer. She was going to cum with or without my help, so I might as well make sure it was the best she could have.
I shifted my hands, taking her nipples firmly between my fingers and clamping down. I increased the pressure as I went, not knowing where her tipping point between pleasure and pain was.
I never found out as she erupted into orgasm long before I reached her limit. Her cunt might have felt loose when she first slid on top of me, but now she clenched down as none of the others had. Her pussy gripped my cock as she shivered on top of me. I had to dodge her head as she flung it back in pleasure, screaming towards the heavens.
"Oh, God. Oh, God. Oh, God. Fuck yes. Harder, harder, harder."
I obeyed, continuing to tighten my grip on her nipples, pulling them outwards, stretching the skin of her breasts as I went. One final gasp escaped her lips as her body went limp, forcing me to support her as she swayed forward.
I leaned us both to the side, easing her down as we descended towards my mattress. My cock was still embedded inside her as we spooned, her post-orgasmic body feeling lifeless as I held her.
I softly kissed her shoulder before she turned her head, meeting my mouth with hers. Our lips locked as our tongues reached for each other's. The kiss was somewhere between intense passion and gentle aftercare, lasting for as long as we could breathe.
As with the others, she rolled forward and slipped from my bed too soon, stopping at the door and looking back at me.
I was too tired to protest.
"Thank you, Bobby. You really are a great lay," she said before blowing me a kiss and disappearing down the hall.
It had been a long night, and I was sobering up, both of which caused me to quickly tire despite my raging hard-on. As much as I wanted to relieve myself, I knew it could wait until the morning.
My eyes drifted shut as I felt the cold air of the vent wash over my damp body. There was no need for my covers, not yet, not until I recovered from the four gorgeous girls who had just used me as a prop for a risqué game of chance.
I should have been upset, but who could complain about fucking four of your younger sister's friends, especially without a condom. I just needed to remember--
I don't know how long I was asleep when, once again, I was awoken by a naked body on top of me.
As I ran my hands along their slender body, gliding over their flat stomach and cupping their small tits, I knew it was Candace back for the second orgasm I promised her.
Part of me wished she had waited until another night to cash in, but as soon as my cock slipped inside her, I was relieved it was now.
I felt sore as she slid her tight cunt over my member. I had been used and abused all night, and it had taken its toll. It was not until she settled into a smooth rhythm that I forgot about the discomfort and focused instead on playing with her pert boobs.
There wasn't the urgency of our first round.
The game was over.
I am unsure how it was scored or if anyone won or lost. I felt like a clear winner, but I don't think I factored in the final standings. Dee was the only one to get my sperm, but was that the punishment or the reward?
It was a question that would go unanswered and was quickly forgotten as I realized I no longer had to lie there and let Candace ride me. I grabbed her by the waist and rolled to one side. I found myself on top of her with her legs wrapped around me, pulling my ass towards her.
I lowered my mouth to her nipple, cupping the other breast, as my free hand reached beneath us, grasping her ass as I fucked her, fully taking charge for the first time tonight.
I ground against her as I slid in and out, but the friction was not enough. She slipped her hand between us, fingering her clit, freeing me to focus on pumping into her.
She felt shallower than before, but I was now on top, providing me with a different angle of attack. My shaft bottomed out, and the tip of my cock collided with her cervix. If I came, my swimmers would have but a short distance to go. I needed to make sure to pull out.
I was worked up. Despite my earlier orgasm, I was ready to cum again. Being fucked five times by four girls would do that to a young man. I wouldn't last long, but I hoped to make Candace cum first.
I picked up the pace as she gripped my hair, pulling me into her breast and forcing her nipple between my teeth. Instinctively I gently bit down, proving to be enough to push her past the threshold.
She grabbed my ass, digging in, urging me to fuck harder as she panted, not screaming out like before. This orgasm was different and seemed to preclude her from calling out, but it was no less intense. If anything, it was more powerful.
Her body quaked beneath me, and her cunt clamped down even harder than Ashley's, milking my cock as I drove inside and clinging to me as I pulled out.
It was too much to take. I was going to cum, but I needed to pull out. The game was over. There was no need to risk impregnating Candace, especially since I had already cum inside her friend.
How would I explain that to my parents? One unwanted pregnancy was bad enough. Two would be indefensible.
I waited until the very last minute, not wanting to cut her orgasm short. I knew I was risking mistiming my actions, but she was still shaking below me.
I was caught off guard when I finally moved to withdraw from her. Candace, still gripping my ass, pulled with all her might, wrapping her legs around me to assist, preventing me from pulling out.
My cock twitched and jerked as the first load shot forth, still inside her. It was too late, and I decided to go with it. Starting to pump again, I got the most from the risky finish.
I pushed my head against her chest, forgetting about sucking on her nipples. I inhaled deeply and let out a reverberating groan. It was one of the best orgasms of my life, much more powerful than with Dee.
I felt a longstanding connection with Candace like we were bonded together. The sex was powerful, but this was more than lust. It was as if our bodies knew what each other would do. Like we had spent a lifetime studying each other.
Her body stopped convulsing, and my cock ceased twitching. I collapsed on top of her, my face nuzzling into the crook of her neck. She turned her head, our lips meeting.
Our kiss increased in intensity, and I slid my hand behind her neck. Then up to the back of her head. Instead of the tight curls I expected, I was met with a bun of straight hair.
This was not Candace. How was I mistaken? None of the other girls had a body that was anything like hers. No one, except for my sister Sarah.
As shocked as I was, I did not break from our kiss. I ran my options over and over in my head as our tongues continued to dance. I instinctually wanted to freak out, but I knew it was too late. The damage had been done.
Not only had we had sex, but I had cum inside her. Did this mean she had always wanted to have sex with me? Was this simply her being drunk and coaxed into something stupid by her friends?
There would need to be a discussion about the morning after pill, but that could wait for tomorrow.
I decided that for tonight I would appreciate the naked body next to me, and the details could be worked out in the days to come.
We lay nested in each other's arms, not saying a word. There was no indication of regret from either of us, only love. We had always been close, at least for siblings three years apart, but this was never something I envisioned happening.
A growing part of me wished that this was not some fleeting, drunken hookup and that it was something sustainable, at least for the next four weeks.
When I woke, Sarah was gone. I took a minute to reassure myself that the previous night had been more than a dream.
Everything that happened after the Uber dropped me at home seemed unbelievable but the stains on my sheets and the crustiness on my cock suggested otherwise.
I rolled over to find something on my nightstand catching my eye. I smiled as I reached over and picked up the key to the liquor cabinet.
Late Night Truth or Dare Ch. 02: Sarah - Incest/Taboo
My horny friends plot to seduce my older brother.
8.8k words
4.68
87.3k
136
13
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Author's Note: At its heart, this is a college harem series, but as it contains incest, it must be categorized accordingly.
Late Night Truth or Dare - Bobby covers the same tale from Bobby's point of view. I believe you can start with either one, but Bobby's was the first installment written.
This version has been revised from the original to correct mistakes and reformat for better reading online.
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Late Night Truth or Dare - Sarah
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The summer hadn't gone as planned. After graduating high school, I'd expected to spend my final months at home partying and being spoiled by my soon-to-be empty-nester parents.
My brother, Bobby, who'd graduated several years prior, had lived it up, having free rein to do as he pleased. My parents, who'd been strict until he graduated, had said he would be unsupervised at college, so he might as well get used to it before leaving.
They didn't extend me the same leniency.
With me, their preexisting overprotective behavior continued after I graduated. They claimed it was dangerous for a young girl to be so free. When I argued I'd been eighteen for several months, they countered that I should cherish my innocence while it lasted.
It was easier for them to let my brother grow up. Maybe because he was a boy, or perhaps because I would always be the baby of the family, especially in my father's eyes.
For me, there'd been no wild parties, only sleepovers with my friend's parents asleep down the hall. I hadn't been drunk or stoned all summer, as our hookup had gone on vacation with his folks. Worst of all, there'd been no boys to fool around with, meaning I couldn't gain experience before college as I desired.
My group of friends was dorky, and not even their recently developed bodies could pull them from the dredges of the social hierarchy. Our social fates were sealed long before our senior year, with only a few brave nerds testing the waters with date requests.
It took more than a nice set of boobs to make people forget years of public humiliation, and I didn't even have the boobs.
Two of my friends, Ashley and Dee, had been able to break through and hook up with guys. This came from their willingness to do whatever the boys wanted but never included party invites or non-sexual hangs.
Dee, a big-breasted Korean American, had quickly gained a reputation around school as the girl guys asked out for a sure thing. She would put out for pretty much anyone who bought her dinner.
Ashley, a bubbly blonde with a short and athletic build, was known for her head game. She was more discerning about who she let fuck her but was quick to suck a guy off in consolation. She told me she once blew the entire starting lineup of our school's basketball team, a claim I can't verify, but I don't doubt.
I and my two other best friends, Bella and Candace, were still virgins.
Bella, a Mexican American of mostly Spanish descent, had made it to third base with a few guys but hadn't felt comfortable going all the way.
Candice, a thin African American with small breasts, was the best runner at our school, but that didn't get her laid. Her lingering celibacy wasn't from a poverty of desire but desire only got you so far when it required two people.
Candice and I met on the cross country team and hadn't done more than some heavy petting with a few teammates, who were not the biggest catches on campus.
My body was similar to Candace's, except I was a pale as can be ginger.
This was supposed to be the summer it changed for us virgins. That, however, required being able to go to parties to meet boys. Ideally, boys from different schools who didn't know we were social kryptonite.
To cap it off, my brother Bobby had unexpectedly come home for the summer. I wasn't too upset as we had always gotten along, but having a doting older brother back in the house made me feel like a child again.
It was not always a bad thing. Having Bobby around made me happy, and his arms always felt supportive when he gave me a bear hug like he would do anything for me.
He was also very good-looking, which my friends particularly relished. I even surreptitiously ogled him as well, unable to convince myself it was wholly platonic.
Ashley had been openly crushing on him, and I am sure none of my other friends would pass up a night with him.
I couldn't blame them. I had once accidentally walked in on Bobby getting out of the shower, and his cock was huge, even when flaccid. I could only imagine what it looked like hard. In fact, I'd given the better part of two weeks to exploring that idea.
I learned to masturbate while thinking about my brother naked, although, I never dreamed of actually making a move on him. There was a taboo concerning incest for a reason, but I presumed it innocuous to fantasize about him. Even so, I kept it to myself, not even reporting to my four most loyal confidants.
My friends and I were planning to head to Bella's for a sleepover — the closest we came to partying — but I thought we were due for a change of plans when my brother said he was going out to the bars.
I texted them to see if they'd agree.
Me: Hey girls! My parents are out of town, and my brother is going out drinking with some friends. I doubt he'll make it home. Want to party here instead?
Bella: That's cool with me. Does anyone have any weed?
Me: No, but I might be able to get into my parents' liquor cabinet.
Dee: Sounds good.
Candice: I'm in.
Ashley: Me too. Too bad your brother won't be there ;)
I'd lied to my friends, although I didn't think they'd be upset. My brother almost always found his way home, usually completely shit-faced, making him prime for seduction. We just needed to figure out who'd be the lucky girl.
I was sure Ashley would put up the biggest fight, given the length of her crush, but we were all horny, so I hoped we could find a way to share. It wouldn't be the first time we'd messed around with each other if it came to that.
While part of me wanted to jump my brother's bones, I imagined the best scenario was watching him with one or more of my friends. I thought they'd accept that, and it would prevent me from becoming the sick girl who fucked her brother. I didn't want that stigma, even if it wouldn't accompany me to college.
I rummaged high and low for the key to my parents' liquor chest. It wasn't in any drawer, nor was it stored amongst any of the other keys. I'd marketed my house on the potential to get wasted, but now I couldn't offer that. All I had was a shelf full of DVDs and a drunk and hopefully horny brother, which I wanted to remain a secret for as long as I could manage.
When the girls arrived, bearing gifts of chips and cookies, no one appeared upset about the booze. It was par for the course the way the summer had gone.
We settled in for a marathon of romantic comedies, starting with the classic Mean Girls. We had all watched it more than twenty times, but we never grew tired of the plastics getting their comeuppance.
I invariably enjoyed the talent show, having less to do with being attracted to girls dancing on stage in short skirts and more about wanting to be like them. I would never dare to put myself out there in such a sensual fashion, particularly in the face of a crowd.
Although, I did occasionally have a taste for girls, so maybe it was a little about being attracted to them.
After much deliberation, Ashley pulled the next movie from the shelf, Cruel Intentions, the '90s sexually charged romantic drama, which is profoundly problematic these days.
It had an unusually pertinent plot point.
Kathryn, played by Sarah Michelle Gellar, offers to sleep with her stepbrother if he wins a bet that he can seduce Reese Witherspoon's character. A two-for-one deal if he succeeds.
"Would you sleep with Bobby if he was your stepbrother?" Dee stared me down.
"I... I have no idea, but I know Ashley still would."
"Damn right, I would. He's fucking fine." Ashely mimicked sucking Bobby's cock.
"You're such a slut," Candice interjected, "this movie is fucked up, by the way."
"That's why Ashley likes it so much," Dee teased.
"What're we watching next?" Bella piped up, clearly wanting to move on from the topic.
"Actually, I hopefully have a surprise for you. I kinda lied about my brother being gone for the night. I'm expecting him to come home, probably pretty drunk. Since it has been a bummer of a summer, I thought we could play Truth or Dare when he arrives. Maybe someone will get lucky. I know all of you, not just Ashley, would totally fuck him. What do you all think?"
"You would totally fuck Bobby if he was your stepbrother!" Dee hopped to her feet in excitement. "I hoped he'd come home," she added, running out of the room.
When Dee returned, she was wearing a white babydoll nighty, the outlines of her dark nipples visible through the lace cups that clung tightly to her breasts.
At about the size of grapefruits, her tits looked huge on her petite frame, and her powerful hips and thighs finished a well-proportioned figure.
"Where'd that come from?" Ashley seemed annoyed she hadn't thought to bring something similar, just in case Bobby showed up.
Dee smiled and shrugged in response, triggering a rush from the other girls to make themselves as fuckable as possible.
Ashley was the first to return, having donned a simple oversized t-shirt. It did little for her figure, but it fell tantalizingly high on her thighs, with her ass cheeks threatening to display themselves with every move. Her breasts, now free from her bra, swayed hypnotically under the loose shirt.
Bella wore a pair of satin booty shorts with a white tank top so thin her areolas were visible in the center of her perky handful-sized tits.
Candace didn't have anything appealing to change into, opting for a pair of baggy running shorts and a white sports bra. The outfit showed off her toned belly, which was always pleasing to look at and rest one's head on.
I didn't attempt to look sexy for my brother, opting to put on my standard pajama pants and a t-shirt. Unlike Ashley, I didn't have the breasts to sway seductively, whether I wore a bra or not.
"When will he be home?" Ashley asked, a little too eagerly.
"The bars closed fifteen minutes ago, so any minute now."
Everyone moved to the front window, waiting for an Uber to arrive, hoping to see my brother first, as if that laid claim to him for the night.
I hung back, demonstrating a lack of excitement around what might occur when my brother arrived. I prayed he wasn't excessively loaded. There's a fine line separating pliable and passed out, abnormally narrow if there was any hope of me being in the room when it happened.
Ashley was the first to see the headlights advancing up the street. She bounded towards the front door, the hem of her shirt floating up to reveal a cute pair of panties underneath.
I had half expected her to be completely nude under the shirt. I guess she felt flashing her cooch at my brother might come off as desperate.
The rest of us watched through the window as he stumbled towards the house. He was drunk, but was he coherent enough to play Truth or Dare?
We left Ashley to persuade him to play, the rest of us retreating to the living room, prepared to act like we weren't awaiting him.
"Oh, hi Bobby. We weren't expecting you home tonight." We heard Ashley after opening the front door. Her acting was obvious to those of us in the know.
I sat on the sofa, foreseeing my brother taking the unoccupied seat beside me. The rest of the girls formed a semi-circle in front of me. We'd previously removed the coffee table to sprawl on the carpet while watching the movies. We looked prim, sitting with our legs crossed, backs straight, and our hands in our laps. Entirely proper, save the revealing attire of my conspirators.
"Well, don't just stand there. Come join us. We're about to play a game."
We heard Ashley say before she came bouncing towards us, giving my brother a good view as he staggered behind her.
We girls traded glances as we sought to play it cool, not wanting to give away the forthcoming seduction.
We should've planned it better, not leaving it to the individuals to operate independently. If we worked as a team then we'd surely get what we wanted but if we fought against each other, we might turn him off, possibly sending him to bed before anyone was satisfied.
Bobby stood, swaying ever so slightly, taking in the sights, his eyes shooting from one girl to the next. He was working at being polite and not gawking, albeit unsuccessfully.
He was unable to resist Dee in her babydoll and Bella in her sheer tank top, his eyes lingering on their breasts long enough for all to notice. I saw his eyes dart to Bella's crotch after noticing the visible camel toe from her shorts pulled tight against her cunny — a lack of underwear allowing the fabric to slip between her lips.
He paid little attention to Candace. She was abruptly shy, hunching her back and glancing away from my brother when his eyes met hers.
I secretly hoped Bobby's disinterest was due to this avoidance and not because of her body. We shared many features, only a difference in hair and skin color making us unique.
"I thought you said we were playing a game. Where's the board?" Bobby replied as he relaxed next to me.
Ashley hadn't explained what we were playing, perhaps thinking Truth or Dare would be too presumptuous to mention at the front door.
I zoned out the rest of the exchange, my brother and Ashley bickering about whether or not Truth or Dare was an entertaining game.
I wasn't sure where Ashley had played Truth or Dare. At least that had materialized into anything more than gossip and weak-ass dares. It didn't matter though, as tonight had the potential to be wild. All the girls involved were willing to go as far as my brother wanted. He just didn't know that yet.
"I'll go first," I spoke up. "If you get challenged, you get to go next. Deal?"
I dared my brother to open my parents' liquor cabinet, which I knew was the key to the rest of the night being fun.
As sexually outgoing as Ashley and Dee were, the rest of us were relatively shy. We needed some liquid courage to get us over the hump. Honestly, I wasn't sure even Ashley and Dee would be up to the task while sober. Both of them had only been with high school boys, and my brother was about to be a college senior.
The game got off to a slow start, with most of my friends taking truths, still too sober to get into the dares.
My brother, for his part, was trying to push the game in a sexual direction, asking Candice which of us was the biggest slut. She outed Dee with little surprise to anyone besides Ashley.
I got dared to mix us all drinks, which I did with glee, making sure to add more than enough liquor to each glass.
Ashley then proceeded to make a blunder by challenging my brother to chug his drink. He was already drunk enough, and I feared this would put him over the edge.
My brother, still hanging in, asked Dee who sucked the best dick and who ate the best pussy. She didn't hesitate, saying Ashley gave the best blow jobs, but really, who could know? The only accurate way would be for us all to go down on my brother and let him be the judge.
I got nervous as I was the only one who'd eaten out Dee, and sure enough, she outed me for that. My face turned red as the information was communicated to my brother, as I wasn't sure how he'd take it.
It'd been earlier in the summer during a sleepover. We'd started watching porn, and well . . .
We'd talked about how boys sucked at eating pussy which led to experimenting on each other, seeing if we could do any better. After a few minutes, we all forgot why we were doing it and eased into having fun.
Everyone was awkward and shy the next day, but we'd quickly moved past it. I am sure it was in the back of everyone's minds as we worked to seduce my brother. Sadly, I'd made it further with my friends than with any boy I'd been with.
The girls started to bicker, accusing each other of dressing provocatively to seduce my brother, which I knew would turn him off. He never liked arguments, especially when he wasn't allowed to have a say.
I began to worry we'd lost him as his focus drifted. It could've been the extra alcohol, or it could've been the game stalling over an internal debate about clothing choices.
The topic was finally changed, but the damage was done. After a few rapid-fire rounds of truth revealed that none of us were on birth control, my brother stood and called it a night, declaring he'd drank too much.
I believe he'd have stayed if the girls had been more prepared to pick dare, but the lackluster beginning to the game hadn't supplied him with the hope of any real fun.
"Sleep tight, Bobby. I hope you dream of us, especially me," Ashley called out as my brother walked away, "although it still won't be as good as if you stay."
We all giggled, knowing Ashley was serious, but it was too late; my brother had given up on anything intimate happening.
We should've known he would grow tired and prepared a more direct and immediate approach. However, still being sober, none of us would've been up to the task, even if we'd planned it better.
"We might as well get shit-faced now." Dee chugged the rest of her drink, motioning for the rest of us to follow.
I soon had another round poured and served to my friends. They were just as strong as the previous, quickly propelling our inexperienced bodies towards debauchery.
"Shall we continue the game? I could use some fun, even if your brother is a lightweight," Dee suggested, glancing in my direction.
"Sure, who's turn is it?" Candace asked.
"Mine," Bella announced, "Ashley, truth or dare?"
I had a feeling things would ramp up quickly. The extra couple of shots had loosened us up, putting us where we should've been when Bobby got home. It'd been a good plan, but it failed without access to the liquor.
"Dare. Let's get this game going," Ashley announced.
"Take off your shirt for the rest of the game."
Ashley didn't hesitate, standing and pulling the baggy shirt over her head. My eyes focused on her bright red panties before shifting to her gorgeous breasts as they slipped from under the fabric.
"What size are those anyway?" Candace asked, a hint of jealousy in her voice.
"Thirty-four double D."
"Well, you have me beat. I'm only a thirty-two D," Dee added.
"How appropriate," Bella laughed at the unintended wordplay. "I'm a thirty C if anyone cares."
"We all care, Bella. Anyway, it's better than my thirty-two A's. These are sad." I cupped my tiny breasts through my shirt, trying to give them a shake.
Candace, who I always assumed to be the same size as me because we'd shared bras, turned out to be a thirty B. She explained it was a sister size, but I didn't fully understand. Nevertheless, we were both small compared to the other girls, making up for it with our toned tummies and long legs.
"All right, Candace, truth or dare?" Ashley asked.
"Before she answers. We all know pretty much everything about each other, so why don't we just skip the truths?" Dee suggested.
She had a good point. There wasn't much to learn about each other. There might be some sordid details here or there, but those would come out eventually.
We all wanted the night to turn into our early summer sleepover. We just didn't have the guts to say it aloud. Asking only dares, especially if we kept it sexual, would get us all naked with a faceful of snatch in no time.
We all agreed to stick to dares, although we required another round of drinks first.
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"Okay then, Candace, pick one of us and suck on her breasts for a minute."
Ashley would've been the obvious choice as she was already topless and had the best jugs of the five. Candace, however, surprised us all and picked me.
"Also, if you have to remove clothing as part of a dare, then you must keep it off until we're finished," Ashley added.
I sunk into the couch, leaning back as Candace yanked my shirt over my head. She hesitated for a moment before leaning forward and taking a nipple into her mouth. She was gentle at first, but as the seconds ticked by, she increased the pressure and even started to nibble with her teeth.
I wanted her to slide a hand down my pajamas, but that wasn't part of the dare, and I had to settle for the nipple play. When the time was up, she leaned back and gave me a wink, leaving me with a glistening and erect nipple.
"Dee, I dare you to give us all a striptease," Candace declared, hitting play on her phone to give Dee something to dance to.
Dee wasn't the best dancer, but she knew how to tease, slowly raising the hem of her babydoll, giving us just a glimpse of her naked cunny before letting the fabric drop. She went around the circle, giving each of us a few minutes with her ass in our face before she settled in the center to slowly remove the lingerie.
She could've pulled it over her head and been done with the dare, but she opted to slip first one arm and then the other through the straps, leaving the fabric hanging on her impressive breasts. She cupped her tits, shaking them around, before she shimmied the lace down, then back up, leaving us with just a glimpse of her nipples.
Eventually, Dee slid the nightgown below her breasts. Taking one in each hand, she pinched her nipples. Moving around the circle, she shook them in everyone's face, allowing each girl to briefly suck on a nipple of their choosing.
We were all heated, and it was only a matter of time before someone dared another to go down on them. Our plan with my brother might have failed, but that wouldn't stop us from getting off. With a few twirls of her hips, Dee dropped her babydoll to the ground and took a bow before sitting down.
The dance only lasted for three or four minutes but left me with an oozing pussy, not that I'd been dry after Candace sucked on my nipple.
"Okay, Ashley, I dare you to let each of us motorboat you."
Ashley didn't say anything before grabbing each of her tits, pushing them up, and trying to shove her own face between them. It was a joke, but she came closer to pulling it off than anyone else could've.
Candace took her turn first, burying her face between the perfectly shaped orbs, taking her time, and enjoying the sensation against her cheeks.
She was followed by Bella and then Dee, both seemingly enjoying the experience, leaving me to go last.
I took a bit of liberty with my motorboating, opting to grab both her breasts, pinching her nipples as I forced them against my head. I turned my face from side to side, pausing with my mouth against the inside of each breast, giving little kisses.
These smooches worked their way outward until her nipple was in my mouth. I sucked long and hard on the right, massaging the left until I switched and continued suckling until my cheeks grew sore.
"Okay, okay, that's enough," Dee interrupted. "We all know where this is headed. How about we ditch the game and get naked already?"
No one objected, and the rest of us stripped from our remaining clothes, leaving us standing nude in an awkward moment of silence. We analyzed each other's bodies, with no one making a move and everyone seemingly afraid of picking a favorite amongst friends.
How did you choose a partner without insulting the others?
"Before we dive face-first into each other's cunts, I have an idea," Ashley spoke up. "Have you ever heard of sexual roulette?"
"That's when girls take turns fucking a guy without a condom until the loser gets creampied?" Bella responded.
"Or are they the winner?" Ashley winked. "There are two ways to do it. Either, everyone gets a certain amount of time, say five minutes, or each girl has to keep riding the guy until she cums. Unless, of course, he cums first."
We were all intrigued by the game.
I was playing innocent, pretending I had no interest in my brother while still trying to urge the others on. Reassuring them that Bobby wouldn't be upset if he was awoken by a naked girl straddling him.
There were real stakes at play, with none of us being on the pill, and Candace was reluctant at first, too afraid of an unwanted pregnancy. Bella was uncertain as well.
Neither Ashley nor Dee were concerned, knowing they could always get the morning-after pill, having had pregnancy scares before.
"Do you think your brother has any STDs?" Candace asked.
"I doubt it, but I honestly have no idea what he's been up to at college."
After some back and forth, they all agreed to take the risk and play the game. We'd clearly grown too frustrated over the summer if we were willing to risk pregnancy just to get laid.
Ironically, this was the type of behavior our parents were trying to prevent by keeping us sheltered. Although, I doubt our parents would have ever thought the four of us would be openly discussing the rules of fucking the same boy without a condom. With one of us dreaming about her brother's cock inside her now drenched cunt.
The rules were finalized, and straws were drawn to determine the order. Bella would go first, followed by Dee, then Candace, and finally Ashley.
Each girl would ride Bobby cowgirl or reverse cowgirl until either they or Bobby came. They could use their hands to play with their clit and breasts, while Bobby was allowed to do anything he wanted except flip them over.
There would be no foreplay, except when required to get Bobby hard. They weren't allowed to jerk him off, blow him, or keep fucking him after they came, as those would put the next girl at a disadvantage.
If he came inside someone, they would return to the living room immediately, showing the rest of us. The next girl would be obliged to get him hard again.
It was a stupid game, but it was going to get each of them laid. After the initial hesitation from Bella and Candace, they both seemed eager to play.
Bella, going first, was confident she'd be able to cum before my brother, which was a good bet given how drunk he'd been.
Candace now acted like she was now craving my brother's cum inside her. She kept talking about how she wanted to know how it felt for a guy to cream in her.
I had to remind her, that like Bella and I, she didn't even know what a cock felt like inside her. We'd all had a dildo up there, so our hymens were long gone, but it was not warm flesh and certainly not attached to my brother.
As the girls worked out the final details, I plotted how I'd get involved in the action. I knew my friends would take pity and eat me out, but I wanted to experience my brother's meat as well.
I hadn't been sure, but the longer we talked about it, the more I dreamt of impaling myself on his impressive cock.
I thought I could wait until everyone had gone to sleep and sneak into his room. Hopefully, he would think I was Candace returning for a second go.
It was risky, as I might wake someone, but I couldn't think of a better way. Anyway, I doubted I would have the courage to follow through when the time came.
"All right, Bella, good luck and have fun." Dee winked, and Ashley gave Bella's ass a slap of encouragement.
Bella ascended the stairs and walked toward my brother's room with certainty, but I knew she was nervous inside. She'd never gone all the way, claiming she was saving herself for the right guy, who, as it turns out, was apparently my brother.
She seemed eager, but I'm sure she would've been more relaxed if she wasn't risking a creampie.
I would love to tell you that the living room turned into a foursome while we waited, but part of the rules was you couldn't play with yourself until you had Bobby's dick inside you. Leaving us to sit around and try to listen to what was happening upstairs.
At first, there were no sounds, but after five minutes, Bella released a shriek of satisfaction, which brought her round to an end.
Dee waited impatiently for Bella to return, but she didn't emerge from the base of the stairs as anticipated. After another five minutes, she appeared with a radiating grin and everyone rushed to give her a group hug, congratulating her on losing her virginity. Dee, per the rules, immediately made her way toward my brother's room.
"What took so long after you came?" Ashley asked suspiciously. "We said no extra stimulation."
"We didn't say anything about titty fucking," Bella replied with a smirk.
"Well, that sucks for Dee, but maybe we should outlaw that as well?" I suggested, hoping to preserve my brother's stamina for when I could sneak into his bed.
We all acknowledged what Bella had done was technically not cheating as it hadn't been explicitly discussed. It was also agreed that no one would pull another move like that, which really only applied to Candace as Dee was already moaning on top of my brother, although she wasn't going to make it to her climax.
Bella assured us that she'd left Bobby on the brink of orgasm, meaning Dee wouldn't get anything other than a cunt full of sperm. This was confirmed when we heard Bobby grunt, followed by Dee's footsteps as she came waddling back to the living room, with Candace already on her way to join my brother.
"That was unfair. Bella did something to him after she came. I barely touched him before he shot his load," Dee complained, her hand holding her dripping pussy. "I think Bella should eat me out to make up for it."
Bella didn't seem thrilled about the idea. She'd been the most hesitant during our sleepover earlier in the summer and I am sure adding a large creampie to the equation didn't help.
Ashley and I sensed her hesitation. As we looked at each other, I could see a devilish look developing behind her eyes. I knew what she was about to propose and gave a non-committal shrug.
"How about Sarah eats the creampie?" Ashley blurted out.
Now, I should remind you that we had been drinking quite a bit. This whole idea was concocted by a bunch of drunk and horny girls. So while Dee and Bella were shocked and a bit grossed out by Ashley's suggestion, they quickly accepted it was happening.
For my part, I tried to play it cool, not wanting to show that I ached to taste my brother's seed.
"I mean, I guess. It's just cum, right? It's not like I'm blowing my brother." Just the idea turned me on. "Fine, I'll do it."
Dee lay on her back with her knees in the air and legs spread wide, giving me a perfect view of the trickle of cum oozing from her slit. I was quickly between her legs, my tongue reaching out and tasting a man's cum for the first time, lapping up what clung to her folds.
My nose buried in her neatly trimmed pubic hair as I pushed my tongue deep inside her, releasing a gush of liquid, which flowed through my lips. I paused before swallowing, letting the flavor sit in my mouth like I was tasting a fine wine, and tried to determine what was Dee and what was my brother.
I dove back in, focusing on getting Dee off, attacking her clit with my tongue as I slid two fingers into her soaked gash. Despite her reputation of being loose, she clenched tight. It felt like my fingers were being sucked inside. I returned the courtesy by drawing her clit into my mouth.
I knew from our previous encounter that Dee preferred intense pressure on her clit, not the light flittering of a tongue as often shown in porn. I didn't bite down, but I pulled her nub through my teeth, hitting it with my tongue once it was elongated inside my mouth.
I tried to curl my index finger to run along the ceiling of her vagina but found it more difficult than anticipated and struggled to maintain the pump with my arm. It didn't really matter as Dee swiftly approached the orgasm she'd missed with my brother.
I felt her fingers dig into my hair, pushing my head deeper into her groin. Her legs tightened against my face, squeezing and holding me in place as I launched her across the threshold. She released a howl of pleasure as her pelvis bucked, my teeth hitting her pelvic bone.
I kept going, knowing she wasn't done, sucking harder on her clit, not letting up, and struggling to breathe as I forced a third finger inside her.
She responded by arching her back, forcing herself against me as she pulled my hair towards her as if she sought to merge my face with her cunt. I was all for it.
It felt great to provide this level of pleasure to my friend. I was growing adept at eating out women, with my confidence growing with each orgasm delivered. Despite this, I didn't consider myself a lesbian or even bisexual. True, I'd gone farther with my friends than with any boy, but it wasn't for lack of desire.
The thought of a cock inside me still held the most weight. Boys were still my top priority, despite stumbling into my lesbian experiences. I knew it was merely innocent fun, even if it brought serious orgasms.
"Damn girl, that's one of the best I've ever had." Dee stroked my hair as I lay my face on her stomach. "I'm no longer sad about missing out with your brother."
"I can't believe you just ate your brother's cum," Bella added.
"Seriously, that was fucking hot. You might as well fuck him now," Ashley teased.
There was an awkward pause while everyone digested what Ashley had said. I hadn't immediately rejected the idea, which made the girls conscious that I wasn't utterly opposed to the proposal. Thankfully, Candace broke the tension as she returned wearing a giant smile.
"Not that I've anything to compare it to, but that's an amazing cock," Candace exclaimed.
"My turn, and then you get to finish him off, Sarah," Ashley announced as she bounced towards my brother's room.
"What's she talking about?" Candace asked, looking confused.
We explained how I'd eaten his cum from Dee and how everyone thought his cock was amazing, and Ashley, in particular, thought I should sneak into his room after she's done. Neither Dee nor Bella added support for the idea, but neither did they distance themselves.
"I think you should go for it," Candace injected, "after all, it's not that much crazier than what we've all been doing."
"Do you think that he would go for it?" Dee asked.
"I don't know, but it does sound nice right now. I'm super fucking horny," I continued to act like I was on the fence.
"He doesn't need to know," Candace said, motioning to compare our two bodies, "I told him I wanted to feel his cum inside me. He'll think it's me returning for a second round. Just keep the room dark and his hands away from your hair."
"That could actually work. What do you think, Sarah? Are you game?" Bella asked.
It was true my body was similar to Candace's, and if the room was dark enough, Bobby shouldn't be able to tell us apart.
I wanted to fuck him so badly at this point, but I was still afraid of what my friends would think in the morning, not to mention what would happen if Bobby found out.
Would he tell our parents? Would he refuse to speak to me again? I wasn't sure, but I was willing to take the risk. He was returning to college in a month, and after that, I might never live in the same house as him again.
This could be my only chance to take the leap. It's something that'd been in my head since I first saw his naked body, but I never thought I'd ever get the chance to go through with it.
Faced with the consummation of a long-standing fantasy, I froze. I couldn't speak. I couldn't move. I couldn't comprehend that I was being egged on by my friends.
They were actually urging me to sleep with my brother. I knew we were drunk, but this seemed like a sexual spoof of the Twilight Zone. Was this really happening? Would they still support me in the morning?
There was only one way to find out.
"I'd give him a few minutes. He was pretty close to cumming when I was done with him," Ashley said upon her return, assuming I'd decided to fuck Bobby.
I sat on the couch, staring blankly across the room. My friends crowded around me, and their arms pulled me tight as their hands worked their way across my body.
I felt fingers clamp down on my nipples, cup my breasts, and slither across my tummy. Then someone dropped their hand to my groin, and two fingers slipped inside me, pumping away they were soon joined by another set pressed against my clit.
They weren't seeking to make me cum, but they wanted me to be as close as possible when I mounted my brother, just as each of them had previously done.
I wish I remembered more of those minutes, my four friends servicing my body, teasing and pleasing me.
I should've returned the favor, letting my hands roam their bodies, but I just sat there, envisioning what I was about to do and thinking about how Bobby's cock would feel inside me. Knowing I was about to lose my virginity to my brother.
I thought about the stories I'd heard about incest. How the brother and sister always professed their undying love for each other. They explained how their bond was tighter than anything possible with an outsider and that their relationship was something unparalleled. This didn't apply to me.
I loved my brother like a sibling, but he wasn't my soul mate. He was just fucking hot with an outstanding cock to boot. This wasn't a story of forbidden love.
Forbidden yes, but it was lust through and through. I was going to fuck the shit out of my brother, and then I would walk away. It was never going to happen again. At least, that's what I kept telling myself.
"Are you worried about getting pregnant with a genetic freak?" Dee asked.
I snapped out of my trance. "I'm way past ovulation. I'll be fine."
Ashley surprised me with a gentle kiss on the cheek. It was followed by one from each girl, ending with Candace kissing me on the mouth. Her tongue pierced my lips, and our tongues lightly danced as we Frenched.
Despite all the oral sex, none of us had kissed in such an intimate way. I wasn't sure how to take it, but it helped get me out of my seat. That, and eight hands, shoving and hauling me to my feet.
"Go get him," Ashley said as a chorus of hands slapped my ass, urging me towards Bobby's room.
There was no backing out now. I wanted my brother's cock inside me, for Bobby to deflower me, to make me a woman.
Yes, he was my own brother, but he was also a sexy well-hung man, the latter spurring on my cravings.
My friends, who I'd previously feared wouldn't condone my thirst, urged me on, giving me the confidence to make it happen. I wasn't sure if it was the alcohol, the heightened sexual atmosphere, or honest understanding.
No matter which, they wanted me to fuck him nearly as badly as I wanted it for myself. It's amazing what a bit of groupthink can do.
As I climbed the stairs, my legs began to shake. By the time I reached his bedroom door, it had spread to my arms.
I grabbed the doorframe and took several deep breaths, trying to calm my nerves. I thought about turning around and rejoining my friends, but I knew they'd push me up the stairs again. There was no backing out now.
I stepped through his door, everything stopped quivering, and my nerves suddenly calmed as I faced my prize.
Bobby lay on his back, naked except for the sheet covering half his legs, his cock still hard from when Ashley left him, and his head was tipped to one side.
He was asleep and unaware of his sister standing, naked herself, watching him, waiting until she had enough resolution to climb atop him.
I moved with determination, not wanting to balk at my decision. The door closed behind me, leaving the room mostly black, with only the shadows of our bodies visible from the faint light sneaking through the drapes.
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Before I knew it, I straddled my brother, his cock inches below my soaked cunt. Bobby woke before I made contact with his member, his hands instinctively reaching for my body. This was the moment of truth. Would he think I was Candace, or would he know I was his sister?
His fingers traced my stomach, inching towards my breasts. I knew he couldn't make out my skin tone, but would he notice my chest was different from hers?
His hands cupped my tits as I lowered my snatch to his rod, sliding along the shaft, feeling the tip graze my clit. It was the first time I'd been completely naked with a boy, and unfortunately, I couldn't see a thing.
Everything happened on feel and instinct. My hips rocked automatically, understanding it felt good for both of us but aware his dick would feel much better inside me.
I'd made it over the first hurdle, but the second was all on me. As Bobby played with my nipple, I reached below and guided the head of his cock against my slit.
I sank onto him without hesitation, acting like my friends before me, finding myself impaled before I considered taking it slow. He was big but not as thick as some of the toys I'd used, making my first time painless and blood-free.
I rolled my hips as I pushed myself up with my knees, dropping back down until my ass hit his thighs. I quickly found a rhythm, surprised at how natural it all felt. Not just sex, but sex with my brother.
It helped that it was too dark to make out the details of his face, and neither of us had spoken since he woke. It was just me on top of a boy, his cock buried inside me, and no reminder he was my brother.
I suspected I would be comfortable looking him in the eyes as we fucked, but I wasn't confident he would feel the same.
Without warning, Bobby grabbed my hips and rolled to the side, managing to wind up on top of me with his cock still buried deep. My legs were wrapped around his ass, pulling him into me. He cupped one breast while his mouth sucked on the nipple of the other.
I preferred the sensation his mouth provided, sucking harder than anyone had prior and somehow managing to turn me on more. He pumped into me, hard and fast, not holding back.
He wasn't holding back!
He wanted to finish inside me, thinking I was Candace. Thinking I'd asked him to do just that.
I needed to cum before him, and I needed to take action on my own. I slid my hand between us, my fingers finding my clit.
The power was like nothing I'd experienced before. Bobby's hips slammed into me, his balls bouncing off my ass, the sweat from our bodies mixing as I creamed over his cock.
I'd heard many girls' first times were disappointments, but this was anything but. My body shook with each impact, my tiny breasts jiggling, and the friction of the sheets the only thing keeping my head from bouncing off the wall.
I was already obsessed with sex, immediately understanding why Dee had as much as possible. The sensations were far beyond masturbating or even being eaten out. Those could stimulate me, make me cum, and bring me intense pleasure, but this was a whole-body experience.
It was the joy of pushing your body to the limits during a race combined with sexual gratification.
There was so much to explore. With my eyes now open to the possibilities, I needed Bobby to fuck me every way he could. I wanted this to last all month. This couldn't be a one-night encounter. I just needed to get over the final obstacle of him discovering his final fuck of the night was his sister.
My brother fucked me harder and faster, our bodies pushing into the squeaking mattress and the headboard thudding against the wall as he bottomed out inside me.
I pressed my free hand against his muscular chest, gripping his pecks as he did my breasts. I wanted to cum before he did but needed more pressure on my nipple.
I moved my hand to the back of his head, gripped his hair between my fingers, and pulled his face into my chest. He responded by sucking my nipple through his teeth, gently biting down while flicking it with his tongue. It was what I needed and pushed me to the brink of orgasm.
I shifted my hand to his ass, cupping his firm cheek before squeezing down. I could feel it contract with each pump into me, his fine ass finally more than window dressing.
He was advancing the pace as I needed, and my fingers mirrored his aggression as they worked against my clit.
I was cumming with my brother's cock deep inside me.
I didn't scream out, not wanting to give away my identity, and instead buried my face into the crook of his neck, kissing him to restrain my voice. I might've cost myself some intensity, but it was still the best orgasm I'd had.
My body quivered, not from nerves but from uncontrolled ecstasy. Surges of pleasure swept over me, liberating me from all the tension and emotion that arose from the transition between high school and college.
I needed more of this.
I could feel my cunt contract around his cock, causing it to feel firmer and thicker. I clung to him, not wanting him to pull out. I didn't know when I'd changed my mind, but I desired what Dee had received, a cunt-full of cum.
I knew he was planning to pull out, he wouldn't want to cum inside a second teenager tonight, but I coveted it. I wasn't worried about pregnancy. I simply craved his seed, thinking it would feel inadequate if he pulled out and shot over my stomach like my first time wouldn't be complete.
It was a desire based on emotion, wanting more connection with Bobby, as if him cumming inside me would bring us closer.
My orgasm was dying down, but Bobby's was just revving up. He grunted as his thrusts became erratic. I guessed on timing and pulled his ass towards me, first with my hand, then wrapping my legs around him.
I calculated correctly, and his cock jerked inside me, transferring his cum to my vagina. The thought, more than the sensation, brought my dying orgasm back to life. My body spasmed again as my brother gave up on pulling out and unloaded the rest of his seed inside me.
Pump after pump from his cock drove my body towards a second climax, my fingers pressed against my clit, urging it further. I'd never experienced anything like it, and I wanted more.
The sex was better than anything I could've hoped for. I'd gone into the experience thinking I'd trick my brother into fucking me and that it'd be a one-time thing, but now I needed more.
He collapsed on top of me, my body slowly calming as he turned his head and kissed me. The intensity grew rapidly as our appetites took hold, despite our recent orgasms.
I let down my guard only to find his hand on my head, his fingers digging through my hair, realizing I wasn't Candace. It was only a matter of time before he concluded who was beneath him.
To my surprise, he didn't stop kissing me, our tongues continuing to swirl, with Bobby showing no indication of disgust. We broke our kiss, not saying a word, and nestled into each other.
The incest stereotypes started to make sense as a feeling of love beyond what I'd previously understood washed over me. I'd already been close to my brother, but now our connection was something few would understand.
I'd dreamed about his body for so long, but I'd never considered how I truly felt about him. He'd been an object to get off to but always remained my brother, off-limits to anything but fantasy. Now he was someone I cared for as both a sibling and a lover, and he just happened to have a smoking hot body.
We fell asleep in each other's arms. It was the first time we'd done that since we were kids in the backseat of our parents' car. It had been innocent and cute then, but now it was a taboo that no one else needed to know about.
Only my friends already did — a final hurdle to face in the morning.
I awoke before sunrise, my body cold from the lack of covers. I knew we had a long discussion ahead of us, but I thought it was better if I wasn't in his bed when he woke. It would give us time to process the new information before facing each other in daylight.
Careful not to wake him, I covered Bobby with his blanket before sneaking out the door. I returned to leave the key to the liquor cabinet on his nightstand, not wanting to disobey his request. It would also remind him that what had happened wasn't a dream.
I kissed him on the cheek and made my way back to the living room. My four friends were still naked, snuggled together in the middle of the floor, blankets haphazardly draped across their bodies.
They'd obviously had a good time after I'd left. I was sorry I missed out on it, but I wouldn't have traded my experience for anything. I picked up my clothes and headed toward the shower. I wanted to look presentable when Bobby woke.
It felt like the best way to convince him it wasn't a mistake and that he should allow me to fuck him again... and again.
Late Night Truth or Dare Ch. 03 - Incest/Taboo
The fun continues for Bobby, Sarah, and the girls.
9k words
4.69
27.9k
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Author's Note: At its heart, this is a college harem series, but as it contains incest, it must be categorized accordingly.
This is a direct continuation of both Late Night Truth or Dare - Bobby and Late Night Truth or Dare - Sarah (two views of the same night). I do not recommend reading this as a stand-alone story as it will be missing much of the context and character development from the prior installments. Please read one or both of the Bobby and Sarah companion pieces chapters first.
This version has been revised from the original to correct mistakes and reformat for better reading online. Additionally, the title has been changed to eliminate confusion about the order of the stories.
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Late Night Truth or Dare - The Morning After
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Sarah stood with her back to the shower head. The hot water ran down her back and over her ass before falling to the tile. The steam encircled her as she tilted her head back, ran her hands through her hair, and rinsed herself clean of the shampoo and the sins of the previous night.
The early morning sun streamed through the cracked blinds as she stepped from the shower, wrapping herself in her towel, the secure feeling reminding her of her brother's arms. She sighed, remembering how comforting they'd felt, despite being forbidden.
The previous night had been amazing, but shame was creeping in, trying to find a way to ruin what had been perfect in the moment. Incest was frowned upon for a reason, and Sarah assumed Bobby would regret sleeping with her when he woke.
He'd probably have a severe hangover, and Sarah hoped he remembered what had happened, or maybe it was better if he didn't. She was unsure which was best.
Sarah did not regret anything, and the morning only brought clarity, revealing her ongoing desire for sex, especially with her brother. Her first time had opened her mind to pleasurable possibilities, and her brother had been the perfect guide to what a man could provide.
Her only doubt was if it had been too much to allow him to cum inside her.
Not only had she lost her virginity to her brother, but she had shared him with four of her best friends, with two of them having their cherries popped as well.
It had been a wild, alcohol-fueled night. The kind that often results in large-scale regret. She wasn't worried about her friends, as the pile of intertwined and naked bodies in the living room suggested they'd enjoyed every minute. They'd been part of the plan from the start and encouraged her to sneak into her brother's room after they'd all had their turns.
Sarah wondered how she'd convince her brother it wasn't all a mistake. If that was even possible. She hoped it was possible.
Sarah stood naked, staring into her underwear drawer. She wanted to wear something special for when her brother awoke, but being only eighteen, she didn't yet have a collection of lingerie to help tempt him.
She thought about donning a short skirt or maybe a crop top but didn't think either would send the right message. She wasn't trying to seduce Bobby, not in the traditional way, but she wanted to exude sexual confidence to show Bobby last night wasn't a mistake.
She also needed to show enough maturity to ensure him that she could be trusted with the secret of their relationship. So dressing like a desperate schoolgirl was out of the question.
Not that their encounter was a secret. Sarah's four friends knew of their liaison, which complicated the situation. Bobby not only needed to trust her, but he needed to trust her friends as well.
There was so much to discuss and work out, only to have fun for the next four weeks. After that, Sarah was off to her Freshman year of college, and Bobby would be finishing up his Senior year. Their chances of being together dwindled significantly after they left home.
Sarah wanted to make sure she made the best of the weeks they had left together, which meant having as much sex as possible. Assuming she could convince her brother.
She decided on the same outfit she had been wearing the night before, an oversized t-shirt, only this time she forewent panties. She normally wore the shirt with pajama bottoms, or boxer shorts, as the hem rested just below her ass cheeks. This look was not something she could get away with after her parents got home, but she had another twelve hours left to dress immodestly.
Staring in the mirror, she wished she had larger breasts. Her tiny mounds were barely visible beneath the loose fabric, and Ashley and Dee had magnificent tits. Even Bella's were far superior to hers.
Only Candace knew the agony of comparing herself to her well-endowed friends. Despite her self-consciousness, their size hadn't seemed to matter the previous night, as Bobby didn't indicate he was disappointed in what she or Candace had to offer.
The other girls showed signs of waking as Sarah made her way to the kitchen, putting on the coffee and searching the fridge for bacon and eggs.
Most days, she ate a light breakfast but guessed everyone could use some extra calories after the exertion of the previous night.
Ashley was the first to rise, followed by Candice, both still nude as they sat at the counter.
"So, how was last night?" Ashley prompted Sarah.
"Did you take his cum like Dee did?"
Sarah knew there would be questions, but she wasn't sure how much she wanted to reveal. She was suddenly nervous her friends would no longer support her decision to sleep with her brother. That they wouldn't think it was a good idea, or worse, be disgusted now everyone was sober.
Luckily, it didn't seem like either Ashley or Candice had changed their tune.
"It was amazing. I can't wait to do it again and again and again," Sarah smiled, "and yes, he came inside me. It was unbelievable. I just hope he doesn't regret it this morning."
"So, he figured out that it was you? And he was okay about it?" Candice asked.
"What did he say?" Ashley begged to know more.
"He didn't say anything. We didn't even speak. I don't think he knew until just before he came. He grabbed my hair, and that gave it away." Sarah gripped her own hair, simulating her brother's actions.
"But he came inside you just the same?" Candice sounded jealous.
"And then we fell asleep in each other's arms."
"What did we miss?" Dee asked as she and Bella joined the others, still naked as well.
"You seem a little overdressed, Sarah. Although I guess it is a bad idea to cook bacon while naked," Bella teased.
"Honestly, I still feel a little weird about my brother seeing me naked."
"Of course you do. He's your brother, you sick fuck," Dee jested, a smile emerging across her face.
"Mainly, I am afraid he won't like my body. It was so dark last night that he couldn't see anything."
"If it makes you feel any better, he seemed to like mine just fine," Candice said with pride.
"It does, although, to be honest, I'm a little jealous that you all slept with him. It makes me worried he'll pick one of you instead of me."
"I wouldn't worry about that. I think you have a leg up on all of us. After all, you live in the same house," Bella said. "It's not like we're looking to make him our boyfriend."
"Although, we should probably discuss some ground rules, or is Bobby off limits now?" Ashley asked Sarah directly.
"He still owes me an orgasm," Dee glared at Bella, who mouthed an apology.
"And he still owes me a cunt full of cum," Candice licked her lips, full of newfound vulgarity since losing her virginity.
"I don't know. Bobby's only home for another month, and I want as much of him as I can get. But he does seem to have enough stamina to take care of us all."
"I have some other guys to help me out, but Bobby was so much better in bed than any of them," Dee stated.
"I don't want to hear that he's too tired to fuck me, and Dee, maybe you should share some of those guys with Candice and Bella?"
"What about me?" Ashley piped up.
"I think you can manage on your own," Sarah teased.
"I'll see what I can do," Dee said skeptically, "but they were on the football team, so they might still be hanging on to the high school stigmas."
"I'm not sure I want to sleep with anyone from our high school, especially if they're not as good as Bobby," Bella said.
"To be honest, I'm not even sure Bobby's going to want to sleep with me again. I guess we'll find out this morning, but not if you all are still naked when he wakes up," Sarah said with a hint of jealousy.
"Or maybe we will just make him that much hornier." Dee winked at Sarah.
"Come on, girls, at least throw on a shirt or something. I don't want to be the only one dressed."
Bobby woke up feeling sore and used up. Not taken advantage of, but like his body had been abused for the entertainment of five teenagers. Something he'd enjoyed every minute of.
His head ached from the excess alcohol, and his body was bruised and stiff from the fucking. The previous night was fuzzy, and he wasn't entirely certain how it'd transpired or exactly what had happened but knew he hadn't used a condom with any of them.
He'd cum inside two of them, the second of which was his sister.
How drunk had Sarah been? Had her friends goaded her into tricking him? Or had she been lusting after him all this time?
He'd always thought she was cute, but he'd never thought of her sexually — until he found himself inside her.
He hadn't known it was her when she climbed on top of him, but by the time they fell asleep in each other's arms he was well aware it was his sister. While not something he'd thought about before, at that moment, it felt perfect, like she was the only girl he needed.
Surprisingly, he still felt the same way in the light of day. Not that he'd turn down another roll in the hay with any of her friends. The question was, did she feel the same way?
His shower took twice his standard duration, with most of it spent with his head bowed and the water running over the back of his head. The hot water loosened his muscles, but his head still pounded when he reached for his towel.
It was midmorning, and he wasn't sure who was still at his house, but he knew his parents weren't due home until late evening. Would his sister be up for continuing their fun? Or if she wasn't, maybe one of her friends was?
Despite being hungover and exhausted, Bobby could feel his cock twitch when he ran through the fuzzy memories from the night before. He was tempted to walk into the kitchen buck naked, hoping whoever was there would appreciate his continued arousal, but that seemed like a dangerous gamble.
What if the girls regretted their decisions? What if they wanted nothing to do with him? He opted for a middling approach, donning a pair of mesh basketball shorts and leaving his muscular chest exposed for the girls to admire.
He had the excuse of it being a warm summer's day. Maybe he would lay beside the pool as he soothed his hangover if none of the girls wanted to nurse him back to health.
Descending the stairs, Bobby was greeted by a chorus of hoots and a round of applause. On the surface, the girls mocked him. But after his performance with each of them, they knew they wanted another go with him. Everyone except Sarah was curious about what he could do when he was in charge.
Bobby blushed as he saw the five girls, all wearing oversized t-shirts, most of which barely covered their teenage butts, with Dee's failing to even do that. His cock twitched under his shorts. He was ready for another round as soon as he dealt with his headache.
"Thank you, girls, but I should be congratulating you. That was the craziest night of my life. I never dreamed anything like that would happen."
"Who said it has to stop with last night? I hear we have the house to ourselves all day," Ashley said as she bounced towards Bobby, wrapping her arms around him. Her large breasts pressed into his chest, and his semi-hard cock smashed against her stomach.
One by one, the girls followed Ashley's cue and hugged Bobby, his cock growing harder with each embrace. After Dee let go of him, her hand trailing off his ass, he was left standing face to face with his sister Sarah.
"Good morning," Sarah said sheepishly.
Bobby motioned for her to join in the hug-fest, opening his arms to her. Quickly she was against him, their arms snug against each other, their bodies pressed tight. Bobby rubbed Sarah's lower back with one hand, causing the hem of her shirt to sneak over her ass.
Almost simultaneously, each reached their hand lower, sliding over the other's butt. Bobby's fingers lifted her shirt while Sarah opted to slide under his waistband. Their lips met, parted, and let their tongues reach for each other's.
Their kiss was deep and passionate as their hands groped, with memories of the previous night flooding both of their heads. Bobby's dick grew hard as Sarah's pussy dampened.
"Okay. Okay. We get it. We'll leave," Bella said, hoping Sarah and Bobby didn't call her bluff.
Breaking their kiss, Bobby and Sarah looked around at the others. "Shall we eat?" Sarah asked as Bobby took a seat at the counter.
The six of them devoured the bacon and eggs in silence. In part because everyone was ravenous but mainly because no one was sure what to say.
The previous night had been erotic and exciting. But in the light of the morning, it grew awkward amongst the group of lovers. Not because anyone was ashamed, but because they wanted to keep the party going, only they didn't know how to restart the action.
Someone needed to make the first move.
"Fuck, my head hurts," Bobby murmured, grabbing Tylenol from the cabinet, "Anyone care for some hair of the dog?"
No one took him up on his offer, causing Bobby to skip the desired morning drink. He didn't want to be the only one drunk again. That hadn't worked the night before.
"I know something that'll make you feel better," Ashley said before bounding up the stairs. She returned with a smile on her face and a necktie in her hands. "Come here and sit."
Bobby did as instructed, lounging back on the sofa, remembering the view of his sister's four friends looking up at him from the floor as they played Truth or Dare.
In retrospect, he should have seen their eyes begging to be fucked, but he'd gone to bed instead, thinking they were only up for teasing him. It had worked out in the end, but he wondered what would've happened if he'd stayed and played the game for longer.
"Bobby, truth or dare?" Ashley whispered in his ear. Bobby knew the question was rhetorical as they were well beyond truths. Only dares would satisfy their desires.
Ashley stood behind Bobby and wrapped the tie around his eyes, blinding him to his surroundings as Dee pulled his shorts to the floor. His cock, still half-hard, hung distinctly between his legs.
Bobby wasn't sure what was happening, but clearly, Ashley and Dee had a plan for him. He was confident he would like it if it involved him naked and blindfolded.
"What are you two doing? Can't we digest our breakfasts first?" Candice asked.
"You two horny sluts are going to hog all the fun," Bella complained.
"I think I know what they're up to." Sarah smiled. "They want to know the answer to Bobby's question last night."
"What?" Candice asked.
"I want to know which one of us gives the best head," Ashley responded.
"I already said it was you," Dee pointed out.
"I know, but we can't really know unless someone compares us directly, and who better to do it than Bobby?"
"What're you proposing?" Bella asked.
"Simple, we each take turns blowing Bobby, then he tells us which one was best," Ashley instructed. "I blindfolded him so he can't be influenced by other factors. Only our mouths will be on trial. Let's say two minutes each. Think that you can last that long, Bobby?"
"I'll try."
Bobby's cock was now fully erect.
Candace was first to drop to her knees, firmly grabbing the base of Bobby's cock as she ran the tip of her tongue around the outer edge of his sensitive knob. She pumped her fist, slowly stroking his shaft as she lowered her mouth, slipping his tip between her lips and pressing it against the roof of her mouth.
She bobbed her head in time with her hand, never taking more than a few inches inside, but it was enough to get Bobby groaning with head tilted back, hanging off the back of the sofa.
It was her first time sucking a dick, but her instincts were strong, even if she was shy about taking more into her mouth. Her confidence was growing, and she was increasing her pace when Sarah called out, "Time."
Bella was the next to nestle between Bobby's legs. She quickly took his cock into her mouth, sucking more than half his seven inches inside as her hand gently grabbed his balls.
She bobbed up and down, with his tip hitting the back of her mouth, taking more than Candace, but she still kept it out of her throat. She'd only blown one other guy, and she was scared to go any deeper, afraid she would gag. Nevertheless, she was enthusiastic and enjoying every second of her time with Bobby's cock in her mouth.
Bobby wanted to reach down and force his cock deep, but he knew he wasn't supposed to, as it would interfere with their individual technique. The lack of depth or hand assistance on the shaft left Bobby wanting more stimulation. Although he would have gladly allowed her to keep going well after her time ran out.
Ashley replaced Bella, eager to show off her much-practiced skills. She gave Bobby a few strokes before lowering her mouth to his cock. He slid in easily and kept going until her lips pressed against his pubic hair.
He'd never had a girl deep throat him, and he nearly came from the novelty alone.
Ashley didn't gag or choke, having never had much of a gag reflex, and she often showed off by sticking breadsticks eight inches deep. Ashley loved the expressions guys made when she showed them what they were missing with the other girls.
It was this skill that kept her a popular date amongst the jocks, even if she wasn't as easy a fuck as Dee.
Bobby's cock twitched inside her throat as she grabbed his ass with both hands, pulling herself into him with each bob of her face as drool spilled from the side of her mouth, running over his balls.
Bobby couldn't believe what he was feeling and desperately wanted to shoot his load down her throat. He only needed another minute, but it wasn't to be. Two minutes simply wasn't long enough for her to get him off.
Her saliva formed a bridge as she pulled away from Bobby's cock, stretching over a foot before it broke and fell to her tits and his balls.
Dee slid between his legs as Ashley reluctantly moved to the side. Dee didn't slip Bobby's cock into her mouth like the others, choosing instead to jack him off as she lowered her mouth to his scrotum.
She gently licked his sack, cleaning off Ashley's saliva, as she eagerly stroked his rod, pausing briefly before sucking one ball into her mouth.
It was another first for Bobby, and a gasp escaped his lips as she moved his testicle around, her fist driving faster and faster.
Dee would've been content to keep going like this, but she wanted to show him that she was good with his cock in her mouth as well. Placing his head inside, she ran her tongue around his sensitive tip.
She didn't bob up and down like the others. Instead, she moved in a circle, creating as much contact between her tongue and his cock as possible as her hand bounced between his pubic bone and her lips.
It was by far the best blow job Bobby had ever received, even compared to the twenty-five-year-old stripper he'd hooked up with at a party last year.
"Oh god, keep going. I'm going to cum!"
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"Sorry, not yet, bro. Times up," Sarah said with a devilish smile.
Dee pulled away, leaving Bobby reclined on the sofa, his cock glistening with saliva and his balls ready to burst. Sarah beamed as she finally slid between her brother's spread legs.
She didn't have experience sucking cock, but she'd picked up a few ideas from the other girls. She knew that while her brother liked Ashley's deep throating, she couldn't pull it off.
She focused on jerking him with one hand as both Candice and Dee had done, using her tongue to work his tip and trying to swirl around like Dee. Sarah had an advantage because Bobby was ready to shoot. All she needed to do was keep up the work the others started. She just wasn't sure she could get it done in time.
Sarah got off to a rocky start, struggling to maintain a rhythm between her mouth and hand, not knowing how fast or deep to go. After a bit, she settled in. She feared it was too late and expected someone to call time any second.
The call never came, and Sarah grew more confident. He was now moaning and pushing his hips up, trying to force his cock deeper. She looked up just as Ashley slipped behind him and removed the blindfold.
Bobby and Sarah's eyes met as she took more of him into her mouth, his hips thrusting deeper than she thought she could take.
Her eyes were large and green, like an adoring puppy dog, but deep inside them was a lustful fire burning for her brother, begging him to cum in her mouth.
He reached down and grabbed the hair on the back of her head, pulling her into him as he fucked her face. He walked the line between assertive and demeaning. He knew his sister didn't have much experience, but he wanted to cum. He needed to cum, and taking charge was the best way to do that.
"I'm gonna shoot," Bobby panted, giving her warning but still holding her mouth on his dick.
His body jerked, his cock twitched, and his balls contracted before a stream of cum shot from his dick into his sister's waiting mouth.
Sarah easily contained the first two shots, but she started to choke as the third came, unable to swallow fast enough. She pulled Bobby's cock from her mouth and continued to jerk him as he shot three more times, each hitting her face.
Bobby ran his fingers through her hair as his cum dripped from her chin, landing on her small breasts. She swallowed what was in her mouth, but the taste lingered, reminding her that she was no longer the innocent little girl her parents hoped she'd remain.
She tried to stand and kiss her brother, not caring she was covered in his cum, but was held in place by four hands. Bella on one side and Candice on the other. Both reached out their tongues to clean Bobby's semen from her pale skin.
Bella and Candice each licked and slurped the jizz from Sarah, cleaning her as they savored Bobby's spunk. Finished, they both sat back with a smile, and Sarah was allowed to crawl on top of her brother.
His cock was still at half-mast when she settled her soaked cunt on top of him and pressed her cum flavored lips against his. Their tongues danced, Bobby not caring that he could taste himself, with part of him wishing she hadn't swallowed.
He'd once tasted his cum after masturbating but had never had a girl snowball him. He wasn't sure he'd enjoy it, but if he was going to try with anyone, then it should be his sister.
Sarah ground against her brother, wanting to feel his hard cock inside her, but it didn't cooperate, remaining only semi-erect despite the contact and passionate dance of their tongues.
Bobby reached one hand down and gripped her ass, pulling her cheeks away from the other, with his fingers coming tantalizingly close to her anus.
She'd never had it played with, but she wouldn't complain if Bobby slipped a finger inside.
He didn't make that move and placed his other hand on her tits, squeezing and pinching her nipples, allowing his sister to continue to grind on him.
Sarah realized she wouldn't get her wish of her brother's wood inside her. Bobby wasn't getting hard, so she pressed one hand into his chest while she slid the other to her clit.
She was already worked up and had no need to start slow. She smashed her fingers against her nub as she rubbed with all she had. It wasn't long before she threw her head back.
"Oh yes, fuck, I'm cumming. I'm cumming!"
She was not the only one.
One by one, the girls reached their climax, playing with themselves as they watched the siblings grind on each other. It was the hottest thing any of them had ever seen. They only wished Bobby was hard enough to fuck his sister, but they knew that would come eventually.
Post orgasm, they relaxed, watching as Sarah rested her head against her brother's shoulder. They made a cute couple, none of the girls would deny it, but each wished it was them he was holding tight.
Everyone sat in silence, not wanting to be the first to disturb the couple.
Ashley was the first to move, silently making her way outside, diving into the pool, still fully naked. Dee soon followed, with Bella and Candice sneaking out shortly after, leaving the siblings to rest naked in each other's arms.
It was late morning, and the air was already hot and humid. The cool water felt amazing as the girls splashed each other, flirting and teasing as they moved closer. The splashes turned into pushing and grabbing, with them soon wrestling with each other, trying to dunk the others underwater.
Growing tired, they climbed from the pool and lounged on the recliners, letting themselves air dry as the sun beat down on their young skin.
"Do you think we should leave them alone?" Candice asked. "They look so cute together, and as much as I want to fuck Bobby again, I don't want to come between them. They obviously love each other."
"They're going to have plenty of time together. I want to get as much of Bobby as I can. Who knows if any of us will even see him after a month from now? This might be our only chance, and we should take advantage of it while we can," Ashley said, rolling to her stomach, her round ass rising from her legs and lower back.
"I don't think today is our only shot. Bobby's not working. We all have enough time to hook up with him. I say we leave them alone for today," Dee added.
"That's easy for you to say. You've got a line of boys just waiting to fuck you. They might not be of Bobby's caliber, but it is better than what Candice and I have waiting," Bella paused. "Nothing."
"I hear you, Bella, but do you really want to ruin their special day? It has been so long in the making, even if they didn't know it," Dee countered.
"How about we let them decide?" Candice asked, propping herself on her elbows as she stared between Ashley's legs, thinking about eating out her friend.
It had been so much fun the night before, and she couldn't get the thought out of her mind, especially with Ashley's lips peeking from between her thighs.
"That's probably a good idea," Bella added. "Do you think they can be happy together? You know, in the long run?"
"I don't know. They'll be in a long-distance relationship, and they'll have to keep it a secret. It's not like anyone will understand," Ashley said.
"We understand," Bella stated.
"But we've seen them together. No one else will give them a chance."
"Maybe you're right. I just wish it will work out for them. Especially if Sarah keeps letting us fuck him," Bella finished with a slight laugh.
"Speaking of sharing partners, what do you guys think of hooking up with each other? It's been a couple of times now, and we all seem to like it," Candice asked, glancing at Ashley, "At least as far as I can tell."
"You're not wrong. I love a good dick, but it's super fun to mess around with you girls. I am down whenever any of you want to hook up," Bella said, sparking interest in the other girls as she'd been the most hesitant the first time they messed around.
No one else said a word, as everyone was enjoying the sun too much, and the heat was feeling good on their bodies. The previous night had taken its toll, even on the teenagers, and they were content to rest naked in the midday sun.
They worked on their tans, knowing they didn't get many opportunities to sunbathe nude. Each thought decreasing their tan lines would be beneficial for college. Although none were sure how guys actually felt about such things.
Bobby woke and could feel his hard cock pressed against his sister's warm crotch. They were snuggled against each other on the sofa, having fallen asleep in each other's arms, exhausted from the night before.
He glanced around but couldn't see any of the other girls. From the distant sounds, he figured they were out by the pool. He desired to slip inside his sister, waking her with a slow fuck.
She might've been sleeping, but she was ready for him, her juices flowing freely. He knew she'd be up for it, but he decided it would be better to wake her in a less penetrative manner.
He gently rolled her to the side, leaning her against a large pillow, before slipping off the sofa and positioning himself between her legs, as the girls had done to him earlier.
He gently kissed from the inside of her knees towards her waiting slit.
Sarah awakened when his moist lips approached her slit, kissing along her inner thigh. She reached down to guide his face to where she wanted it, and Bobby obediently obliged.
Sarah could feel his stubble scratch against her sensitive skin. She liked the sensation as it made him feel like a man, far different from her friends' tender cheeks.
She realized she didn't want him to be clean-shaven, even if it was what their parents expected.
Her pubic hair was trimmed, with her lips easily accessible between her short hair. She'd never been clean-shaven, but she wondered if Bobby would prefer that. She would have to ask Bobby how he liked his girls down there. Not because she needed to do what he said, but because she wanted to please him, especially sexually.
Bobby pressed his lips against her slit, slipping his tongue between her lips and licking the length of her folds. He repeated this maneuver, making sure he got a good taste of his sister, before sliding up to her clit.
He replaced his tongue with two fingers, which slid inside easily. He started gently, easing his fingers deeper while flicking her clit with the flat of his tongue.
Sarah grabbed his hair, pulling him against her, just as he'd done as she went down on him. He took the cue and increased his efforts, pumping his fingers faster and deeper, sucking her clit into his mouth, and circling it with his tongue.
He grabbed her tit with his free hand, tweaking her nipple and increasing the pressure when she responded positively. Sarah began to writhe on the couch, gently thrusting her pelvis against her brother's mouth as her orgasm grew closer. In response, he increased his aggression on her clit and cunt.
"Oh yes, yes, yes! Make me cum!" Sarah screamed, "I want to cum all over your face, Bobby!"
Candice was the first to stir outside, aroused by Sarah's cries. She roused the others, and they crept inside, standing behind the sofa they watched Bobby eat his sister to a massive orgasm.
"Fuck yes, suck harder, keep going, I'm almost there," Sarah's words transitioned into a primal scream before her body went limp.
The other girls smiled as they watched as her brother slowed and gently kissed Sarah's legs as she came down from her climax.
Sitting back on his knees, Bobby looked up to see the crowd had watched the final moments of what he'd thought was a private moment between him and his sister.
As Sarah lay back with her breasts heaving, Bobby realized it was an opportunity to answer the other question he'd asked Dee. His sister, Dee's original answer, wouldn't be a candidate as she'd judge which girl ate the best pussy.
Bobby picked up the discarded tie and fastened it around his sister's eyes.
"Truth or dare? Sis," Bobby asked in jest.
It was a rhetorical question. Even if Sarah had picked truth, it would've been ignored.
"Same rule as before, you each get two minutes to prove you're the best," Bobby said, needing no further explanation.
Candice was the first to kneel before Sarah, gently kissing the sensitive skin of her inner thigh, starting at the knee and working her way higher. Her hands caressed Sarah's hips before gripping her ass as she pulled her face into Sarah's sex.
Sarah's cunt was hot and wet as she was still recovering from the orgasm Bobby had given her.
Candice did not start slow, knowing Sarah was ready to go and drove two fingers inside her as she sucked her clit into her mouth. Piggybacking on her previous climax, the intense sensations Candice provided instantly put Sarah on the verge of another orgasm.
It was an unfair advantage for the competition and one that Candice knew she could exploit. She often experienced back-to-back orgasms alone at home, so she guessed Sarah could do the same.
"Oh my god, yes, yes, fuck, that feels good," Sarah said through deep breaths.
Candice knew she had her. She sucked harder and curled her fingers to hit Sarah's G-spot. She just needed a few more seconds.
"Time," Bobby called out, "back away from the pussy."
Sarah let out a disappointed groan as Candice threw her hands up in exasperation.
Ashley quickly pushed Candice aside, eager to take advantage of Sarah being on the verge of orgasm. Her tongue dipped between Sarah's folds, diving as deep as it could, and her thumb found Sarah's nub, angling from above and rubbing intensely as she lapped the sweet nectar.
The change in technique was just what Sarah needed.
"I'm cumming. Keep going, don't stop," Sarah cried out, "fucking hell, that's good."
Bobby should've called time, but he let Ashley go another fifteen seconds to not interrupt his sister's pleasure. It might have given an advantage to Ashley, but it would've been cruel to his sister to do otherwise.
Ashley sat back, a wide smile on her face and her chin shiny with Ashley's juices, clearly, proud of making her friend cum.
Dee pushed her out of the way, eager to get started, unaware that Sarah needed some time to recover from her second orgasm in a few minutes.
Dee quickly discovered Sarah's clit was too sensitive, and as soon as Dee licked the nub, Sarah pushed her face back.
"That's too much. Take it slow."
Dee obeyed but knew she was out of the running as she kissed Sarah's stomach and gently slid a finger inside her. She was kind and gentle, letting Sarah recover as her time ran out.
"Thank you. I needed that," Sarah said as she ran her fingers through Dee's hair.
Bella took her time, allowing Sarah time to recover, only taking her position when the others insisted. She picked up where Dee had left off, being gentle, but quickly tested the waters of Sarah's clit.
When Sarah moaned in appreciation, Bella upped the intensity, slipping a second finger inside her and switching from licking to sucking. Bella's nose was buried in Sarah's pubic hair as she tried to make up for lost time.
Unfortunately, the seconds ticked away before she could bring Sarah to a third orgasm, falling well short of her objective.
"Sorry, Bella, time's up," Bobby said, placing a hand on her shoulder.
"I guess it's time to find out who's the winner." Ashley smiled.
"And we never heard Bobby's conclusion from earlier either," Dee added.
"But we all know who won that round," Sarah said as she sat up and removed the blindfold.
Her cheeks were flushed, matching her aroused pussy lips. She had been worked over by everyone and was showing the signs.
The sexual tension had only risen since breakfast. Bobby and Sarah had each cum, but none of the other girls had even come close. The previous night had satisfied them, but going down on the siblings had brought them back to needing relief.
"So," Candice asked, "are we going to get our answers?"
"Fine," Bobby said, "but let me say that you're all amazing, so don't hate me for any of this."
"We promise," Ashley spoke for the group.
"Okay then, the first two girls, you both did a great job, but you seem a bit inexperienced and could use more confidence in your actions—"
"Maybe you could give us some instructions before you leave?" Candice interrupted, nudging Bella, urging her to nod in agreement.
"I'd love to. Just let me know when," Bobby winked in return. "The third girl, taking all of me in your throat was incredible. I've never experienced anything like that before, but it was just one trick."
"I can do more. I just didn't have enough time," Ashley protested.
"I'm sure you can," Bobby smiled. "Dee, I assume you were fourth? I loved you sucking on my balls. It would be amazing to combine that with Ashley's deep-throating if we can find the time."
"I'm sure we can," Dee said, glancing at Ashley for confirmation.
"And your technique, swirling around my head like you did. That was pure magic. I wouldn't have lasted much longer."
"I knew I was better than you," Dee smirked at Ashley.
"But," Bobby emphasized, "only one of you made me cum, so I have to give the prize to my sister. I know I was blindfolded for the others, but there was nothing that compared to looking down and seeing my younger sister with my cock between her lips. I must add, I wouldn't turn down a BJ from any of you. You're all sexy as fuck."
"There's something else I want to find out," Dee smirked.
"What's that?"
"Which of us has the best cunt?" Dee answered, slipping her finger through her wet lips.
"I'd love to answer that, all of your pussies felt amazing last night, but honestly, I would need a more direct comparison."
"We could arrange that," Ashley said, sliding up next to Bobby, her naked body warm against his.
"Anytime you like, but just not now," Bobby squeezed one of Ashley's breasts, "I need to talk to Sarah. We've got a lot to discuss."
"I'm sure you do," Dee mimicked sex by sliding a finger through the circle of her index finger and thumb.
"Bobby's right. I need to talk to him. You are welcome to stay and do what you need to do. Our parents won't be home until this evening, but we need some privacy," Sarah interjected, making sure the girls knew to take her seriously.
"Dee, we need to talk as well," Bobby said.
"I know. I know. I'll stop by the drug store on the way home," Dee responded, acknowledging the need for the morning-after pill.
"Wait. Sarah, which one of us ate the best pussy?" Candice asked.
"You were all amazing."
"Yeah, yeah, but who was best?" Ashley asked.
"Candice, you were great, but you need to change up your tactics to find what is best for me, which Ashley did perfectly. But this was unfair to Dee and Bella. I have to say that I appreciated Dee for listening to me. She just needed more patience to start with. And Bella, you had me going, but time was not on your side."
"So," Ashley begged, "who was the best?"
"Bobby," Sarah smiled. "He beat you all by a mile. But I agree with him. Any of you can go down on me whenever you like."
Bobby took Sarah by the hand and led her upstairs. As they disappeared, the other four girls looked at each other with lust in their eyes. They'd all hoped to fuck Bobby again but Sarah was monopolizing that option — unless they were really going to take the time to discuss what was going on between them.
It was a possibility, but the girls figured their desire would take over, and the conversation would have to wait until they were satiated. They all knew you should always have sex before a serious discussion. After all, it might be the last time you do it.
"So, who wants to eat me out?" Dee asked.
"Only if we can sixty-nine," Bella responded before pulling Dee in for a kiss.
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Soon the four girls were wrapped up in each other's naked bodies, hands groping, tongues licking, and toes curling. They were getting used to pleasuring each other, especially when there wasn't enough cock to go around.
Hopefully, they'd find boyfriends or fuck buddies in college because they wouldn't have the others to fall back on. Right now, they didn't care as they had each other and hopefully Bobby's cock as well.
Bobby leaned back on his pillow as Sarah sat on the end of the bed. They were both still naked, but their emotions were trying to crawl away and hide.
Looking at each other, they knew they shouldn't be doing what they were, but it didn't feel wrong while in each other's arms. It only got awkward when they thought they needed to talk about it.
"So," Bobby stalled, "where should we start?"
"Umm, I don't know," Sarah looked down at the bed, "how about here?"
Sarah crawled forward, her lithe naked body stretching across the mattress as she reached for her brother's limp dick. Blood returned, causing it to rise before her hand made contact.
She stroked him as he grew longer and thicker while she looked him in the eyes.
"Do I really suck cock the best?"
"There is nothing better than when you look at me like that. Your eyes are sexier than anything."
"Even Ashley's tits?"
"Don't get me wrong, those are spectacular, but they still don't compare to—"
Bobby cut himself off as his sister lowered her mouth to his cock. She swirled her tongue around his engorged head as she slowly and sensually stroked his shaft. Bobby leaned back, still not fully comprehending that his sister was going down on him again.
When he'd realized he was fucking her the night before, he'd assumed it was because she was drunk and pressured by her friends, who thought it'd be funny. That morning he'd understood she wanted him and would continue to want him until they left for college.
As long as her friends could keep their mouths shut, the next four weeks would be the best of Bobby's life.
Sarah removed her hand and switched her focus from teasing Bobby's head to trying to take as much of him in her mouth as she could. With each bob, she pushed lower on his cock.
At first, she only got a few inches, but she quickly made it past halfway. His tip pressed against the back of her mouth, trying to slip inside her throat, but she couldn't loosen her throat and allow him in.
She had no idea how Ashley had taken so much of him. Instead, she gagged and released his cock, coughing and drooling as she sat back, regaining her breath. She returned her hand to his shaft, stroking him in consolation.
"It's okay. You don't need to deep throat me."
"I know, but I want to learn."
"We have plenty of time, and you can practice whenever you want," Bobby reassured his sister.
"Can we try something else?"
"Sure, what do you have in mind?"
"It's stupid, but I've never sixty-nined."
Bobby let out a short laugh, "You should be on top, especially for your first time. I don't want to choke you again."
Bobby slid down the bed, lying flat, as his sister climbed over him. Her runner's legs straddled his face, and her teenage cunt glistened inches from his mouth as she bent forward and took his cock into her mouth once again.
Sarah returned to teasing Bobby's tip, swirling her tongue and flicking his sensitive underside as she jerked his base.
Bobby returned the favor by reaching up, grabbing his sister's hips, and pulling her down to his face. His tongue licked her from clit to taint before settling on her nub. He flicked it teasingly before sucking it into his mouth.
Bobby shifted one hand to slide his thumb into her soaked cunt, his index finger sliding between her cheeks, resting against her anus. He did not move to play with her ass, but she grew more excited, feeling his finger there.
The siblings sucked and licked each other, attempting to simultaneously focus on giving and receiving pleasure, causing them to be extremely aroused but unable to obtain orgasms.
Neither was disappointed, as they didn't want to cum in each other's mouths. They wanted to fuck. Oral sex was great, but it didn't compare to the real thing.
"I want you inside me," Sarah said, sitting up, her brother still eating her cunt.
"There are condoms in the drawer," he informed her.
Instead of reaching for the rubbers, Sarah scooted down Bobby's body until her wet pussy was pressed against the dripping tip of his member. She rocked her hips a few times, grinding against him before reaching down and guiding him inside her.
She was confident she was past ovulation, but her brother didn't know that. He started to protest, not wanting to further risk impregnating her. He ceased his complaints as his sister's vagina sucked his head inside, gripping it tight and bathing it in the warmth of her soft insides.
She took her time, rolling her hips, letting him slide almost completely out before shoving him back inside until his head pressed against her cervix.
"You're so big. Do I feel as tight as I think?"
"You're perfect," Bobby replied as he placed his hands on his sister's hips.
Sarah swirled her hips, pulling up as she came full circle, pushing down as she started around again.
She slowly increased her rhythm as she grew comfortable being on top. Bobby sat up, propping himself against his pillow as he slid his hands to her front.
One hand made its way to her breasts while the other gripped her stomach. He pinched her nipple as he lowered his other hand. His fingers slipped through her pubic hair before finding her clit.
Sarah moaned as her brother's fingers hit the right spots.
Sarah felt good riding him, but Bobby wanted more control. He rolled to the side, his sister flopping to the bed on her stomach. He positioned himself behind her, grabbing her hips and pulling them up, her face still against the sheets. He slid in easily, pulling her hips back to meet each thrust.
Sarah slid her hand between her legs, rubbing her clit, keeping tempo with her brother, inching closer to orgasm. Her brother's cock pushed deep, filling her inexperienced pussy, stretching it with each plunge.
"Fuck yes, you are so big. Fill me up, Bobby," Sarah panted. "Make me cum, fill me with your seed, brother."
Hearing her tell him to cum inside her pushed him perilously close. He wanted to oblige her, but not just yet.
He didn't want to do it from behind, as he wanted to be looking into her beautiful eyes when he climaxed.
"Flip over," Bobby instructed as he was already spinning her by the hips. "I want to see your face when you cum."
"Then fuck me harder, Bobby."
He did just that, placing his hand on her legs, pushing them back as he pounded into her, his hips smacking into her and his balls slapping against her ass.
Sarah let out small grunts with each impact, her small breasts bouncing and her back pushing into the mattress. She reached down, mashing her clit, trying to finish what her brother had so expertly started.
She wanted to let him make her cum on his own, but she knew she needed the extra stimulation. Despite not being experienced with sex, she'd used enough dildos to know that penetration wasn't enough, even with a cock as impressive as Bobby's.
"Keep going, don't stop, don't slow down. I'm going to cum!" Sarah cried out.
"I'm cumming too," Bobby responded, his face giving away his efforts to hold off his impending orgasm.
Bobby felt his sister clamp down around his member, pushing him over the edge. Her back arched as he unleashed the first stream of cum into her.
Their orgasms were powerful, built up from the excitement of the day, and far outpacing what they'd experienced in the morning.
Bobby kept pumping as his sister writhed below him, his cum leaking out of her pussy, dripping down her ass crack. His orgasm was finished, but he wanted to make sure she got every last ounce of pleasure from hers.
"Oh my god, oh my god, oh my god!" Sarah screamed, "Yes, yes, yes!" Her nails dug into her brother's back, scratching away from his spine.
As her orgasm subsided, she pulled him tight, his body pressing down on hers as they kissed, their tongues intertwining as her body jerked a few more times.
The kiss was intimate, almost more than the sex, sealing that they were more than just experimenting siblings. They were invested in each other as lovers now.
They would still need to talk things over, but it was clear they both wanted to keep doing what the world said they shouldn't. They'd have to keep it from their parents, as they wouldn't understand, but the siblings had plenty of time when their parents were at work.
"I love you, Bobby."
"I love you, Sarah," Bobby said, rolling off his sister.
They had said these words to each other before, but never as lovers.
Sarah snuggled her head into Bobby's shoulder, his cum running from her satisfied cunt. She knew she should go on birth control if they were to continue fucking bareback but there was something extra exciting about knowing there was a possibility, albeit a small one for her time of the month, of getting pregnant.
The four other girls stood huddled in the bedroom doorway. They'd made each other cum downstairs but had been drawn to the sounds of the fucking siblings, finding the door left open.
The girls reasoned that if they hadn't wanted an audience then they should've closed the door. They'd been dying to watch the two lovers fuck, and because the siblings were consumed by each other it didn't seem to be an issue. There was no reason to announce their presence, and the girls chose to silently watch from the hallway.
Now that the couple was finished, the girls silently debated whether or not to join them in the queen-sized bed.
Candice licked her lips as she stared at the cum running from Sarah's cunt, while Ashley fantasized about cleaning off Bobby's cock — with hopes of bringing it back to life.
On the other hand, the two siblings looked calm and peaceful in each other's arms, oblivious to being watched.
It seemed rude to interrupt them, and there would be plenty of time for group play in the weeks to come.
In the end, the girls snuck away undetected, leaving Sarah and Bobby to fall asleep in each other's arms. They went home to reconnect with their families and tell lies about what happened at the sleepover.
That night, each of them thought of Bobby and each other as they slipped a hand between their legs, getting themselves off one last time before they fell into a deep slumber.
Dee drove past three pharmacies on her way home, opting to not stop at any of them.
She wasn't sure what she wanted to do. She was due to ovulate the next day, meaning there was a decent chance of getting pregnant, but something inside her told her to wait. She wasn't sure if she wanted a baby, at least not yet, but maybe it was meant to be.
She thought that maybe she should let fate be her guide. After all, it would be amazing to be forever tied to Sarah and Bobby. She could be his baby momma and keep the secret of him and his sister safe. It was at least worth taking a day or two to think it over.
Late Night Truth or Dare Ch. 04 - Incest/Taboo
Bobby helps the girls improve their oral skills.
13.4k words
4.68
35.1k
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Author's Note: At its heart, this is a college harem series, but as it contains incest, it must be categorized accordingly.
This is the fourth chapter in the Late Night Truth or Dare Series, and a direct continuation of Late Night Truth or Dare Ch 3 - The Morning After. I do not recommend reading this as a stand-alone story as it will be missing much of the context and character development from the prior installments.
This version has been revised from the original to correct mistakes and reformat for better reading online. Additionally, the title has been changed to eliminate confusion about the order of the stories.
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Late Night Truth or Dare - Deep Throat Training
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"Are you wanting to get pregnant?" Bobby spoke to his sister Sarah as she snuggled against his bare chest with one leg draped over his midsection.
He could feel her pubic hair pressed against his hip. It was a turn-on, but he couldn't escape that, between siblings, these acts were unmentionable.
He struggled to process what they'd done over the last twenty-four hours. Even after the complete satisfaction that Sarah had provided him, he was still physically aroused and could feel she was as well.
Physically he was fulfilled, but mentally he was in chaos. He couldn't foresee a path onward, seeing only impediments pledging to derail their recently consummated relationship.
Recently awoken from a post-coital nap, the siblings were in the middle of the conversation that should've occurred before they slept together in the first place.
Not that Bobby had known it was his sister when she climbed on top of him the previous night. Not that Sarah had thought her fantasy would come true. Not that any of this would have happened if they'd conversed about it first.
"I'm way past ovulation. There's no way I can get pregnant right now," Sarah responded as she slid her fingers through her brother's sparse chest hair. "Plus, I didn't want a condom to ruin the fun."
"Are you sure? Because it's one thing if Dee gets pregnant, but you're my sister. We shouldn't even be fucking, much less risking pregnancy. How would we explain any of this to Mom and Dad? Or a doctor?"
"Relax, they'll never find out. We'll just fool around when they're at work. It's not that big of a deal."
"Sarah, you're my sister. This is a big deal. No one can find out. You and your friends need to understand that. If you get pregnant, we are fucked."
"All right! I'll go on birth control, but you need to chill out and enjoy this while it lasts. I want to make the most of our time together."
Sarah shifted her body as she kissed her way up her brother's chest, nipping at his neck before he turned his mouth to meet hers. Their lips interlocked as he pulled her on top of him. His cock squeezed between their stomachs, and Sarah started to grind against him.
Then the front door slammed.
"Anyone home?" their dad yelled into the seemingly empty house.
Shit! The siblings whispered to each other as they scrambled out of bed.
They were both naked, and Sarah's clothes were nowhere to be found. She'd been wearing only a t-shirt, which had been discarded in the living room several hours prior. At least no panties were lying around.
Sarah ran to the door, peaking out to confirm her parents were still downstairs before she tiptoed down the hallway to her bedroom.
The sibling's conversation would have to wait.
"Hey, Dad. I'll be right down. I was just about to jump in the shower," Sarah yelled over her shoulder before ducking into her room.
"Me too," Bobby yelled, not knowing what else to say.
Both siblings were acutely aware they smelled of sex and hoped the rest of the house had aired out. Even their out-of-touch conservative parents would be able to recognize such a scent, and neither wanted to answer the questions that would follow. Even if their parents wouldn't suspect they'd slept together.
For Sarah, it would be bad enough to have her parents think she'd lost her virginity. They were expecting her to wait until marriage, even if everyone involved knew it was uncommon these days.
Bobby didn't want his parents to think he'd brought back some skank from the bars. For him, they looked the other way about premarital sex, as boys would be boys. For it to happen under their roof, especially when Sarah was home, would be too far, even for their only son.
"I'm glad to see you two getting along," Bobby's mother said as he appeared in the kitchen freshly showered. "Is the pool a good temperature?"
"The pool?" Bobby was confused. "Oh right," Bobby continued, realizing his mom thought he and his sister had been swimming.
The mess Sarah's friends had left added to that appearance.
"The temp is perfect."
"How's Aunt Maggie and . . . what's her baby's name?" Sarah asked as she joined the rest of her family in the kitchen.
Bobby was awakened by the garage door. His room was above the garage, and while its location gave him more privacy, it came with some disadvantages.
Compared to the other bedrooms, it was colder during winter and hotter in the summer. Most annoying, however, was waking every time his parents left for work, usually around seven in the morning.
He'd hated it in high school, but now that he was forced home before his senior year in college, it was even more irksome. It constantly reminded him of the freedom he was missing back in college.
By the time Sarah made her way to the kitchen, searching for a quick and easy breakfast, Bobby had already run over the words in his head at least fifty times.
He knew they had to talk about what happened between them, and he'd decided he needed to put an end to it. He just didn't want to.
He enjoyed fucking his sister more than he could've imagined. Well, that was easy as he'd never envisioned having sex with her until she climbed on top of him two nights prior.
Her friends had been running a train on him, or whatever it's called when girls fuck a guy one after another, and she'd been the caboose. The last to fuck him and the collector of his cum.
He was able to forgive himself for that indiscretion. It hadn't been his fault even if he had decided to cum inside Sarah after he discovered it was her he was screwing. It was forgivable as he'd been too worked up, drunk, and weak to resist the urge. He knew he should've pulled out, but he couldn't take it back now.
The actions of the next day were pure recklessness and completely indefensible. Sure, he'd been horny. What warm-blooded man wouldn't when surrounded by five attractive and very naked eighteen-year-olds?
But he could've fucked any of those girls. Hell, probably all of them. Still, he chose his sister to take to bed at the end of it all. He knew it was wrong when he did, but something about his sister mesmerized him. The look in her eyes made it impossible for him to say no.
"Hey bro," Sarah said from behind Bobby.
Turning, he found his skinny sister standing naked as the day she was born.
"You need to put some clothes on," Bobby stumbled out a response. "We really need to talk."
"I don't like that idea," Sarah teased, her hips swaying persuasively as she approached Bobby. She placed a hand on his chest as she drew closer. "I think you're overdressed."
Sarah lowered her hand to Bobby's belt, starting to unbuckle it.
"No," Bobby asserted, pushing Sarah away, both hands on her shoulders as he held her at arm's length. "We shouldn't be doing this. It is immoral."
"You didn't seem to think so when you came inside me yesterday. Or the night before," Sarah glared.
"That's not the point. We can't keep doing this. Someone's going to find out," Bobby started to raise his voice. "You need to get dressed, and then we need to get you the morning after pill. We can't risk you getting pregnant. No matter what you say about your cycle. I don't trust it."
"Fine. Chill out. It's not like we were going to run off and raise a family together," Sarah said with anger as she turned, returning to her room.
Bobby sighed with relief as he watched his sister walk away. She was finally coming to see things his way. He hadn't felt guilt in the heat of the moment, but after his parents almost caught them, he'd had a change of heart. He knew their relationship was wrong and had to end, even if those thoughts evaporated when Sarah was in his arms.
As she receded to her room, Bobby could make out a hint of her labia between her legs. This brought back memories of how she tasted and how tight she felt around his cock. His member stirred as she disappeared around the corner. He knew they couldn't have sex again, but that didn't mean he didn't want to.
Sarah returned wearing a short skirt and a tight crop top. Her long and toned legs grabbed Bobby's attention first. Then her bare torso and cute belly button amid her mildly defined abs, then finally her erect nipples, which protruded through the thin fabric of her top.
Bobby thought she looked sexier than when she'd been naked. He contemplated telling her to change, to avoid further temptation, but decided against further confrontation.
"Let's go," Sarah demanded, "there's no use letting this non-existent love child bake any longer."
Bobby's phone chimed, displaying a text from Candice.
Candice: Hey, what are you doing this afternoon?
Bobby: Nothing. Why?
Candice: Meet me at Bella's.
Bobby: I don't know if that's a good idea. Sarah's still pissed at me. I don't want to make it worse.
Candice: Don't worry. She said we could still mess around. Plus, you promised to help us improve our BJ skills. And you still owe me.
Bobby: If you insist ;)
Candice: 2:00 p.m.
Bobby wasn't sure what he'd gotten himself into as he approached the front door.
He found Bella and Candace sexy, but his mind was still on his sister. One second, he wanted to beg her to come back to him, and the next, he was convinced he'd done the right thing by breaking it off.
He'd be all in for running off together, but he didn't want to leave his parents behind. They were a pain in his ass, but he still loved them, at least his mom.
As he reached out to knock on Bella's door, he noticed a note:
Come on in. We are upstairs.
Leave your clothes in the living room.
As Bobby stripped in Bella's living room, he could hear the girls upstairs. It was clear they'd started without him. Moans of pleasure were mixed with muffled voices, seemingly instructing the other what to do.
He wasn't sure his presence was needed.
The girls were enjoying themselves without any assistance from him. He wondered if he should bail and find something else to do. Maybe he could get his sister to talk to him.
"Are you coming up? Bella's mouth feels amazing on my clit. Just think of what she can do to your cock?" Candice yelled. "And my dildo's no match for that dick."
That was all it took to persuade Bobby to stay. He was powerless against the wills of these teenage girls. It wasn't like he was sex-starved in college, but he'd never had four girls willing to fuck him, especially with the shared knowledge he was screwing the others. Five if he counted his sister.
"Coming," Bobby yelled back.
Bella was flat on her back while Candice rode her face, grinding her cunt against her friend's mouth. Candice was facing the door and smiled as Bobby paused to take in the scene. She reached her hands up and played with her small tits, pinching her nipple in one hand as the other ran over her dark skin.
"Are you just going to watch?" Candice asked. "Because Bella needs her cunt serviced."
Bobby climbed on the bed and slid between the Latina's legs. She spread them wide, her knees pulled back, as he lowered his mouth towards her glistening lips.
She could feel the heat of his breath as he paused to admire her womanhood. He slipped his hands under her ass, gripping her cheeks, and pulled himself down to her clit.
Bella moaned, her mouth breaking from her friend's pussy, as Bobby sucked on her clit.
It felt amazing, but the girls hadn't invited Bobby to eat their pussies. They could do that themselves.
Bobby slid his hands from her ass, one moving up to grip her breasts. They were bigger than Candice's but nowhere near Ashley or Dee's, the perfect size for Bobby's hand, with the soft flesh filling his grip as he massaged each.
His other hand shifted so he could slide two fingers into her, slowly finger fucking her, making sure he was hitting the right spots as he continued to lick and suck her clit.
"Oh fuck. You're so good," Bella moaned.
"Keep licking bitch," Candice half-joked as she encouraged her friend to remain focused on her.
The trio continued in relative silence as the girls grew closer to orgasm.
Candice was the first to reach her target, pinching her own nipples as she slowly ground against her friend's face, her body shaking as her climax flowed through her.
"Yes, yes, yes. I'm cumming. Bella, don't stop," Candice cried out.
The orgasm wasn't long or particularly powerful, but everyone knew this was just the beginning of today's fun. There would be plenty of enjoyment to follow.
Candice calmed in time for Bobby to push Bella over the edge.
"Oh my god, right there, keep going, keep going, yes, yes, yes!" Bella screamed, her words morphing into an elongated yell.
She was loud enough that Bobby wondered if the neighbors worked from home. If so, he hoped they enjoyed the ambient sounds of lovemaking.
Her body convulsed as she came. Bent at the waist, she pulled Bobby's head against her, making sure he didn't ease up too soon. She was determined to make the most of her orgasm, even though she knew they were not done for the day.
"Fuck, that was amazing, but we didn't invite you over for your mouth," Candice said as she slid down her friend's body, stopping when she was face to face with Bella and her body held above her friend.
Her back arched with her ass presented to Bobby.
Bobby sat on his knees behind both girls, their pussies offered and waiting for him to choose which to fuck first.
They were both dripping wet and eager to take him. As he'd just eaten out Bella, he lined his cock up with Candice's slit, teasing her with his tip before driving inside.
Candice let out a soft moan as she was penetrated, but she was quickly silenced as Bella pulled her head down to kiss her.
Their tongues intertwined as their hands began to explore each other's bodies, pinching nipples, grabbing ass cheeks, and finally caressing clits.
Bobby let them play as he fucked Candice from the rear, grabbing her hips to keep her steady.
He didn't want to go too hard or too fast, as he knew he wouldn't last long. He was conserving his efforts for when Candace got closer to orgasm, knowing a few well-timed thrusts would put her over the edge.
Too much effort now would only leave Candice unsatisfied with a cunt full of his cum. Although she would not mind the load, especially with Bella there to lick her clean.
Candice was tight and felt great around his cock, but he couldn't keep his mind from wandering to his sister. Sarah's body was so similar to Candice's that it was impossible not to imagine fucking his sister while he was inside her friend.
The only thing keeping him from completely losing track of who he was with was the drastic difference in their skin color.
"Oh god, fuck me harder, Bobby. Harder!" Candice commanded.
Bobby obeyed, pulling her hips back against him with each thrust forward, plunging as far as he could penetrate. His balls smacked against Bella's fingers as she stroked Candice's clit.
He readied himself for her climax, not wanting to cum as well. As Candice tightened around his cock he made a few final strong stabs, planting his cock inside her as she let out a scream rivaling Bella's.
It was a short but intense climax, leaving Candace limp as she collapsed on top of her friend. Bella slowly stroked her hair as Bobby pulled his erect and glistening shaft from her.
He took little time to line himself up with Bella's gash, pushing inside as his stomach pressed against Candice's ass. He enjoyed being inside one girl and having the other immediately ready to take his cock as well.
If he'd been thinking clearly, he would've elongated the action by switching back and forth between the two girls. He would certainly do so the next time he was in this position. Assuming he was ever this lucky again.
It was awkward fucking Bella as Candice recovered. Candice's listless body was more in the way than anything but it was not long before she regained her composure and started to make out with her friend again, letting her hands wander, squeezing breasts, and fondling Bella's clit.
Candice shifted to allow Bobby to fuck Bella hard and fast. He answered by grabbing Bella's hips and giving her all he had. Bella's ass jiggled with each impact, as did her breasts.
The girls continued to kiss, but it was difficult to maintain contact as Bobby boosted his effort. Over and over, he thrust into Bella, her body responding with growing pleasure, moving her towards her next orgasm.
"Lick my clit," Bella instructed as she pushed Candice's head lower.
Candice did as she was told, scooting her body so she could slide her head against Bella's stomach, tilting it to the side as she reached her tongue out for the engorged clit.
It was a precarious position as Bobby's pelvic bone crashed against Bella only an inch from Candice's nose but Candice held firm as her confidence in Bobby's control grew.
She started to wish he was fucking her face and not her friend's cunt, but it would remain only a dream as she didn't have to ability to take him that deep. Not like Ashley could.
"Lick harder," Bella panted as she grabbed Candice's hair, pushing her head against her gut. "Make me cum."
Both Bobby and Candice upped their game, not that there was much to improve on, but their marginal increase was enough. Bella arched her back, and her fingers dug into the bedsheets as she came.
Bobby could feel her tighten around him, thrusting as hard and deep as he could. She was writhing beneath him, making any semblance of rhythm almost impossible. His balls tightened as the contractions of her orgasm pushed him to the brink.
Candice grabbed onto her friend, keeping her cheek pressed tight against her abs, licking as best she could. She could feel Bella's muscles contract and tremble as her hips bucked in sexual rapture.
She'd never seen her friend cum like this, but she'd never seen her get fucked while she licked her clit either.
Candice knew there was so much more to experience sexually, and the two weeks remaining in the summer were not enough time to try it all.
"I'm cumming. Oh god, I'm cumming," Bobby announced as his thrusts grew sharper.
"Fill my cunt with your seed. I want to feel you cum inside me," Bella begged.
As with most of his recent orgasms, Bobby had mixed feelings. He knew it was a dangerous game to keep playing, but the instant payoff always seemed worth the long-term risk at the moment.
This had been one of the toughest calls, as Candice's face was right there. He thought about pulling out and shooting all over her. Maybe she would've even finished him off in her mouth. It was a tantalizing thought, but that's not what his instincts guided him towards.
He came inside Bella, her pussy milking every last drop of semen from him as he hunched forward. He was exhausted, having given all he had.
As he sat back, pulling his cum coated cock from her, Candice took him between her lips, her tongue circling his head, licking it clean before she moved as far down his shaft as she could. When she'd reached her gag point, she pulled him out and continued to lick the base of his member, not stopping until he was spotless.
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"Take it easy on the tip," Bobby urged, "oh, that feels so good."
When Candice was done, she smiled and winked at Bobby before she spun around to lap up the stream leaking from Bella's cunt.
When Bobby started to cum inside her friend, Candice was upset. She'd wanted his spunk for herself, having made him promise to give it to her after their first encounter.
She wanted to know what it felt like to have a man cum inside her, but now she was ecstatic that she got the chance to clean him and Bella after the intense session.
She savored every last drop while cleaning Bella as thoroughly as she had Bobby. Leaving no fold un-licked and taking time to gently massage her friend's clit with her tongue after completing her task.
Satisfied with the job done and knowing there was more to come, Candice crawled up her friend's body.
Nestled against each other and leaning back on the ample pile of pillows, they stared at Bobby, who continued to sit on his knees.
He'd been watching intently, unable to believe what was happening, much less what had happened over the previous weeks. Any one of these encounters would be enough to fulfill a man's fantasies for a lifetime. Yet somehow, they kept happening to him, with no sign of stopping until he returned to college.
Who would have thought going home would've created such extraordinary opportunities?
"So, what's going on with you and Sarah?" Candice asked, snapping Bobby out of his trance.
"Nothing right now. I can't wrap my head around it all," Bobby glanced around the room. "I want to be with her, but I'm scared of what would happen if we're caught. Especially to her."
"We all know, and we understand," Bella reassured.
"I doubt many other people would. We'd be ostracized, at least from our family, if not from society at large," Bobby tried to explain his fear.
"Then don't get caught," Candice joked. "All you have to do is avoid your parents. No one else will suspect anything."
"My parents came home while we were still in bed together the other day. I guess that shook me up."
"It's only for a few more weeks, then we're all off to college," Bella said, a hint of sorrow in her voice.
"That's the thing," Bobby paused. "I'm not sure I want it to end when we all leave. Although, I'm not sure I want it to happen again either."
"It sounds like you need to make up your mind," Bella said. "Is your sister worth the risk? It's not like you are risk-averse. How many of us have you cum inside?"
"Speaking of which," Candice interjected, "you still owe me a load. I keep getting left out."
"I know. I know, but both of you have to promise to take the morning-after pill. I can't have four kids crawling around next year," Bobby bargained. "Also, didn't you two invite me here to help with your blow jobs?"
"That we did," Bella said, lowering her mouth to his deflated dick.
"If you decide you don't want to sleep with Sarah anymore, then you are welcome in my bed any time," Candice offered. "Hell, you're welcome anyway. Just talk to your sister. I'm sure you can work it out. Although, you should probably make up your mind first. It won't help her if you are still conflicted."
"I know," Bobby muttered. "She doesn't want to talk right now anyway."
"You need to get her attention. Show her that you haven't abandoned her," Candice offered.
"I will," Bobby replied. "Oh god, that feels great. Suck a little harder. Stroke the shaft."
The conversation was over. Bella had Bobby's dick in her mouth, sucking on the head, as Candice lowered herself to join in the fun, sucking one of his testicles into her mouth, just as she'd seen Dee do.
The fun was just beginning with these two gorgeous girls, but Bobby couldn't help but think of his sister. He needed to find a way to apologize to her.
Right after he finished helping out these two.
"We really need to talk," Bobby pleaded. "I don't want to spend the rest of break arguing with you."
"Just leave me alone. Go fuck one of my friends again or something," Sarah yelled in response. "You know Dee didn't take Plan B after you came inside her? I doubt Bella did either."
Shit. Bobby would need to talk to Bella and Dee. The last thing Bobby needed was a pregnant eighteen-year-old needing his support during his senior year of college, much less two.
It wouldn't be as bad as inseminating his sister, and at least she'd gone on the pill, although there was no point now they'd stopped sleeping together.
He had an internship coming up. It was unpaid but would lead to a high-paying job after graduation if he nailed it. He couldn't afford to fuck that up by having to get a shitty job to support a pregnant freshman.
It'd been too long for the morning-after pill to be effective, but there were other options if it came to that. He needed to talk to Dee and Bella, but there was only so much he could do at this point.
"Look, I'm sorry if I led you on. I got caught up in the excitement and didn't realize how bad an idea it was until mom and dad came home with us in bed," Bobby pleaded, hoping his sister would talk to him.
It had been almost two weeks since he'd broken things off with her, and he was now starting to regret it. Every day Bobby went without touching her, he craved her body more.
He still knew it was a bad idea to have unprotected sex or any kind of sex for that matter. He was still conflicted. The risks were too high, but the longer he went without his sister speaking to him, the more he regretted how he'd handled it.
There had to be some middle ground where they enjoyed each other's company but didn't risk sullying their reputations.
"I get it. You don't like me like that. I know I'm a freak. You don't need to rub it in my face over and over. Just leave me alone," Sarah continued to yell.
"I don't think you're a freak. If you were any other girl, you'd be perfect for me. I'd be begging you to be with me. It's just—"
"I'm your sister. I get it. I don't need you to explain how fucked up it is to think we could've been happy together. Clearly, I was wrong. I didn't even want to date you. I just wanted to fuck you before you went back to college. Sorry for trying to make our lives a little happier for a few weeks."
Sarah slammed her bedroom door in her brother's face.
Bobby stood in stunned silence. He still loved his sister, and he still found her attractive. He desired to be with her so bad it hurt. He just knew that he shouldn't, that he couldn't. Worst, he didn't know how to explain any of this to Sarah without making it worse.
Every time he tried to talk to her, it ended in an argument, leaving her wanting less and less to do with him.
He wanted to say how he stayed up at night thinking about her, dreaming of ways they could be together. He fantasized about running off with her to live on a tropical island. They could pretend they were a married couple. No one would be the wiser.
In another fantasy, they lived as a polyamorous family with her four friends, raising their children as a group. No one needed to know the truth. He wanted to explain all this and more, but she wouldn't give him a chance. If only she'd give him a chance.
Bobby: Can I ask you a favor? I really fucked up with Sarah.
Candice: Yeah, you did. What do you need?
Bobby: I wanted to buy Sarah some lingerie. I know she doesn't have any.
Candice: That's a strange gift for someone you don't want to sleep with.
Bobby: It's not that I don't want to. I'm just afraid we'll get caught. I'm starting to think I made a mistake breaking it off with her.
Candice: Do you want her back?
Bobby: More than I can explain. I just don't want to ruin her reputation.
Candice: Then tell her that. I would suggest you let her worry about her own reputation. It's not your job to make choices for her.
Bobby: I hear you. I've tried to talk to her, but she won't listen. Hence the lingerie. I know you're about the same size as her.
Candice: I get it. I'd never sleep with my brother, but you two seem perfect together. I don't know if it is the best gift to say you're sorry, but it is good at saying I want to fuck you. Plus, I'd love to model for you, and you still owe me.
Bobby: Fair enough. Should I order them online, or should we go to a store?
Candice: Online. It'll be more fun if we're someplace private when I try them on ;)
Bobby immediately started looking for lingerie online. He wasn't sure how it would go over with his sister, but he wanted to give her a gift that caught her attention. He'd have to pair it with a letter explaining things, but he'd figure that out later.
He wondered if maybe he just wanted an excuse to see Candice again. He'd promised to cum inside her after she'd missed out the first two times they'd slept together, but he wasn't sure it was such a good idea.
Like the other girls, she wasn't on the pill, and even if they were careful, it was a massive risk. A risk he'd taken with his sister, Bella, and Dee already. He didn't need to add a fourth girl to that list, although deep down, he knew he would if given the chance.
It seemed no matter what he did, it was the wrong choice. Bobby wanted to be with his sister more than he could explain. He knew she was willing, as she'd been the one to initiate the intimate relationship. The only problem was his desire was outweighed by his guilt and shame.
Sarah's friends had been understanding, but Bobby didn't think anyone else would. There would always be questions and insinuations if they continued any semblance of a relationship.
He knew buying her lingerie was an attempt to get her back on his good side, but he was starting to admit to himself it also had to do with getting her back into his bed.
Maybe they could have a relationship but draw the line at oral sex? That wasn't real incest, was it? He'd been trying to convince himself it was only penetration that was forbidden.
After all, the only biological reason why siblings shouldn't have sex was the potential for genetic mutations. That wasn't an issue if he only came in her mouth. Then again, if they used birth control . . .
The longer he spent without her, the less he cared about any of the arguments for or against. He was empty without her, her absence creating a hole in his core. He finally admitted he'd traversed the tipping point. He knew now that he wanted to be with his sister.
He needed to be with his sister.
If she'd take him back.
Bobby was waiting at the door when the box of lingerie was delivered. He'd been tracking it, making sure he was there when it arrived so no one else would know about it.
The last thing he wanted was for his sister to see it before he gave her the good ones as a present. No, the last thing he wanted was for his parents to find it.
Bobby: I got the order. When and where?
Candice: 1:00 p.m. My house.
Bobby stood nervously holding the box as he waited for Candice to answer her door. He'd seen girls in lingerie, even hooked up with them, but he'd never gone to one's house specifically to have her try it on for him.
Especially when he was shopping for someone else, who happened to be his sister.
The whole idea was overwhelming. He came off as sexually experienced to the girls, but, in reality, he wasn't very practiced compared to some college students.
"Come on in," Candice said, holding the door for Bobby, wearing a short bathrobe.
"I'm glad to see you dressed up for the occasion," Bobby joked.
"It's not like I would've stayed in my clothes for long anyhow."
Bobby followed her up the stairs towards her room. It was cleaner than he'd anticipated and had a large open area leading to a well-organized walk-in closet. It was perfect for presenting a personal fashion show.
"Let's see what you ordered," Candice said as she disappeared into her closet with the box. "I'll be right back."
Candice organized the outfits as Bobby sat on the edge of her bed. She was already jealous of Sarah, wanting to keep much of what she saw. She knew what would look good on her, but this was about what Bobby liked.
After all, if he was giving his sister lingerie, he hoped to see her in it.
"Ready?" Candice asked before she stepped from the closet wearing a lacy black bodysuit.
It clung to her slender frame, and the cutouts on the side accentuated the few curves she had. Her nipples were visible through the revealing lace, as was her short pubic hair. Although the lips of her pussy were covered by a thicker fabric, which she quickly soaked through.
She hadn't realized how much of a turn on this fashion show was going to be.
The hips were cut high, and as Candice gave a little spin, Bobby got a great view of her runner's ass with the fabric disappearing between her cheeks.
"Come here. I want to feel it," Bobby motioned her towards him.
Candice slipped between his legs as he slid his hands up her sides, letting them gently glide over the fabric. His thumbs traced over her nipples before he lowered them to her ass, giving a brief squeeze.
"Let's see the next one," Bobby said, making no comment on the outfit.
Candice returned a few minutes later wearing a simple matching set of a halter top bra and boy shorts. They were red, and again lace, but a much less revealing kind.
While sexy, it was almost something Candice would feel comfortable wearing to the pool. She turned and showed her tight ass to Bobby, stepping away as he reached out to grab it.
"Patience," Candice scolded flirtatiously, knowing he was already lusting after her and happy that she'd get what she wanted before Bobby left.
Stepping back into her closet, Candice pondered which outfit to try on next.
"You know, it's unfair that you're fully clothed while I'm only wearing lingerie."
Bobby didn't need a second hint as he stripped off all his clothing except his boxer briefs.
"That's better," Candice remarked as she reemerged.
She had donned a white babydoll with blue accents around the breasts. The cups were solid, but the fabric that flowed underneath was a see-through mesh, revealing the matching thong Candice wore underneath.
Candice spun, the hem flying outwards as she moved towards Bobby. She stopped a few feet in front of him and started to sway her hips, immediately regretting not putting on music, but she made the best of what she had.
She danced for Bobby, running her hands seductively over her body as she turned away from him. She gave him a view of her ass as she bent forward, reaching for the ground.
Pushing back, she sat on his lap, grinding her thinly covered cunt against his rigid cock. His hands gripped her hips before running up her body and reaching around to cup her small breasts. Candice moaned as she leaned back into his muscular chest, her hips swirling on his lap.
"I've got one more to show you," Candice whispered. "The rest are just duplicates in different colors."
Candice stood, Bobby's hands feigning an attempt to hold her back before disappearing again.
When she reemerged, she wore the most revealing schoolgirl outfit she'd ever seen. The red plaid skirt was too short to cover her crotch, much less her ass.
She'd skipped the white thong, opting to go commando for easier access as she didn't want Bobby getting away without servicing her.
The top was a tiny white collared shirt designed to be tied across the breasts. It barely covered her nipples when fastened, and she thought of what Ashley would look like in it, her massive breasts spilling out in every direction.
The ensemble was topped off with a short necktie. She thought it looked like a little black cock sliding between her tits. Again, this made her imagine Ashley.
"Holy shit," Bobby exclaimed.
Candice simply smiled as she sauntered towards him, her hips swaying as Bobby fixated on her revealed cunt. He could see the moisture glistening on her slit.
He licked his lips in anticipation as she grew closer. Stepping between his legs, Candice placed her hand on his chest and firmly pushed him back onto the bed before climbing on top of him. First straddling his chest and then his face.
Candice lowered herself as she felt Bobby's warm breath on her inner thigh, followed by a kiss and then another as he inched his way closer to her waiting slit.
She was ready and could have stripped his boxers and fucked him on the edge of the bed, but she wanted to take her time with him. She wanted to make sure that she came first, even if the goal was for him to fill her with his seed.
She gasped as his tongue licked the length of her pussy, flicking her clit before he pulled away. She was torn between forcing herself onto his face and letting him work at his own pace.
She opted for the latter but internally reserved the right to press her weight into his face. For now, his tongue was doing an adequate job, although she already wanted more contact with her clit.
"Lick my clit, you sister fucking perv," Candice blurted out.
Bobby was taken aback as Candice was shy and reserved, but he did as she commanded, grabbing her ass with both hands and pulling her groin to his mouth.
He started slowly, flicking with the tip of his tongue, then pressing it flat against her as he moved his neck to circle around her sensitive nub.
Candice grabbed his hair with both hands, her fingers wrapping around his shaggy hair as she drew him into her groin. He sucked her bean into his mouth as she ground against his face.
His nose burrowed into her pubic hair, restricting his breathing as he continued to service her.
"Oh my god, keep going, that's it, make me cum, you bastard," Candice demanded, "finger my asshole."
Bobby slid his fingers deeper into the crevice of her ass crack, her skin was smooth, and it appeared she had shaven this area, even if she'd left her main bush only trimmed.
Bobby had always been curious about ass play, but he'd never had a girl who was into it. Now Candice was riding his face and demanding that he play with her anus. Who was Bobby to refuse?
His middle finger made contact with her sphincter, he could feel the change in skin texture, and it gave way as he pressed against it. There was no lube, so Bobby did not easily slide inside. Instead, he gave short and quick pumps with his finger, slowly working his way in.
He could feel Candice clench down on his finger as she continued to ride his face. He wasn't going to be able to truly finger her, but she was enjoying what he could offer nonetheless.
"Oh yes, that's it, keep going," Candice called out as she ground her clit against Bobby's mouth.
Bobby was getting uncomfortable, but he kept going. His tongue grew tired, and his neck cramped, but he wanted to ensure Candice came as hard as she could.
He made one last push with his finger, burying it up to the first knuckle, as he pulled her tight against his face. He could not breathe as she fell forward, but it did not matter because she was cumming.
"Yes, yes, yes!" Candice cried as her body convulsed on top of Bobby's face.
Candice held herself up with her arms as she bucked on top of Bobby. As her orgasm crescendoed, she collapsed forward, and her face firmly planted in her pillows. Her body continued to twitch as she regained her composure. She eventually went limp and smothered Bobby below her.
He held out as long as he could, not wanting to interrupt her climax, but he needed air. Bobby grabbed her legs and spun to the side. Candice landed on her back with Bobby between her legs, his face near her naval as he gently kissed the soft skin covering her toned abs.
He kissed his way up her torso, taking his time and enjoying every inch of her youthful body. His hands ran over her supple skin, and his intensity grew as he approached her breasts.
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Candice regained her poise and gripped his hair with her hands, not guiding him, but massaging his scalp as he worshiped her.
She'd always been self-conscious about her small breasts, constantly comparing herself to Ashley and Dee, but that dissipated when she was with Bobby.
He didn't seem to care that her breasts were smaller than her friends—almost non-existent in Candice's mind—and he'd slept with all of them, so he knew what he was missing.
She didn't know how he compared her body to Ashley's, but the fact she still felt worshiped by him eased her jealousy. Who would have thought the way to begin to get over her body issues was to sleep with the same guy as four of her friends?
Candice moaned as Bobby took her left nipple into his mouth while pinching down on her right. She gripped his hair and held his face tight against her chest as he sucked and tweaked.
She'd never had a guy play with her nipple like this. Then again, she hadn't had a guy do much of anything to her before Bobby.
"Kiss me," Candice begged, pulling his head towards her mouth.
Bobby slid up her body, his hard cock, still contained in his underwear, pressed against her engorged groin. She'd calmed down from her orgasm, no longer super sensitive, and she was ready for more.
She always wanted more.
Candice was confused about the stereotype that boys were horny while girls were not. Everyone spewed stats about how often guys thought about sex, but she was constantly thinking about it.
In class, she'd get distracted by daydreams about the hot guys sitting near her. She'd imagine them doing all sorts of naughty things to her, but she never thought one of the hottest guys she knew would be on top of her naked body. Again.
Bobby had always been attractive and utterly out of reach. Not only was he the brother of Sarah, but Ashley had all but called dibs on him by continuously talking about her crush.
None of them thought they'd stand a chance with Bobby, and if anyone was going to get him, it was Ashley and her perfect breasts. It turned out that all they needed to do was make the first move.
Still kissing Candice deeply, Bobby reached down and pushed his boxer briefs as far down as he could before inching them the final portion with his foot. He kicked them to the side, holding his body above Candice's, his erect cock dripping precum as he realized he'd forgotten to bring condoms.
Sensing his hesitation, Candice reached down and grabbed his shaft, pulling him towards her slit.
"You owe me a cunt full of cum. Remember?" Candice whispered in his ear.
"Are you sure? I don't want to risk getting you pregnant."
"It'll be okay."
Bobby knew better. He should have resisted the temptation and asked for a blow job instead, but that was easier thought than accomplished.
He was being drawn inside her. Physically by her hand and subconsciously by an overwhelming desire to fulfill the teenager's perilous wish.
He'd fill her with cum. He'd done it to his sister, Dee, and Bella already. What was another potential pregnancy amongst the five?
"God. You're so tight," Bobby said as his head popped between her lips, "it feels so good to be inside you."
"Go slow. You're nearly too big for me."
Bobby complied, easing himself into Candice, his cock filling her inexperienced canal with his impressive girth. He paused, holding himself inside her as he leaned forward to kiss her.
They swapped spit as Bobby slowly pushed further in. Only slightly at first, but soon he was almost all the way inside. He went slowly, not wanting to rush things, knowing he'd cum too quickly if he fucked her the way he desired.
Candice's fingers scratched along his back, leaving red trails as she went. She wanted more, for him to fuck her harder, but she was scared to ask.
She'd been on top their first time, allowing her to control the situation. Being underneath was different. It was scary. She'd have no recourse if he was too rough.
She trusted him but was still nervous that he wouldn't stop if she asked. She'd heard some guys wouldn't stop. Even so, she wanted to feel him pound inside her.
"Fuck me harder, Bobby," Candice said nervously, "just don't hurt me."
"Let me know if you need me to stop," Bobby replied, easing many of Candice's nerves.
Bobby sat back on his knees, still inside her, as he grabbed her legs and pushed them back until her heels pressed against her ass. She maintained a strict stretching routine for running, so her thighs easily pressed past her chest as he leaned into her.
As her pelvis tilted up, his cock thrust against the roof of her vagina.
"Oh fuck, that's so deep," Candice moaned, "don't stop."
Placing his weight on her legs, Bobby slowly ramped up the intensity. His balls slapped against her ass. The skin of his testicles stuck to where her fluids had run down and coated her crack and cheeks, only to peel free as he withdrew from her.
"Keep going, just like that," Candice begged.
Bobby did not change his stroke, resisting the urge to fuck her harder and faster, knowing that wasn't what she asked for. Instead, he reached one hand down and placed his thumb on her clit, rubbing as his pace held steady.
He gently increased his force as she responded well to the extra stimulation.
Her body started to shiver, and her skin grew goosebumps as Bobby kept fucking her. He knew she was getting close because her face was contorting, looking like she was about to sneeze.
Bobby fixed his eyes on hers, desperate to watch as she came.
"Yes,. Oh yes. Fuck me!" Candice screamed.
Her head flung back as her body tensed and went rigid before arching her back. Bobby did all he could to maintain his rhythm and depth as she began to spasm and flail beneath him.
He couldn't remember such a show during their first encounter, but most of that night was a blur.
Her cunt gripped his cock, begging for him to unleash inside her. He was close, and as soon as her climax subsided, he leaned forward, wrapping his arms around her.
With one arm under her back and one under her head and neck, he fucked hard, not trying to maintain composure, only trying to cum.
His balls were full, and his desire was over the moon. Any trepidation about impregnating her had long left his mind. All he could think about was cumming, and cumming hard.
"Oh fuck. I'm gonna shoot," Bobby said before letting out a loud hybrid of a grunt and moan.
"Fill me up. Fill me with your baby juice."
Candice didn't know where that came from. While she'd wanted to experience what it was like to have a guy ejaculate inside her, she didn't want to get pregnant.
She'd planned to go on birth control in college and wanted to get Plan B if she ever got creamed by Bobby. Now she realized that she might want something different. She might want his baby.
She knew Sarah had taken precautions but wasn't sure if Bella or Dee had fulfilled their promises to Bobby.
There was a discussion to be had and consequences to consider. Having a child seemed like an ordeal, especially during her first year in college. On the other hand, who better to do it with?
Bobby was graduating soon and could support the kid, and she'd be forever tied to Sarah's family. Or maybe this was all lust. She obviously couldn't trust her judgment while Bobby was orgasming inside her.
It'd ruin her track scholarship if she was pregnant, and that was something she couldn't risk.
Bobby's cock jerked as sperm shot forth, filling Candice as she'd begged for. Bobby knew he'd have to talk to her, but it could wait, as he was in heaven.
He wasn't sure if he could return to fucking with a condom. The sensation was so much better when it was skin to skin. It's not that it just made the orgasm better, but the connection was somehow deeper.
The condom created a barrier not just against pregnancy and STDs but against a more profound emotional union. Preventing the bonding you experience when you fully commit to someone.
Was there a stronger commitment than cumming inside a fertile eighteen-year-old?
Bobby collapsed to the side, his slick cock flopping against his stomach, with the last few drops of his cum leaking from the tip. He was exhausted and breathed deeply as he stared at the ceiling.
He was about to reach over and pull Candice against him when he felt her kiss his abs a few inches above his slowly deflating dick.
Candice inched closer to his head before reaching out with her tongue and licking the few drops of sperm left dangling. She gently took him into her mouth, careful not to apply too much pressure to his head as she attempted to clean their combined fluids from him.
It was not enough to keep him hard, but Bobby appreciated the gesture, and it felt good, even if it didn't lead to anything more.
"So, what do you think of the outfits?" Bobby asked.
"I think they would all look good on Sarah," Candice replied with a hint of sadness.
"They all looked good on you."
"Well, I picked the colors that worked best for my skin color."
"I know. I bought those for you," Bobby smiled, knowing Candice hadn't expected the gifts, "I'll give the others to my sister."
"Good, because I don't think I can give up this schoolgirl outfit," Candice joked, hiding how happy she was to now own sexy lingerie. "Thank you."
"That's my favorite as well."
Candice stood, still wearing the minuscule skirt from the schoolgirl uniform. Cum ran down one leg and dripped to the floor from her knee.
Bobby admired her exposed ass as she intentionally swayed her hips as she walked towards the shower.
She stopped and looked over her shoulder, her eyes meeting Bobby's.
"Want to join me?"
Bobby: I left you a gift on your bed.
Sarah: What is it?
Bobby: It's an apology. I want to talk when I get home.
Sarah: Good or bad?
Bobby: I think you'll like it. Just open the box and read the note.
Bobby walked through the front door, not knowing what to expect. He'd left a box of lingerie as an apology gift to his sister, but without further discussion, it wasn't clear how she'd take it.
She was pissed because he didn't want to sleep with her anymore. He'd cited the risks involved but never explained his true feelings.
He still longed to press his naked body against hers and slip himself inside her as she gazed deep into his eyes. This hadn't changed.
He thought of her as the perfect woman for him, better than any of her friends but social norms consumed his thoughts regarding the ethics and morality of the situation.
He couldn't get past the fear of getting caught and what people would do to them if they knew they were lovers. Specifically, what would happen to Sarah?
No matter how much he resisted, he wanted to see her in the lingerie, even if he couldn't touch, kiss, or fuck her.
"Hey there, stranger, I like your gift," Sarah said as she posed against the door frame leading to the kitchen. Her hands gripped the wall above her head, elongating her already slender body. "Does this mean that you do want me?"
She was wearing the more conservative yet still sexy bodysuit. The white fabric clung against her pale skin with the crotch pulled taut against her cunt. It slipped between her lips as she stretched her arms higher.
She wasn't practiced at seduction and was only imitating what she'd seen in movies, but her efforts disarmed Bobby.
"Sarah," Bobby paused, thinking carefully about how he wanted to respond. "I haven't been able to stop thinking about you since you crawled on top of me, but I don't want to see you get hurt. I'm afraid that if the wrong people find out about us, then our lives will be torn apart. That your reputation will be destroyed. That you'll never find a husband, never have kids, and worst, we'll never get to be together."
"Oh, Bobby, you're so stupid sometimes. No one's going to find out. How would they? If we're careful and only mess around when Mom and Dad are at work, then who'll be the wiser?"
"Your friends already know. Are you sure we can trust them to keep a secret?"
"You trust them enough to risk impregnating them. Doesn't that give you the answer?"
"That's different, that's—"
"Is it? Do you think our relationship would ruin your life more than impregnating four teenage girls?"
"But it wouldn't ruin yours."
"Despite what Mom and Dad think, I can make my own choices. I knew the risks of hooking up with you from the start. It's something that I've been thinking about for a long time, and I did not enter into this lightly. Let me decide what risks I'm willing to take, and I'll let you choose for yourself," Sarah paused. "Am I worth the shame if we get caught?"
"Hell, what's the worst that can happen? Mom and Dad disown us, and we can never return to our hometown? I don't care about coming back here anymore. I'd miss mom, but I'd prefer to be with you."
"So?" Sarah drew out the question, waiting for her brother's response.
Bobby didn't say anything. Instead, he stepped forward and kissed her, pulling her into his arms as they wrapped tightly around her. His hands slipped to her ass, her exposed cheeks firm in his grip as she dug her fingers into his back.
Neither knew why they'd delayed having the conversation.
They hadn't even said much, and all that was needed was for Bobby to realize he wasn't responsible for his sister's actions.
They stumbled up the stairs, not wanting to let go of each other. They somehow made it to Sarah's room before collapsing on her bed with Bobby's clothes already half off.
His face was quickly between her legs, with the snap of the bodysuit's crotch undone and exposing her sex to him.
"We don't have much time," Sarah panted, not wanting him to waste time before fucking her.
"Shut up and let me eat you out," Bobby responded.
"We don't have time. Mom said she'd be home around three today."
"In that case . . . " Bobby responded as he stood and stripped the rest of his clothes.
He crawled onto the bed, looming over his sister as she lay back, the crotch of the bodysuit bunched around her waist, but the rest still tight and sexy on her chest.
Her legs were spread, waiting for Bobby to enter her, waiting for his cock to penetrate her freshly shaven cunt.
"Do you like it?" Sarah asked.
"I do, but I liked it before as well. Either way, it feels amazing around my cock," Bobby said as he slid inside his sister, re-consummating their start-stop relationship.
He was now confident she wouldn't regret sleeping with him, but he was still unsure how they'd make it last after leaving for college in a few weeks.
"Are you still okay with me messing around with your friends?" Bobby asked his sister, who was curled against his chest.
"Of course. You know I'm not the jealous type. Plus, I love those girls and want to share as much as I can with them," Sarah responded without hesitation. "Why?"
"Oh, just because Ashley should be here in a few minutes."
Sarah had snuck into Bobby's bed after her parents had left for work, but she wasn't aiming to have sex.
She'd woken up alone and desiring skin-to-skin contact. Inevitably her brother ended up inside her, which she didn't complain about as it wasn't a poor way to start the day.
Now they were naked in each other's arms, neither of them in a hurry to separate.
"Should I leave?" Sarah wondered aloud, hoping the answer was "no."
"Of course not. I asked her to come to help you out."
Sarah looked at her brother with confusion.
"You'll see," he answered.
"Oh, I will, will I?" Sarah joked as she climbed on top of her brother and kissed him.
She could feel he'd recovered from their earlier escapades as she ground against him.
"You two couldn't wait to get started without me?" Ashley asked as she stood in the doorway and watched the two siblings rub against each other.
Sarah rolled off her brother to see her friend wearing a baggy t-shirt and loose pajama pants like she'd just gotten out of bed.
Ashley was staring at Sarah and Bobby, her hand down the front of her pants, her masturbatory efforts clear through the cotton fabric.
"Don't stop on my behalf. It was just getting good," Ashley joked.
"I'm glad to see you dressed up for the occasion," Sarah chirped back.
"Why bother? I figured I'd end up naked like you two."
"Then what are you waiting for?"
Ashley pulled off her shirt and pants, revealing a lack of bra and underwear, before jumping into the bed.
Bobby had invited her for a specific purpose but it was quickly forgotten as passion took over when all three intertwined their bodies.
No one cared where their passions took them. Each of them sucking, fondling, and thrusting into various body parts. It took several minutes before any of them knew what was happening.
When the dust settled, Bobby was on his side with his head between Sarah's legs. His tongue pressed against her clit as he fucked her with his thumb.
He'd said he was indifferent to her choice in pubic hair, and visually he was. But in this position, he quickly learned the benefits of working on a clean canvas.
There was no hair sticking between his teeth and interrupting his task. Sarah ground against his face in response to his efforts, but her usual moans of pleasure were absent.
Bobby's cock was deep inside Ashley's mouth with her sucking inching him closer to orgasm, but his own oral efforts kept his climax at bay.
He was amazed about how much concentration it took to cum, even when a skilled practitioner such as Ashley was servicing him.
He knew she could make him cum whether he wanted to or not. He was just surprised about how much easier it was to hold off when you had something else to focus on.
It was the gift and curse of sixty-nine.
Ashley's tongue swirled around his tip as she pulled him from her mouth, catching her breath before plunging him back into the depths of her throat.
She too was distracted. Only giving part of her attention to blowing Bobby, as Sarah's face was between her legs.
Sarah's tongue deftly maneuvered around Ashley's clit as she penetrated her with two fingers. Sarah had always been the best at eating pussy amongst the girls but Ashley didn't know if it was because of desire or inherent talent. Maybe she was the best at translating what got her off when going down on the other girls.
The three of them were on their sides in an oral sex daisy chain. Each satisfied the next as they were pleased by their predecessor. A triangle of oral stimulation that wouldn't stop until at least one of them came.
All three tried to get their target off, wanting to end the cycle not by cumming themselves but by providing the orgasm.
Ashley was the first to crack.
"Oh god, yes, yes, yes!" she said as she pulled her face from Bobby's dick.
"Keep going, Sarah, make me cum. I'm going to cum."
Bobby took this as a sign to stop eating out his sister, moving instead to suck on Ashley's massive tits.
Now flat on her back, Ashley continued to call out as Sarah worked between her legs while Bobby's mouth sucked on one nipple as his hand gripped and massaged the other plentiful breast.
The stimulation was too much for her to take as she let out a deafening scream that was sure to catch the attention of the neighbors.
"Fuck guys. That was amazing. We should do this more often," Ashley said, still out of breath.
"Any time you want," Sarah said as she slid up her friend's body, sucking Ashley's free nipple into her mouth.
The siblings each worshiped one of Ashley's gorgeous tits.
"I'm going to miss you guys at college," Ashley mused.
"You can visit either of us any time you want," Sarah replied.
"Yeah, but not both of you at the same time."
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The three laid naked, their bodies pressed against each other, as the siblings played with Ashley's chest, no longer with a sense of urgency.
They knew they had all day to play together, and now they'd all had at least one orgasm that morning, and they were satisfied with enjoying each other's company. And their naked bodies.
Eventually, Ashley looked at Bobby and asked, "Shall we start her education?"
"Education? I don't think I like the sound of that," Sarah responded.
"Oh. I think you'll like this," Bobby said with a smile.
Bobby repositioned himself, propping himself on his pillows with his dick rising from his lap.
The girls sat on their knees near the foot of the bed, staring at Bobby. They admired his toned body and thick cock. They both knew how lucky they were to be able to sleep with such a man.
They were both stunning in their own right, but up until Bobby, they'd been relegated to high school boys. Well, Ashley had been. Sarah had never made it very far, even with them.
"Bobby said you wanted to know how to deep throat," Ashley look at Sarah.
"I do, but I'm not sure I can. My gag reflex kicks in way too easily."
"Don't worry. It might not happen today, as it takes practice, but you'll get there."
"How'd you learn?"
"Honestly? I practiced on breadsticks, carrots, even my fingers, and eventually a dildo. I always knew it was something I wanted to do, so I set out to make it happen. But you have a real live cock right down the hall from you. You won't need anything besides determination and a willing brother."
"I am sure he won't mind me practicing," Sarah winked at Bobby.
"Are you ready to give it a shot? Don't expect to get it all in today. Whenever you're ready, I'll guide you as much as I can," Ashley reassured her friend.
Sarah leaned forward, lowering her face near her brother's cock. She could see it twitch with anticipation as the skin of his balls contracted, drawing his testicles closer to his body.
Her heart was racing, not because she was nervous about giving Bobby a blow job, but because she was scared of failing.
He'd be able to directly compare her to Ashley, who not only was a pro at oral sex but had a massive set of tits as well.
No matter how many times Bobby assured her that he liked her small breasts, she was still worried he preferred Ashley's.
Taking his shaft in her hand, she pulled it vertical and slowly lowered her mouth over it. She licked the tip, tasting his precum, as she breathed deeply, trying to gain the courage to push past her limits.
"Take it slow. Don't bite off more than you can chew," Sarah said calmly.
"Don't bite off anything," Bobby joked.
"Breathe through your nose and slowly take as much in as you can. Stop when you first feel your gag reflex kick in."
Sarah slipped her brother inside, centimeter by centimeter, not wanting to push too deep. Soon she was halfway down his rod and could feel his thick head pressing against the roof of her mouth. She thought she could take more and pushed her head down lower.
This was a mistake.
Her gag reflex kicked in hard, causing her to dry heave as she quickly pulled away from her brother. She sat up coughing, saliva dripping from her mouth and her eyes watering.
She worried she wouldn't be able to do this.
"That's okay. You went too fast, but now you know your limit," Ashley encouraged. "Catch your breath and try again when you're ready."
It did not take long before Sarah was slowly bobbing on her brother's dick. Once again, creeping lower and lower, but this time she stopped when she felt pressure at the back of her mouth.
She was not gagging, but it was uncomfortable.
"That's it. Hold him there for a minute. Let yourself get used to the sensation. Keep breathing through your nose." Ashley's voice was calm. "When you're ready, push slightly deeper. Take it to the point that you think you can hold for a minute."
Sarah followed Ashley's instructions and held Bobby deep in her mouth for a minute, then two, and finally had to pull herself from him as she closed in on three minutes.
She left his cock coated in saliva, a string attaching her lips to his head. He enjoyed the exercise, but Sarah knew he'd prefer Ashley's mouth to hers.
This only made her more determined to fit all of him inside her. Without instruction, she lowered her face and took her brother inside her mouth again. Soon she had him as far as she could tolerate, and her eyes began to water.
"Swallow," Ashley said. "Swallow when you feel it is too much. It causes your body to accept the object in your throat."
Sarah did as she was told, swallowing every time her brother's cock felt like it was too much.
To her surprise, it worked, and she was able to hold him at the back of her mouth for almost five minutes while she gently bobbed up and down.
She knew it was not the best blow job, but Bobby wasn't complaining.
He was clearly willing to allow her to practice on him.
"You can also hum if you like. That opens up your throat, especially if you try to hit a high note while doing it." Ashley added. "Also, guys love the vibrations."
"I'll keep that in mind," Sarah responded while catching her breath, drool running from the side of her mouth.
"It is going to take time and practice, but I can also show you a few positions that will help out," Ashley continued. "Take a break, and let me show you how it's done."
Ashley got on her hands and knees in front of Bobby. Sarah shifted to the edge of the bed, looking on with curiosity.
"Sit on your knees," Ashley instructed Bobby.
"As you wish," Bobby responded.
Bobby's cock curved away from him, bouncing in front of Ashley's face.
She reached out and grabbed it, feeling the lingering wetness from Sarah's mouth. She stroked it a few times as she glanced over at Sarah, worried she'd be jealous.
Instead, she seemed fixated on learning as much as she could.
"You see how my mouth lines up with my throat when I tip my head back in this position?" Ashley asked rhetorically. "It will make it easier for him to slide past the back of my tongue."
Ashley took Bobby in her mouth and quickly slid three-quarters of the way down his shaft, further than Sarah had made it. She reached up with one hand and grabbed his ass, pulling him towards her face.
He got the hint and reached down and grabbed the side of her head, holding her steady as he slowly face-fucked her.
Sarah sat with her mouth agape, unable to understand how her friend took all of her brother so easily. It was a sexy sight, but it intimidated her.
Even if she could deep throat him, she doubted she'd be able to let him do this to her.
Bobby picked up the pace as Ashley's hand urged him on. Soon he was violently bottoming out against her nose, his head slipping past her tonsils with each plunge.
He could feel the cum swelling in his balls. If Ashley continued, he'd soon be making her choke on his cum.
Ashley pulled herself from his cock, sitting back as she wiped the drool from her lips.
"See how easily it goes in? I love it when a guy fucks my face, although it can be hard on the neck. Don't let your brother get too rough." Ashley stretched her neck to one side. "Another version is to lie on your back with your head hanging off the side of the bed. This also aligns the throat and helps with cocks like Bobby's. You see how he curls back towards his body a little? While on your back, that bend aims his head down your throat. The downside is that you don't have control over depth in this position, so maybe don't try it until you have your gag reflexes under control."
"I can let you guide me inside your mouth with your hands. You can just reach up and grab my ass. I promise not to go any deeper than you pull me," Bobby said to his sister, "but it's probably best to keep it simple at first. Work on tolerating the sensation, and then we can get to the fun."
"I just hope I can master this before leaving for college," Sarah sighed.
"So you can give the best blow jobs in your dorm?" Bobby teased.
"No, you idiot, so I can feel you cum down my throat." Sarah looked her brother in the eyes. "I want to swallow every last drop of your seed."
"Okay, okay. There's one last position that I like," Ashley interrupted, "good ol' fashioned sixty-nine. With the girl on top, it gives her control. It does not line up the throat as nicely as the others, but it is better than how you attempted earlier. Also, once you gain confidence, you can let him be on top. There is nothing quite like getting your throat fucked against the mattress."
"Let's stick to you being on top, for now, Sarah," Bobby said, giving Ashley a bit of side-eye. "I think Ashley has some kinks that may exceed yours."
"I don't know. I think I might like to try that when I'm ready," Sarah smiled.
"Are you ready to try again?" Ashley asked Sarah. "I'm not sure what else I can tell you, but practice makes perfect."
"Not right now. As you said, I can practice on Bobby almost anytime. I think that it's time to repay you for your help." Sarah gave her friend a wicked smile. "Get on top of me."
Ashley instantly knew what her friend was talking about, climbing on top of her in a sixty-nine position. As she lowered her face to Sarah's snatch, her own cooch received a kiss from Sarah's lips below.
Bobby sat back and watched as the girls ate each other, seemingly oblivious to his presence. He wasn't sure if he should enjoy the show or join in.
"Are you going to fuck her or what?" His sister called out between laps of her friend's clit.
Bobby positioned himself behind Ashley. He rubbed his cock along her slit before pushing it down so his sister could take it into her mouth, lubricating it as she teased him.
Bobby's hips pushed forward, and he buried his cock into Ashley.
"Oh fuck yes, this is amazing," Ashley called out.
The siblings fucked and licked their friend, not letting up until her body shook from orgasm and her hips were grinding into Sarah's mouth as Bobby held on from behind.
As Ashley collapsed on top of her friend, Sarah and Bobby rolled her onto her back. Sarah straddled her face as Bobby reentered her. The siblings kissed as a literal love triangle took shape.
Sarah reached down and placed her palm on Ashley's lower stomach, just above her pelvic bone, as she slipped her fingers over her clit.
Bobby pressed one hand into Ashley's breasts, squeezing her soft flesh between his fingers. He sensually slid his other hand up his sister's side until he found her nipple. He pinched and teased her as he kissed her intensely.
The siblings focused on each other as they fucked their friend below them.
Ashley didn't mind. She like being used by the pair. She knew she'd get another orgasm and discovered that the pressure they placed on her was a huge turn-on.
As much as she liked being in control, she'd gladly be used as a prop in any sexual game these two wanted to play.
She moaned as she returned her attention to eating out her friend, with Bobby's cock filling her cunt with every thrust.
Ashley knew she was growing closer to a second orgasm, but she wanted Sarah to share in her pleasure. She grabbed her friend's hips as she focused her energy on giving her the best pussy licking she could.
Sarah responded by grinding into the face below her. A moan escaped her lips as she broke from the kiss with her brother.
Ashley knew she had her on the verge, which was good because she was about to cum herself.
Ashley slipped her fingers between Sarah's butt cheeks. Ashley didn't know how Sarah felt about ass play, but she knew a little tickle of the sphincter always did the trick when she needed a nudge herself over the cliff.
Ashley's finger found its way towards Sarah's brown eye, unaware of what her friend had discovered with her brother. Pressing against it, Ashley felt Sarah jerk on top of her, Sarah's weight crushing down on Ashley's face as she came.
"I'm cumming. Bobby, make her cum for me," Sarah called out, rubbing harder against Ashley's clit. "I want to cum together."
Bobby let go of each girl's breast and grabbed Ashley's legs. Pushing them back, he focused on fucking her hard and deep.
He was near to orgasm himself, but he knew Ashley was closer. He could feel her cunt contracting around his member as they both rocketed towards a mutual climax.
Sarah collapsed back into the pile of pillows as she finished her orgasm. She'd wanted to cum with the others but getting to watch them finish together was a nice consolation prize.
She reached down and grabbed Ashley's breasts, squeezing them hard as her friend shrieked in excitement.
"Fuck me harder, Bobby. Make your sister watch me cum all over your cock. Fill me with your seed," Ashley commanded.
Bobby obeyed, not that he'd thought of doing any different.
The thought of pulling out and shooting over her tits had long passed. He'd cum in four unprotected teenage cunts. What was one more?
His cock twitched, jerked, and then unleashed a torrent of semen into Ashley as she writhed on the bed below him. Their bodies were connected only at the groin, but their orgasms were in perfect sync as they stared into each other's eyes.
If it was not for his sister, Bobby could have fallen in love with this girl.
She was already in love with him.
He had a special connection with Ashley, as he did with Candice, but it paled by comparison to what he had with his sister.
He didn't know what any of it meant, but he was eager to enjoy it while it lasted.
He hadn't spent as much time with Bella or Dee, but he knew it was coming. He figured he better get to know them, as they might be carrying his child. He hoped not, but he knew it was a possibility.
As his cock finished producing any more spunk, his legs grew weak, and he lurched forward, collapsing on top of Ashley.
They kissed each other in post-orgasmic bliss, only to look up and see Sarah's well-licked pussy staring them in the face.
"Are you two up for another round?" Sarah asked as she slid two fingers inside herself.
"Give me a minute," Bobby said, exhausted. "I'm not sure I can rally for another round."
"Come here," Ashley told Sarah, pushing Bobby off her. "I have a cunt full of cum for you to lick."
Bobby lay on his back, his cock deflating on his stomach as his sister crawled between her friend's legs, lapping up his jizz as it oozed from her lips.
Two weeks ago, this would have been the hottest thing he'd ever seen. Now he struggled to find the motivation to prop himself on his pillows and watch.
Though watch he did. His cock grew hard as his sister moved from her friend's crotch and met her lips in a passionate kiss, swapping the remaining sperm between their mouths.
Bobby didn't know how much energy he had left, his body still felt weak, but his cock was ready for another round.
The girls noticed, with Sarah straddling his member as Ashley sat on his face. Bobby once again found himself impaling his sister, but this time her friend's pussy was smearing its lube all over his mouth as he searched for her clit.
She still tasted faintly of his semen, but he'd grown used to the flavor.
He'd dreaded coming home for the summer, anticipating it would be the worst months of his life. Now, he wished he didn't have to go back to college.
He could spend the rest of his life in this position, and the girls were more than happy to oblige him. Hell, there were three other girls willing to join in the fun.
It was almost too much for him to take.
Almost.