Late Night Truth or Dare Ch. 05-06 - Incest/Taboo
A going-away party leads to family revelations.
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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 fifth and sixth chapters in the Late Night Truth or Dare Series. Although new characters and plot lines originate in these, I do not recommend reading these as stand-alone stories as they will be missing 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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Jennifer Murphey's breasts bounced with each stride.
Her sports bra contained but failed to control their motion, as their ample size was too much for even the sturdiest support system.
She didn't have a runner's body like her daughter, but that didn't prevent the enjoyment of her morning runs. Except when her period was approaching, and the tenderness in her breasts made anything over an easy jog painful.
She relished beginning her days in the cool fresh air, with the morning sun gently tanning her Italian skin as she cruised around the local lake.
In the summer, she wore short shorts and a sports bra, enjoying the sun on her skin and showing off to the middle-aged men she routinely passed.
They tried to hide their glances, but she always saw, smiling to herself at their attention. Luckily, they were all respectful and left her to jog in peace.
Her husband would be mortified if he found out. He was an old-fashioned Irish Catholic man and thought she should cover up whenever she left the house.
Usually, she obeyed him, but she'd convinced him she overheated if she wore too many clothes while running, which was partially true. She failed to mention where she ran or how many men were there when she did.
The glances were just fun and games, something her husband didn't need to know about. None of the men dared to approach her anyway.
It took a boy to finally make a move on her.
She stuck to the same route each day, as it made it easy to time her mornings. The views never disappointed her, especially since Ian, the boy from down the block and childhood friend of her daughter, picked up running.
At first, she'd see him passing her, and they'd exchange pleasantries. Gradually she ran into him with more frequency.
A few weeks ago, he'd met her at the start of the lake loop, waiting to run with her at a pace far slower than his usual, and she'd met him every day since.
Their conversations began banal and innocent, but the more they ran, the more they opened up to each other. Even flirting a bit.
As she rounded the corner, she saw this day was no different.
"Hey, Mrs. Murphey. You're looking good today," Ian said with a smile.
"You're very kind, Ian. You look like you've already put in a few laps," Jennifer responded.
Truth be told, Jennifer knew she looked good. At forty-five, she'd kept in great shape since the birth of her second child. In addition to running most days, she maintained a strength training regime.
It was nothing to make her too muscular and just enough to keep her toned, with a round ass to match her breasts.
She'd led a life of little stress, leaving her face looking like someone in their early thirties.
If her husband would let her, she'd flaunt her looks all over town. As it was, she was relegated to the local park between seven and eight in the morning.
"A few. I'm trying to get in shape for college. I'm going to try and walk on to the baseball team."
"Well, you look in good shape to me," Jennifer said, glancing over the teenager's body.
When they'd started running together, Ian wore tank tops. After a week, he'd ditched those to go topless.
Jennifer hadn't complained as she enjoyed seeing the boy's muscles ripple and bounce as he ran next to her.
She'd been the center of attention for all the men for so long that she thought it was about time someone gave her something to look at.
As they circled the lake for a second time, they joked, flirted, and exchanged glances they hoped the other would forgive. It was nothing too serious, but Jennifer knew Ian grew more smitten with her every run.
Jennifer didn't yet realize it, but Ian would've done anything she asked.
She'd begun to fantasize about him. Even going so far as to masturbate while imagining him fucking her from behind but despite the lack of sex or anything sensual in her marriage, she wasn't ready to cross that line.
Ian reminded her of her son, Bobby. Although he had the red hair and fair complexion of her daughter, Sarah, something she'd inherited from her father.
Ian and Sarah had just graduated high school together but despite being childhood friends, they hadn't socialized much in the last five years.
Bobby and Ian shared a sharp jawline and low body fat, eagerly displaying their well-defined muscles. She'd occasionally caught herself staring at her son by the pool, but this was always followed by a hint of shame.
With Ian, she didn't have to suppress her thoughts, as long as she let them remain secret desires and didn't act on her urges.
"I've got to get to work. I'll see you next time," Jennifer said as she abruptly peeled off from Ian, her mind having wandered too far into the gutter.
She was glad she had to leave for work before her husband. Otherwise, the urge to divert the run to Ian's bedroom might've been too much.
The lack of convenience might be the only thing keeping her from acting on her yearnings.
"Did Mom tell you that her and Dad are heading to Aunt Molly's this weekend?" Bobby asked his sister as she snuggled next to him in bed.
She'd joined him after their parents had left for work, which had become a habit over the last week.
Most of the time, the siblings had sex, but sometimes Sarah practiced her deep throat skills, taking her brother's cock further each time. She'd come a long way since Ashley had given her pointers, but she still couldn't take all of Bobby's dick into her mouth.
They'd lie naked in each other's arms until one of them had to rise. This usually resulted in two or three rounds and them lingering in bed until noon.
"She did. Why? What are you thinking?" Sarah responded, hoping her brother was on the same page as her.
"I thought we could invite some people over. I could even buy some alcohol if people chip in. I spent my last pennies on that lingerie."
"I'm sure I can collect some money. The girls would be more than happy to donate to a good cause. Are you wanting to keep it to the six of us? If not, we could get a lot more money."
"I'm not selfish. I'm willing to share. So, if you want to invite some other guys, that's fine with me. As long as they know how to behave."
"I'll talk to Dee and Ashley and see who we can round up," Sarah said. "I don't want to invite too many people as we'll have to clean up before Mom and Dad get home Sunday night."
"Maybe an equal number of guys and girls? We can actually play a real game of Truth or Dare that way, assuming everyone is willing."
"That'd be fun," Sarah mused.
"But we'll have to keep it tame between the two of us. We don't want word getting out."
"That's fine, I'll just sneak into your bed after everyone is passed out, but we don't need to worry about that right now," Sarah whispered as she slipped her hand between her brother's legs. "Looks like you're ready for round two."
Lowering her head, she took his cock into her mouth, slowly and steadily bobbing up and down, and sinking deeper with each pass.
Bobby leaned his head back and let his sister work her tongue around his shaft. She wasn't as good as Ashley, but she was only an inch away from burying her nose in his pubic hair.
After she got comfortable with that, then the real fun could begin.
"You're going deeper every day," Bobby said, gently resting his hand on his sister's head.
His fingers disappeared under her hair as she held still, pushing the limits of her gag reflex.
Sarah's phone dinged with a new group text:
Ashley: I got Blake and Jesse to come. They're both cool once you get them away from the rest of the preps. They can keep their mouths shut and have decent dick's as well.
Dee: Nice, Jesse is a great lay. I think Diego is coming. He's the only one from the football team I trust to invite.
Sarah: Awesome. That leaves one more guy to make it even. Any ideas?
Bella: What about Ian? You two were friends when you were young. He's pretty hot these days.
Sarah: I haven't hung out with him in forever, but I'll ask. He's got a great body.
Candice: What's the plan? Say it's a small pool party and then sneak in the game when everyone's horny?
Ashley: That's what I'm thinking.
Sarah: Bobby said he'd only do this if everyone uses a condom. And no mentioning me and him, okay?
Dee: Deal. Tell him to get White Claw. I can't stand beer.
Sarah stood nervously outside Ian's house. She didn't know why she was worried. They'd been best friends when they were young. They'd play in the cul-de-sac every day until their parents called them in for dinner.
That was over ten years ago, however, and things had changed. Specifically, Ian had changed.
He'd gone from a dorky little boy to the hunky star of the baseball team. He was now one of the most popular kids in school and had his pick of girlfriends if he desired.
The weird thing was that Ian hadn't dated anyone in high school.
There'd been rumors he was gay, but Sarah didn't believe them. She thought he was just picky and wouldn't settle for some bimbo who wanted to date him as a status play.
She had to admit it was odd that a high school boy would pass up guaranteed sex, but then again, Ian wasn't your normal high schooler.
"Hey, Sarah. I haven't seen you in a minute. What's up?" Ian answered the door, wearing only a pair of mesh basketball shorts.
"Oh, um, nothing much," Sarah mumbled, trying not to stare at Ian's body. "I just wanted to invite you over Saturday. We're having a small pool party before we leave for college, and I thought you might want to come. You know, for old time's sake."
Sarah realized that Ian looked a lot like photos of her dad when he was young. Not that her dad was ever as ripped as Ian, but their posture and face were shockingly similar. She guessed it was their thickly Irish genetics.
"Is your mom going to be there?" Ian asked.
"No, my parents will be out of town, and my brother has promised to buy us alcohol if people chip in for the cost."
Sarah swore she could see the disappointment on Ian's face when she said her mom wouldn't be there. It was the opposite of what she'd expected.
"I'll think about it," Ian said, "it would be nice to catch up before college."
"It'll just be a few of us, but I think you'll enjoy yourself. My friends don't bite--"
"Unless I want them too?" Ian finished her joke.
"Exactly. Just bring your swimsuit and those abs."
Sarah was instantly embarrassed as the words flowed from her mouth. She'd said them confidently, a departure from her usually shy behavior, but was unsure how Ian would take the compliment.
"I'll try to remember the suit," Ian smirked, leaning into the flirting, "unless we're skinny dipping like we did when we were three."
"If we do, it won't be anything like it was back then," Sarah gave Ian a more obvious once over, noticing the hint of an erection beneath his shorts.
She couldn't believe how natural flirting had become. Sarah had gained so much confidence since first sleeping with her brother.
She was also surprised that despite her love for Bobby, she couldn't help but think of what it'd be like to sleep with Ian.
Bobby said she was free to play around as he'd done with her friends, but so far, she hadn't tested the waters. Not that she'd been looking until Ian caught her eye.
She'd been worried about Saturday as she wouldn't be able to fuck her brother with other people around. Unsure if she'd want to mess around with other guys, but Ian had her thinking Saturday might be more fun than anticipated.
"I'll be there. Hopefully, your friends are as fun as you imply."
"We're more fun. We've been unleashed this summer," Sarah said with a wink before turning and heading home, leaving Ian standing in the doorway, wondering what he'd agreed to.
"Hey, Mrs. Murphey," Ian said as he slid next to her on the trail, slowing his pace to match hers. "Did Sarah tell you she invited me over on Saturday?"
"Like a date?" Jennifer responded with a hint of jealousy in her voice.
"Oh. I don't think so. She said some of her friends were coming by to swim, and it would be fun to catch up," Ian replied. "Do you think it's a date?"
Ian had picked up on Sarah's flirting, but he hadn't thought much of it. He'd figured it was just her way of getting him to come over, probably to give her friends some eye candy.
He thought they were all a bit dorky and assumed they were inexperienced with boys, but he didn't mind being ogled, as he loved showing off his body, and the nerdy girls were always the most appreciative.
Plus, he never complained about being able to check out girls in swimsuits, although he wished Mrs. Murphey and her mature curves would be there.
Despite not inheriting the sensual features of her mother, Sarah was still cute and transmitted the same energy that drew Ian to Mrs. Murphey. Ian wondered if Sarah was expecting more of him than he'd assumed, if so, he wasn't sure he'd pass it up.
"Well, I hope she's not planning a party while her father and I are out of town."
"No, nothing like that. Sarah's not really the partying type," Ian said, hoping he hadn't ruined anything for her.
"You know, I always thought you two would've made a good couple. You're both smart and athletic... " Jennifer paused, contemplating how to finish her thought, "but Sarah never really developed physically, you know? I mean, there's nothing wrong with her, and it helps her running immensely. But I don't know what I would do without these," Jennifer grabbed her breasts, juggling them slightly, drawing Ian's eyes to her chest. "Are you a boob man, Ian?"
The question caught Ian off guard. He and Mrs. Murphey had flirted during their runs, but they'd never talked about anything so explicitly sexual.
She'd definitely seen him check her out, but then again, she'd practically pushed her tits in his face. What warm-blooded male wouldn't stare? Boob man or not.
"I'm attracted to all types of women," Ian tried to mix truth with diplomacy.
"But if you had a choice, say, between someone like me or my daughter?" Jennifer teased Ian, knowing she was making him uncomfortable.
"I, uh, I am not sure I should answer that," Ian stammered.
"Don't worry. I'm not going to judge you one way or another. It's just talk amongst friends."
"Well, I prefer someone with more curves. Something to grab onto, you know?" Ian couldn't believe he was telling her this. It felt inappropriate, but she didn't seem fazed. "Not that Sarah is not attractive," he added, slightly panicked that he'd said the wrong thing.
"Yes, she is, but I wouldn't trade my body for hers," Jennifer reassured Ian. "Not that I get grabbed enough these days."
"I, uh, well, Mr. Murphey is a lucky man," Ian said, not knowing how to respond to what she'd just said.
"Thank you for that. I just wish he remembered that more often. Not that he was ever a superstar in bed," Jennifer lamented. "I'm sorry. You don't need to be hearing about this."
"It's okay. I enjoy having more adult discussions with you. My friends can be such morons. It drives me insane. I honestly prefer more mature company," Ian admitted. "That's too bad about your husband. Let me know if I can do anything to help."
Jennifer didn't reply and glanced questioningly at Ian, trying to ascertain if it was an innocent slip of the tongue or if he was hinting at wanting to take things further.
She'd never seriously contemplated cheating on her husband.
Until recently, she'd thought her flirting with Ian had been innocent and safe, if out of bounds by her husband's standards.
If Ian suggested what he seemed to, she had a difficult choice. She wasn't sure she'd be able to resist him if he made a move on her. She knew she should, but the more she thought about it, the less she wanted to resist.
"Oh no, I didn't mean it like that. I was just saying, I'm here if you need to talk," Ian blurted out, mortified he'd pushed too far.
He wanted to sleep with Mrs. Murphey, but he hadn't meant to say it aloud.
"Don't worry. It happens all the time. I accidentally called my dentist 'daddy' last week," Jennifer tried to reassure her running companion. "Don't ask. I was on nitrous at the time. And thank you for the offer. It's always nice to have options."
It was Ian's turn to wonder what exactly Jennifer had meant. She couldn't possibly be suggesting that he was a potential replacement for her husband, could she?
Even if she was merely hinting at the possibility of an affair, Ian wouldn't know what to do. He'd always gone after older women, having had success with several ladies in their late 20s but Jennifer Murphey was in a different league.
It would be a dream come true, but it terrified him that he wouldn't live up to her expectations if it did.
The two giggled in shared awkwardness, finishing their run in silence, both too nervous to ask the questions racing through their heads.
As they parted, with Jennifer heading home and Ian taking a few more laps, their gazes lingered, and each wondered if the other shared their feelings.
Candice: Hey, I want to get a new suit for tomorrow. Anyone want to come shopping with me?
Sarah: I'm always down to cum with you. Just let me know when ;)
Dee: I've got plans today, but I already have something special picked out for tomorrow. Have fun.
Ashley: I don't need anything, but I've got nothing better to do.
Candice: Bella?
Bella: I'd love to, but I don't have any money.
Ashley: I owe you a birthday present. Come along, I'll buy you something cute.
Candice: I don't think we are going for cute.
The girls met at the mall in the early afternoon, giddy and eager to find the sexiest swimsuits they could dig up. An hour and a half later, they stood near the food court, disappointed their usual shopping locations didn't have what they were looking for.
They found plenty of suits they liked, but nothing was sexy enough, as all had been designed for use in public. They needed to find where the slutty Instagram models were shopping.
"Would we have better luck at a lingerie store?" Candice asked.
"Do they sell swimsuits? I honestly have no idea. I've never bought one from anywhere other than PacSun, but those don't reveal anything other than some under boob if you buy a size down," Ashley replied.
"There's that store down the road. They sell lingerie, and it seems more erotic than anything we'd find here," Sarah suggested.
"We might as well give it a try. It's not like we're finding anything here. At least nothing that'll shock the boys," Candice said with a shrug.
The girls hesitated as they stood outside the store. None of them had been inside before, and they now realized it was more of a fetish wear store than anything else.
Walking through the doors, they expected to be accosted for being too young, as the reality of being eighteen was not yet fully realized by the girls.
They were surprised by how ordinary it seemed inside. It wasn't a sex shop, but the store did specialize in unique lingerie and fetish wear, with sections devoted to leather and latex. Another was dedicated to roleplay costumes, most of which were not significantly different from your typical "sexy" Halloween get-ups.
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"Is there anything I can help you girls with?" The middle-aged woman behind the counter asked politely, although her face seemed judgmental.
"Hopefully," Ashley responded with as much confidence as she could muster. "We're having a pool party this weekend, just us and our boyfriends, and we were hoping to find some swimsuits that are... sexier than what we could find at the mall."
"Well, we definitely have plenty of those, but it depends on how sexy you want to go," the associate stated. "Are you all eighteen?"
"Yes, ma'am," Bella quickly responded.
"I'll be honest, most of what we sell is usually for private use, not really the type of thing most women wear around their friend's boyfriends. Unless, of course, you're all comfortable with the boys seeing all of your bodies. I know you kids are more experimental than my generation but if you're wearing what we sell, you are basically skinny dipping."
"That kinda sounds perfect," Ashley replied with a smile. "We're not shy about showing off our bodies, at least not anymore."
"You know, I am probably supposed to shame you girls, make you feel like you're being taken advantage of, but honestly, I wish I'd had your confidence when I was your age. It took until my looks were in decline to realize I didn't need to listen to society's judgments when choosing what I did with my own body. God, I wish I'd lived it up when I had a body like yours," she said with a nod to Ashley.
"Well, I think you're still hot. Plus, you have all this to dress up with," Ashley motioned to the rest of the store.
"You're too kind. Let me show you what I've got. Just how much are you willing to show off. Everything except nips and lips? Or are those on the table as well?"
"All right, you two. We won't be back until late on Sunday. If you need anything at all, just give us a call, okay?" Jennifer said to her kids, not wanting to acknowledge they're both adults now.
"We know, Mom. I'll make sure Sarah won't get into too much trouble," Bobby said with a wink toward his sister.
"That's what I'm afraid of," Jennifer responded. "Oh, and Sarah, say hi to Ian for me."
Sarah stood next to her brother as her parents drove off, wondering how her mom knew she'd invited Ian over. Her mom hadn't seemed upset, so she didn't know too much, but she'd have to ask Ian what he'd said and why he'd seen her.
"Meet me by the pool in ten?" Sarah asked her brother.
"I was thinking my bedroom, but if you have a better idea," Bobby shrugged.
Bobby waited for his sister to join him, assuming she wanted to show off her new suit, but he wasn't prepared for what sauntered through the sliding doors.
"Can you even call that a swimsuit?" Bobby asked, stunned at what his sister was wearing.
It consisted mainly of straps that hugged her lithe body tightly as they crisscrossed her skin. They were purely decorative and did little to conceal her youthful figure. There were cups over her breasts, but they were made from a fishnet-type material, which did nothing to conceal her protruding nipples.
To top it off, a string of pearls ran across her clit before slipping between her outer lips and emerging from her ass on the other side. The material might have been designed for the pool, but the look was pure bedroom.
"Do you like it?" Sarah asked, flipping her hips to one side as she posed with her hands on her waist.
"I, uh, wow, it's amazing," Bobby stammered. "Are you wearing that tomorrow?"
"This is just for you," Sarah smiled. "I thought it would raise questions if the boys saw me wearing this in front of my brother. I have something slightly less revealing but still sexy as hell for tomorrow. Plus, I think the other girls will be showing enough skin for everyone's liking."
Sarah dove into the pool, motioning for her brother to join her. They were quickly in each other's arms, with their hands grasping and squeezing as they kissed each other. They acted like they hadn't been with each other in weeks, even if it had only been thirty-six hours.
Bobby quickly grew impatient, picking his sister up and placing her on the pool's edge. He pushed his face between her legs, kissing along her inner thigh as he approached her barely covered cunt.
He pulled the pearls to one side and licked the length of her slit, tasting a mixture of chlorine and arousal, before settling his tongue on her clit. Her hand grabbed his hair, holding his head in place as he devoured her.
Before long, she was bucking into his face, her head tilted back as an orgasm descended upon her. She wanted to scream in pleasure but feared the neighbors would hear. She didn't want them asking questions when it was only her and her brother at home.
She dreamed of living someplace where no one knew their relationship was forbidden.
Bobby pulled his sister from the ledge and spun her around, her ass sticking out just above the water. He knew fucking underwater was more hassle than it was worth.
His shorts floated free in the pool as he lined up his cock with her slit.
"God, I wish we could do this in the open. Just live like we were a young married couple," Bobby said as he slid his cock into his sister.
"That sounds amazing," Sarah responded. "Take it slow. I want this to last a while."
"What if I move near you after I graduate?" Bobby asked as he slowly fucked his sister while she played with her clit. "No one would have to know I was your brother. I could get my own place, and you could stay with me when you move out of the dorms?"
"Oh yes, that feels great, just like that," Sarah encouraged. "I'd love that. What would we tell Mom and Dad?"
"I don't know, maybe just say you're staying with me to save money. Dad would understand that. If I get the job I'm interning for this year, I should be able to work from anywhere I want."
"That'd be amazing," Sarah said. "Fuck, right there, go harder, fuck me harder," she tried to stay quiet as she approached her second orgasm.
Bobby picked up the pace, knowing his sister was about to cum. As much as he wanted to drag this out, he wanted to cum with her more.
She worked at her clit as he pounded into her from behind, water splashing around them with each thrust. They'd flirted and kissed in the pool before, but this was the first time having sex, as they'd always been too afraid of the neighbors before.
The anxiety lingered, but after Sarah had emerged wearing her outfit, they both knew they'd risk it tonight.
Sarah covered her mouth as she screamed in satisfaction. Her brother's cock filled her cunt, with his head driving inside her as he unleashed the full force of his stroke.
Bobby didn't hold back. He aimed to make her cum and knew he was right behind her.
"Cum for me, baby. I want to feel you clamp down on my cock."
Always obedient to her brother, Sarah came fast and hard. Her pussy gripped tightly as her body convulsed, dragging her brother toward orgasm.
He unleashed his sperm into her, filling her until she overflowed.
He continued thrusting, not giving up until they'd finished.
Exhausted, they collapsed back into the pool, floating on their backs, staring up into the twilight as they recovered their composure.
"Shall we continue this upstairs?" Sarah asked, not done with her brother.
"Are you excited for tonight? Is there a guy you have an eye on?" Bobby asked his sister as they slowly came alive in his bed.
He'd awoken with her next to him for the first time, the absence of their parents providing them with more freedom.
"I don't know. I'm sad that I won't be able to play with you, but I'm sure the girls will keep you busy," Sarah responded. "The guys Ashley and Dee invited are hot, but honestly, I'm not too interested in them. Don't get me wrong, if they've got nice cocks I will gladly fuck them," she added with a teasing smile.
"Hopefully, they're not complete douchebags," Bobby said, showing a hint of jealousy. "What about Ian?"
"Well, he's certainly gotten hot, hasn't he?" Sarah smiled. "Although, have you noticed how much he looks like dad with a six-pack? His eyes and smile are the same."
"Well, you do seem to have a propensity for family members. Although, you two would make one pale ass couple," Bobby joked.
"We can't all be tan and sexy like you and Mom," Sarah quipped. "I don't know how I only got dad's jeans. I couldn't even get Mom's boobs?"
"And yet, you are still sexy as hell. I'm lucky to have you, and Ian will be too if you want to sleep with him."
"I don't know if he'll want to with Ashley, Dee, and Bella potentially on offer."
"I wouldn't be so sure about that. You have a lot to offer as well."
"By the way, Ian told me to say 'hi' to Mom the other day. Almost like he has a crush on her or something. And then mom said the same thing yesterday."
"Odd. Maybe mom's getting some strange on the side? I wouldn't blame her. Dad's turned into a loser, and I can't remember the last time I heard them having sex."
"Was he ever not a loser? I don't think Mom is as conservative and boring as he is. Do you think she had a secret scandalous past? Or present? I totally want to ask her now."
"Is she actually running every morning, or is she sneaking into Ian's bed?" Bobby said with a laugh.
"I don't think so, but I think Ian is crushing on her. Maybe I'll ask him when he's drunk tonight," Sarah plotted. "In the meantime, why don't you fill me up again. I want to think about how you came in me this morning when Ian's eating me out tonight."
"As you wish," Bobby said, rolling on top of his sister.
"The girls said they'd be here in about five minutes, and the guys shouldn't be much after that. Did you get everything from the liquor store?"
"I did, with some money left over as well. Now I can pay off that lingerie I bought you," Bobby joked. "What's the plan, besides getting shit-faced and seducing some horny boys?"
"I think Ashley and Dee want to tease the guys until they pop. Hence the slutty swimsuits. Other than that, we thought it'd be fun to play Truth or Dare, especially with you knowing what's up. The poor guys won't know what hit them."
"I'm sure they'll enjoy themselves. Although, you girls might be disappointed when they pop too early."
"Well, I think you're the backup plan. Plus, there's always each other. No matter what, we'll have fun," Sarah said, heading to her room to change.
Bobby, already wearing his swim trunks, headed to the pool, lounging in a chair and enjoying the quiet while it lasted. He was looking forward to the show, but he'd realized that he'd prefer to keep all five girls to himself.
It was selfish. The girls needed to be able to explore, especially since they were all sharing him, but he really didn't want to share with dumb high school jocks.
"Hey sexy, where's your sister?" Ashley asked, as bubbly as ever, appearing behind Bobby.
"She's upstairs changing. The booze is in the kitchen."
"Don't scare the guys off if they arrive before we're back."
The arrival of the rest of the girls made Bobby realize he was excited to see the suits they'd bought. The one his sister had shown him was crazy sexy, but she'd said she'd wear something more discrete for the party.
He wasn't sure which way the others had gone, but no matter what, five teenage girls running around in swimsuits was always fun to watch.
Especially when they were planning a mass seduction.
A few minutes later, three guys showed up, looking slightly confused.
They'd been invited by Ashley and Dee, and Bobby guessed they barely knew who his sister was. She wasn't the type of girl these guys associated with.
He wondered what they'd been told was on tap. Did they have any idea what they were in store for?
"Hey bro, I'm Jesse. This is Blake and Diego. Is this Sarah's house?" the muscular but otherwise generic white boy introduced himself and his friends.
All three were already dressed in their swim trunks, sporting golf shirts, and looking like they belonged at a country club, not what was soon to be an orgy.
"Come on in. The girls are getting ready upstairs," Bobby said, checking out his competition.
When this madness had started, Bobby swore he wasn't going to get jealous if any of the girls hooked up with other guys. But now, when it was about to happen in front of him, he couldn't help but be envious.
"Where's the liquor, bro?" Jesse asked, clearly having preset priorities.
"In the kitchen. Help yourselves, just no glass by the pool."
When the guys joined Bobby, they were already tipsy, having taken several shots while in the kitchen.
Bobby wasn't sure if they'd come solely for booze or if they were nervous about the upcoming activities. Either way, Bobby didn't miss being their age.
He started to warn them to pace themselves, but he thought better of it. If they had to tap out early, it was to his advantage.
Bobby had a perfect view when the girls emerged, but to his disappointment, they were all wearing cover-ups, not wanting to reveal their choice in suits just yet.
They still looked sexy, and the five of them walking together caught the eye of the newcomers as well. It was as if they saw Bella, Candice, and Sarah for the first time.
The boys were suddenly faced with the reality that this party was not just about who'd get to hook up with Ashley and Dee.
"Damn, when did you nerds get so sexy?" Blake said, not realizing how insulting he sounded.
He'd meant it as a compliment, but the implication of their preceding perception was clear. There was some truth to this. All five of them had been far from eye-catching when they'd entered high school but it had been a couple of years since they'd grown into their looks, but their transformation had been concealed by the school's social dynamics.
Bobby started to call out Blake, but there was no need. The glare Dee gave was enough to put him in his place.
"I thought you guys would be topless and in the pool already. You aren't very sexy just lying there," Ashley said, making it clear the boys were here for her entertainment.
"Yeah, guys, we need something to look at while we sip on our drinks," Dee added.
It got the guys out of their seats, and each pulled their shirts over their heads, revealing their young muscular chests and six-packs.
Jesse and Blake weren't athletes, but they obviously spent their free time in the gym.
Diego was the biggest of the three, having played linebacker, but his muscles were not nearly as defined as Blake's.
Blake was on the shorter end, somewhere just under five foot ten, but his low body fat made every inch of him appear chiseled from stone. He and Candice were two of the five black kids in their grade, but neither had connected, as Blake never admitted he had anything in common with her.
Diego was not as chiseled as the other two, but he was still a looker. His jawline was classic, and his broad shoulders filled out his shirts nicely, while his hair was dark and his skin olive. Like Bella, his features were purely European, despite his Mexican roots.
The possession of the slightest charisma would've made him a perfect telenovela villain.
Bobby looked on as the guys jumped into the pool. He was not intimidated by their bodies, as he compared nicely, even if he had slightly more body hair.
What he was curious about was how their cocks measured up. He knew he was above average, especially in girth, as it was something the girls had complimented him on. Could these boys compete? And if so, did they know how to use their tools?
Bobby doubted it. If their drinking was an indication, they didn't know how to savor an experience.
He slowly sipped his drink in his recliner. He'd learned to pace himself around the girls and wanted to be together when shit got serious.
These boys were not going to know what hit them. Hell, at the pace they were drinking, they might not remember anything in the morning.
Sarah returned, having disappeared to pour another round for everyone. After distributing the drinks, she stood at the lip of the pool and let her thin robe fall from her shoulders.
At first glance, what she was wearing looked like a sensible black one-piece. The legs were cut high, and the thong bottom slipped through her crack, but it was something you'd see on a summer day at the beach.
Until you looked closer.
The black material made up a quarter of the coverage, spiraling down her body, strategically maintaining her modesty, but only barely. The rest was a see-through mesh, showing off more skin than even most two pieces. While you couldn't see either of her nipples, you could see a considerable amount of under and side boob, even with her small tits.
The mesh stopped no more than an inch above her clit. If she hadn't been clean-shaven her pubic hair would've been on full display. It was as revealing as she could go without people questioning the presence of her brother.
She gave everyone ample time to check out her body before she dove into the pool, splashing water towards the guys as Bella stood.
Bella revealed her suit, making it clear the girls were willing to show off nearly everything. Her outfit consisted of black straps crisscrossing across her body, forming the outline of a traditional suit, but one that'd had scissors taken to it.
Thicker straps covered her nipples, but not the bottom of her breasts, an erotic sight. Her fuller breasts gave everyone quite the view. The bottom was small but didn't show anything more than normal.
It was seductive but not obscene. Something you might've seen on a catwalk or in a fashion magazine. Still, the guys couldn't take their eyes off her as she entered the pool.
Next to reveal herself was Candice. Her choice was simple yet tantalizingly tiny. A small triangle of fabric covered her groin, with a thin g-string emerging in the back. Two pleated ovals covered her nipples but not much else. Strings fastened them together but were unlikely to hold in place with any movement in the water.
She gingerly slipped beneath the surface as the other watched and waited for her top to shift as if she'd planned for it to happen.
Ashley was quick to her feet, giving a spin as she shed her covering. Her large breasts were crisscrossed with straps tight enough to dig into her skin.
Her nipples remained concealed by tiny triangles. A slightly larger piece of fabric covered her cunt. Her ass was on full display as she bent and dove into the water, unconcerned about staying covered up.
The suit wasn't that much smaller than the other girls, but her ample curves gave the audience more to appreciate.
All eyes turned to Dee, who everyone assumed would try and outdo Ashley. She hadn't joined the girls on their shopping trip, so even they didn't know what she was hiding. As she let her robe slip from her shoulders, everyone let out a moan of disappointment.
She was wearing a plain white bikini. It was sexy, standing out from her darker skin while showing off her curves, but it lacked the risqué factor of the others.
She quickly jumped into the pool as the girls started teasing the guys, who were still drinking like it was last call.
"Hey, Bobby. Put some music on," Sarah yelled from the pool.
The teens flirted and splashed in the pool. The sexual tension rose, but there was no sign of further progression.
The boys were getting sloshed, and the girls relished that fact, as they'd planned on letting the guys get drunk before making any moves. They knew it would make Bella, Candice, and Sarah more likely to be desired by the newcomers.
Sober, the guys would fixate too much on Ashley and Dee, as they had the biggest breasts and were known to put out. Drunk, they'd be easily steered to whichever girl wanted them.
"How about we get this party started?" Dee said, climbing out of the pool.
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At this moment, everyone realized Dee had indeed outdone the other girls. Her simple white bikini was completely see-through when wet. Her nipples were visible, drawing the attention of everyone, but only until they realized that the lips of her pussy could just as easily be seen.
"Holy shit," Blake let slip.
"Okay, now I get why you wore that," Ashley smiled.
"Oh my God," Jesse mouthed.
"What is going on?" Diego asked, clearly confused by the exhibitionism of the girls.
"Want to play a game?" Dee asked.
"I'll do anything you say, as long as you're wearing that," Jesse said.
"No shit. That's the hottest thing I've ever seen," Diego added, adjusting his rising erection, "at least in public."
"As much as I appreciate the attention, I think we can have more fun than staring at my body," Dee quipped. "When was the last time you guys played a good game of Truth or Dare?"
Ian emerged from the house, having just arrived and only now taking in Dee's presentation. "You look magnificent in that... swimsuit?"
"Thank you, Ian. At least one of you boys knows how to properly compliment a girl."
"What's this about Truth or Dare being fun?" Ian asked. "Is that even possible?"
"Well, you haven't played with me," Dee countered with a wink.
"You've got my attention. What're the rules?" Ian asked as he removed his shirt, revealing his ripped but pale chest.
"Simple. The oldest person starts. They spin a bottle, and whoever it lands on has to pick truth or dare. They get to spin next."
"No limits?" Ian asked.
"A few, but we'll deal with those as they arise," Bobby chipped in.
By this point, everyone had climbed out of the pool and had taken seats in the lounge chairs.
The girls looked even sexier wet, with their minuscule suits providing less coverage than when dry.
The boys couldn't help but stare, although they tried to spread their gaze around to not be too obvious.
"You're first, Bobby," Ashley said as she handed him an empty bottle she'd retrieved from the kitchen.
Bobby spun. Everyone leaned in to see who would be the first victim. When the bottle came to a rest, it was pointed at Ashley.
"Dare," Ashley said without being asked.
"Okay. I dare you to make out with Dee for the next minute."
Without hesitation, the two friends pulled each other close, their tongues darting into each other's mouths. They weren't holding back, setting the tone and putting on a show for the boys.
Those who hadn't already been hard were now adjusting their bulges, trying and hide their erection from the others. As if there was any doubt of their arousal.
Bobby called time just as the two girls got heated, their hands starting to caress each other's bodies, slipping inside their suits. They separated, but sighs of disappointment escaped their lips.
Ashley spun the bottle next, with it coming to a rest, pointing at Candice.
"Dare," Candice said.
The girls had learned from last time to keep taking dares. Truths only slowed the game and gave people an excuse to stay chaste.
Ashley didn't want to up the ante too fast, but she didn't want the game to stagnate either. Thinking long and hard, Ashley came to her decision.
"I dare you to grind on Bobby's lap for a minute," Ashley said with a glance at Bobby.
The boys watched with delight as Candice backed into Bobby, grinding her nearly naked ass on his lap. His cock was hard, and the thin fabric of his shorts did little to dull the sensation.
He wanted to reach up and slip Candice's top from her breasts, but he knew that would be too forward for the newcomers. He'd have to bide his time and wait for the action to come to him.
Time was up too quickly, but he knew there would be more to enjoy soon enough.
The next spin pointed at Ian.
"Dare," Ian picked, seeing little advantage of picking truth the way the game had been going.
"I dare you to jack off for a minute," Candice said, looking him dead in the eyes, wondering if he'd chicken out.
Without breaking eye contact with Candice, Ian pulled his shorts down and started stroking. He was about the same length as Bobby but didn't stack up to him in girth.
Still, the girls were impressed by what he was packing. He didn't put on much of a show, but he was the first to expose himself, moving the game in the right direction.
"Nice dick," Ashley said, "I think you might be bigger than Jesse," she said with a wink to Jesse.
"We'll see about that," Jesse said with a hint of scorn.
Putting his cock away, Ian spun the bottle, landing on Diego.
Changing things up, he picked "Truth."
"If you had to suck either Blake or Jesse's cock, which would you choose and why?"
"Come on, man. That's not cool," Diego complained.
"Hey, those two," Ian pointed at Ashley and Dee, "just made out. I'm not asking you to actually suck a dick."
"Whatever... I guess I'd pick Blake," Diego spit out.
"Why?" Ian pushed back.
"Because he's got a smaller dick. Okay?"
Everyone laughed as Blake blushed, embarrassed for being compared to Jesse. Dee picked up on his embarrassment and decided it wasn't time to completely ruin his self-esteem.
"There's no shame in being smaller than Jesse. He's got one of the biggest cocks in our school. Except for Ian's, apparently," she said with a sly smile at Ian.
This didn't make Blake feel any better. He was still the smallest amongst his friends at the party. He turned to his drink to ease his pain, growing far drunker than he should've.
As much as this game was a fantasy come true, he felt nervous about the whole thing. He could see where it was headed, and he was afraid he wouldn't be able to perform in front of a crowd.
Wanting to move on, Diego spun the bottle.
The teens forged on with the game. It had begun sexual but wasn't progressing as fast as the girls had hoped, as the guys were hesitant to push it over the edge, not wanting to scare the girls off.
Little did they know what the girls really craved. After Ashley was dared to suck on Bella's tits, she silently pledged to kick things up a notch if her victim picked dare.
"Truth or dare?" Ashley said with a smile as the bottle came to rest, pointing at Dee.
"Dare."
"I dare you to give the guy of your choice a blow job for two minutes."
Dee wanted to suck Bobby's cock, but she knew she needed to get the high school boys involved for the game to continue. They'd lose interest if they were just voyeurs to Bobby's pleasure.
Glancing from face to face, she settled on Diego. He might have the smallest cock here, but he looked the most in need of reassurance. Dee could see unease in his eyes. If things did not go his way, he would disengage from the game.
Crawling on her hands and knees, she positioned herself between Diego's legs, slowly pulling his shorts down to his ankles. He was half-hard, and his cock was nothing to be ashamed of. He was about average from what Dee had experienced, which was most of the graduating class.
Taking his dick in her hand, she began to pump, teasing the tip with her tongue as she stroked his shaft. He grew harder but wasn't able to gain a full erection. The nerves and excess alcohol took a toll, leaving him embarrassed as Dee tried to coax him to full mast.
When the two minutes were up, Diego quickly pulled his shorts up and excused himself while the others continued on in his absence.
Jesse was dared to eat out the girl of his choosing. Picking Ashley, he went to town, bringing her close but not all the way to orgasm.
Blake then went down on Bella, but he left her disappointed and wishing it had been anyone else eating her out. The girls had gotten their wish of sexual activity, but the results were thus far sub-par.
Ian and Bobby hadn't seen much action in the recent rounds, but they silently enjoyed watching the other guys fail. They knew they could do better, and the more the other guys floundered, the more likely they would have their pick of the girls for the real fun.
Blake spun the bottle, landing on Sarah. She immediately chose dare.
"Pick a guy and let him cum on your tits."
Sarah glanced nervously at her brother. The boys thought it was because she didn't want to perform such an act in front of him, but he knew she was searching for reassurance that he would not be jealous.
He gave her a slight nod, and she chose Jesse. Not because she wanted his jizz covering her, but because he seemed like the only choice.
She couldn't pick Bobby, Diego was missing in action, Blake was the one requesting the dare, and Ian was a childhood friend. She didn't want to mess up whatever used to be between them over a stupid game. Even if he did have the second-best cock at the party.
Jesse quickly dropped his shorts as Sarah peeled her suit from her small breasts. He pumped away as the others looked on in anticipation, but nothing happened.
Two, three, over four minutes passed as Jesse tried to reach orgasm. It wasn't happening. He was too nervous to cum in front of a crowd.
"All right. We've seen enough," Bella announced. "Let's move on since Jesse can't cum. Unless one of you thinks they can fulfill the dare."
Bobby remained silent, knowing he couldn't speak up while the other guys were still around, but he hoped someone would step up. He wanted to see his sister's chest covered in spunk, even if it wasn't his.
"I can do it," Ian said as he replaced Jesse, his cock already out and fully erect.
He stood above the kneeling Sarah as he stroked his shaft. He was methodical, keeping an unwavering tempo, as he looked into his childhood friend's eyes.
He went for older women with bigger breasts, but her eyes were sexier than anyone he'd been with. Almost as sexy as her mother's.
A few minutes later, he grunted as his cock twitched and unleashed multiple ropes of cum onto Sarah's chest. It ran down her stomach as she leaned back, and every last drop found its mark.
She smiled as Ian wiped the last few drops onto her nipple before sitting down. Cum coated her as she spun the bottle, not bothering to clean up.
"Truth or Dare," Sarah asked Candice.
"You know what I want," Candice responded.
"I dare you to clean the cum off my chest," Sarah smiled.
Candice fulfilled her dare with eagerness and vigor, licking every drop from Sarah, pausing only to suck on her nipples.
The crowd looked on with the boys unable to process what they saw. They hadn't known girls to be so openly sexual, much less eager to be dirty sluts like these five.
For Ian, it was a giant turn-on. For Jesse and Blake, it was intimidating.
They were used to being in control, and these ladies had taken that from them. Alcohol and pride were the only things keeping them from fleeing as Diego had done.
Bobby, conditioned to these erotic activities, only wanted to game to end so everyone could partner up and have some real fun. This was fine foreplay, but he'd seen enough. He wanted to be balls deep while another girl sat on his face.
The bottle stopped spinning and pointed at Bobby.
"Dare, of course," Bobby said without being asked.
"I dare you two take two girls and spend seven minutes in heaven," Candice said, impatient and hoping she would be one of the girls picked.
Bobby immediately knew he wasn't going to stop at seven minutes. He was done with the game, and he planned on spending the rest of the evening with whoever he picked.
He thought hard, weighing the pros of each girl. Given his experience with each, he knew he couldn't go wrong. His sister was at the top of his list, but that wasn't possible. Hopefully, they'd find their way to each other late at night.
"Bella and Dee," Bobby smiled at each as he led them away to his room, his hands cupping their asses as they climbed the stairs.
The other girls were disappointed but knew three guys were left for them. One for each, if everything proceeded smoothly.
"He's not coming back, is he?" Ian half asked, half stated.
"I doubt it," Sarah responded.
"Shall we keep playing?" Ashley asked.
"Maybe we should just pair off and have some fun. What's a fair way to pick partners?" Sarah added. "You boys want to decide?"
By the time Bella and Dee climbed on Bobby's bed, they were already naked. Not that they had much to disrobe.
Eager for the real action to start, Bobby was erect and dripping precum while the girls were soaked, with their lips glistening with lube. They fell into a heap, kissing, caressing, and stroking as they worked out who would wind up where.
As Bobby and Dee kissed, their tongues circling each other's, Bella sucked Dee's nipple, pinching the other between her fingers.
She always enjoyed playing with Dee and Ashley's breasts. Both large and firm, they were perfect to suck and overfilled her hands when squeezed tight. Her breasts were not small, especially compared to Candice or Sarah's, but she still envied her unduly endowed friends.
Bobby's hand slipped between Bella's legs, and his fingers plunged through her wet folds, gathering lubrication before finding her clit. He rubbed gently, not working towards making her cum, but boosting the foreplay a notch or two.
He wanted to make sure she was ready when he bent her over and fucked her from behind.
Soon, Bella was kissing her way down Dee's body. Leaving her magnificent breasts behind as her lips skimmed along her smooth tummy. Bella nipped here and there as she teased lower.
Bypassing the groin, Bella slowly licked Dee's inner thigh. Starting at the knee and stopping when she could feel the heat of Dee's cunt against her cheek.
Dee couldn't take it any longer. She grabbed Bella by the hair and pulled her mouth to her wet folds. Bella's lips pressed against Dee's crotch, her tongue slipping through her petals, tasting the tangy sweetness as she lapped her juices.
Dee was on her back with Bella on her knees eating her out.
Bobby tried to continue to play with both. His hand reached over Bella's ass, his fingers slipping between her legs, penetrating her from behind. She was hot and wet, ready for his cock as soon as he could pry his other hand from Dee's breast.
Bobby massaged and pinched Dee's mammaries as Bella ate her.
Dee enjoyed the attention but knew Bella was Bobby's first target. Bella would get his dick first, but Dee would get his cum.
They'd had enough experiences together that Dee knew Bobby would hold out until both girls reached orgasm. He was an unselfish lover and always ensured his partners got what they wanted before he came. At least when he was in control.
Bobby had cum inside all of the girls, with none on birth control. They'd all promised to get the morning after pill following the first encounters and said they'd go on the pill to prevent further problems.
This had been a lie.
The only girl that had truthfully gone on birth control was Sarah, and only because the idea of carrying her brother's child was too much for her to handle.
The others wavered between not caring and actively wanting to get pregnant. They joked about Bobby having to move in with all four of them as they raised his children together.
None thought this would be a reality, but they all secretly hoped they got pregnant. Thinking it would lay claim to Bobby, even though they knew Sarah would always be his top priority.
As they settled into the action, Bobby slid into Bella from behind as she knelt above Dee. Her tongue teased Dee's clit as she lurched forward with each thrust from behind.
Dee caressed her own breasts, tweaking her nipples, as Bella's hands gripped her hips, attempting to stay steady.
Bobby knew he wanted to last, but he didn't take it too easy, deciding to fuck just hard enough to quickly coax Bella towards orgasm.
It wasn't a difficult task as she was ready to pop before he entered her.
The feeling of his cock inside her brought back memories from the previous weeks. She grew sad knowing she would be without his thick member when she left for college.
Dee always enjoyed getting eaten out, but Bella was being inconsistent, as Bobby was fucking her too hard for her to maintain contact with Dee's clit.
With this in mind, and knowing her friend could always use more stimulation, Dee spun around, placing her face below Bella's pussy. Bobby's balls bounced off her forehead with each stroke as she cocked her head to the side and reached out her tongue for her friend's clit.
The two girls were in a sixty-nine, but Bella had lost interest in going down on her friend. Instead, she was focusing on her own pleasure.
Bobby's cock and Dee's tongue had her on the verge in no time.
"Yes, right there, keep licking Dee," Bella called out. "Harder, Bobby. Fuck me harder. Make me cum, you two. I want to scream your names. I want to make the others hear what they're missing."
Dee managed to suck her friend's clit into her mouth as Bobby grabbed Bella's hips and fucked with everything he had. He no longer worried about cumming too soon, Bella was way ahead of him, and he had plenty left to give to Dee when it was her turn.
"I'm cumming. I'm cumming!" Bella screamed.
Bobby kept fucking until Bella's body went limp, and she collapsed on top of her friend.
He slipped his cock from her, with Dee's waiting mouth just below her cunt. Dee eagerly sucked him clean while her friend recovered from her orgasm.
Sitting back, Bobby let Dee orally service his member. He knew he'd be balls deep in her as soon as Bella rolled to the side.
After a few rounds of Rock Paper Scissors, Blake got to pick from the girls first and without hesitation, he chose Ashley, clearly prioritizing her breasts and reputation.
It wasn't a shock, but Candice and Sarah felt more than a hint of jealousy about not being picked first. Until they remembered Blake possessed the smallest cock of the three.
As Blake and Ashley started making out on the couch, Jesse took his time deciding between the two remaining girls. In the end, he went with Candice as he'd never been with a black chick before.
Ian was left with Sarah, which he wasn't disappointed about. Ashley would've been his pick based on body type, as he preferred a fuller figure to Sarah's slender frame, but Sarah was something that the other two girls were not.
She was Jennifer Murphey's daughter.
If he couldn't sleep with Jennifer, the next best thing was bedding her daughter.
Despite jacking off onto her chest earlier, having been childhood besties made it awkward to start. When Ian slipped his tongue into her mouth and his hand clenched her ass cheek, all of that disappeared.
His desire was to take it slow and make it last. He didn't want to rush through his first true encounter with a Murphey woman, but his wish was no match for the lust he felt as their flesh met.
Ian's hands pulled at Sarah's swimsuit, dragging it over her shoulders and leaving her topless. Her small breasts were quickly engulfed by Ian's mouth. He sucked her nipple to attention, pushing her suit over her ass as Sarah fumbled with the drawstring to his shorts.
They were naked and on top of each other before Candice and Jesse reached second base.
Ian's hard cock pressed against the slick folds of Sarah's petite slit as he kissed her deeply.
Barely able to control his urges, he slowly kissed his way down her body. First, sucking on her neck, giving her a hint of a hickey before moving lower, his lips pressing against her collar bone.
While he kissed her, his hands roamed her body. One slid across her back, with his nails lightly scratching her skin. The other grasped her ass, his fingers slipping close to her anus. Now that he had her naked body in his hands, he wouldn't dream of letting go.
"Suck my nipple, suck it hard," Sarah instructed.
Her nipples were already erect, and he took one and then the other into his mouth, biting down softly. His teeth pressed into her sensitive flesh as he pulled his face away from her chest.
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She moaned as he squeezed her ass harder, pulling her hot cunt against his stomach.
Moving on, Ian smooched lower, his lips pressing against the soft skin of her tummy. Her firm abs were apparent every time she breathed deeply. Soon he was kissing the top of her pubic bone, a hint of stubble where her pubic hair should have been.
He could smell her sex. She was ready for him, but he skipped over her slit, opting to kiss along the inside of her leg, delaying her desired satisfaction.
As he switched to the inner thigh of her opposite leg, he slid his hand up, his thumb pressing against her soaked folds. He sank into her as he inched his mouth closer to her clit.
His hot breath blew across her nub.
The anticipation had Sarah breathing deep, her chest heaving as she awaited the inevitable contact with her engorged clit.
"Stop teasing me and suck on my clit already," Sarah demanded.
Taking her button into his mouth, he pressed his thumb as deep as it went, circling it against the roof of her pussy as he teased her with his tongue, his teeth lightly holding her clit in place.
It wasn't a huge clit, nothing like some he'd seen in porn, but it was bigger than other girls he'd been with. Large enough that once aroused, its protrusion made it easy to suck.
He flicked his tongue across her sensitive skin before encircling it and then smashing down hard as he used his neck to move his head against her groin.
His thumb plunged in and out, curling up to hit her g-spot as it withdrew.
His mouth slurped her cunt, and all teasing and subtlety ceased.
Sarah gripped Ian's hair between her fingers, pulling him tight against her. His cock might not be as large as Bobby's, but he was better at eating her pussy.
Her toes were already curling as she pulled her knees towards her chest. Her hips bucked, trying to throw Ian from his rhythm, but he forged on, undaunted by her gyrations.
"Fuck yes, keep going, eat my cunt Ian," Sarah screamed, causing the other pairs to glance at them. "If I'd known you were this good with your tongue, I would've never stopped inviting you over."
Ian pulled his thumb from her pussy, replacing it with two fingers deep inside her. They hit deeper and filled her better, but not enough for what she needed.
"Another. Use another finger."
Ian obeyed, pushing a third finger inside her. It was tight, and he couldn't wiggle them to hit the g-spot, but Sarah didn't mind. She'd grown used to cumming with a thick cock inside her, and now, she needed an extra finger during oral.
He was expanding her walls, filling her as she wanted. His tongue did circles on her clit as she pulled his face tight.
"I'm cumming, fuck yes, I'm cumming. Keep going. Yes, yes, yes!"
Sarah clamped her legs around Ian's head, trapping him as he rode out her orgasm.
It was the first time a boy, besides her brother, had made her cum. She hadn't known what to expect. Unsure if the connection would be there without the familial relationship.
Ian was as close to a brother as possible, and clearly, he knew what he was doing in bed. She wasn't about to end her relationship with Bobby, but she knew she'd be giving Ian a call when she came home for winter break.
Sarah's body relaxed as she sank back into the sofa. Her legs hung limp.
Ian repositioned her and slid his muscular body above her, his cock pressing against her well-eaten cunt, still wet and warm from her orgasm.
"Do you have a condom?" Ian asked as he ground his rod against her slit.
Bobby lay on his back as Dee rode his cock.
Bella had recovered from her orgasm and was positioned over his face. She ground against his mouth as he focused on her clit. His cheeks were covered in her lubrication, the smell of sex inundating his nostrils as the unseen Dee bounced on his shaft.
Despite Dee's reputation, her cunt was tight, with Bobby filling it completely. She moaned each time she impaled herself, with her fingers working on her clit as she kissed Bella and their hands explored each other's breasts.
This position had quickly become Bobby's favorite.
Dee was enjoying it as well.
"Oh, god. Your cock is so big. It feels so good inside me," Dee called out as she bounced, her breasts following suit as Bella clutched them. "I've missed this. Thank you for choosing me."
"His mouth is almost as good," Bella responded, "maybe we should make him our god."
"The almighty Bobby," Dee joked, "bringer of the orgasm."
The girls stopped their banter as their lips connected in a kiss once again, their hands grasping at each other as they each sought a climax, knowing that Bobby would give them what they craved.
Dee was the first to crack. Her body shook as she came on top of Bobby. Her head fell back as Bella pinched her nipples, and her own hand massaged her clit as her cunt contracted around Bobby's cock.
Bella was not far behind. She broke through and found her ecstasy as Bobby sucked her clit. His fingers dug deep into her pussy as Dee leaned forward, her face planting in Bella's chest.
Dee instinctively sucked Bella's nipples as the two orgasmed together.
Bobby wasn't done yet. He wanted to cum inside Dee, but he knew they owed her a second orgasm.
Luckily, she was quick to cum a second time, needing little recovery between orgasms.
As Bella climbed from his face, Bobby grabbed Dee by the hips and spun. Dee landed on her back, with Bobby between her legs, with his cock still deep inside her. He quickly moved to fuck her fast and hard as Bella sucked on her wildly bouncing breasts.
Bobby held on to Dee's legs, pushing them back against her body. He leaned into her as he fucked her with as much force as he could maintain. A rhythmic smacking sounded as their skin collided, with her ass jiggling from the impact.
Bella held steady, grasping one of Dee's impressive breasts in her hand as she continued to nurse the other.
Dee lay back and enjoyed the ride while inching closer to her second orgasm.
This time Bobby was not far behind her. He could feel the familiar sensation rising, his scrotum contracting as the stimulation grew more intense.
Every orgasm was good, but he especially appreciated shooting his load into these girls. He'd never gone without a condom before, and now he was banging five different teenagers with his raw cock.
When he wasn't inside one, he knew it was a bad idea, but when his cock was being caressed by the warmth of their cunts all bets were off. He didn't just want to cum inside them. He needed to.
"I'm getting close, Dee," Bobby panted, "I need you to cum for me. I want to feel you clamp down on my cock with that tight pussy."
"Anything for you, Bobby. I want to feel your hot cum leaking from my cunt as Bella laps it up," Dee responded.
"Yes, please," Bella added.
This encouragement was all Bobby needed. His body curled, and his cock twitched. A series of eruptions filled Dee with his seed. His eyes were closed, so he did not see Dee's eyes roll back as her orgasm swept over her.
The two lovers came together.
Bella continued to service the needs of her friend.
The build-up had been long, and Bobby's balls were full of semen. He had Dee overflowing before he finished pumping inside her, a trickle of cum running over her anus.
Collapsing to the side, Bobby rested on his back as Bella eagerly licked his cum from Dee.
She made sure to lap up every last drop, even that which found its way to Dee's brown eye. The girls hadn't gone there before, and though it was brief, Dee knew that it was something she wanted to happen again.
As for Bella, it was not her favorite part of the night, but Dee's ass hadn't tasted nearly as bad as she'd expected. The hours in the pool had cleaned it thoroughly, and Bella had refrained from dipping her tongue beyond the outer reaches.
"Fuck, girls. You two keep getting better and better. I wish I could take you to college with me."
"So do we, Bobby. So do we."
Sarah had told Ian she was on the pill and didn't need him to use a condom, despite what Bobby had insisted upon earlier. He took convincing, but after dipping his bare cock inside her, he was glad he'd acquiesced.
The sensation was unlike anything he'd felt before.
He hadn't realized how much the condom dulled the intricate details of the vagina. He could feel the tiny ridges and folds he didn't know were there while using a rubber. Not to mention the warmth was on a whole new level. He wasn't sure he could go back to using one.
Sarah hadn't known what to expect from Ian. He'd surprised her with his oral skills, but sex was different. She'd always assumed guys her age wouldn't last very long, but he had been pounding away at her for over ten minutes, having helped her to two orgasms. Something that neither Blake nor Jesse could say.
She'd heard both Candice and Ashley cum, but it had only been once, and now they were making out with each other as the two boys looked for their missing friend. The boy had cum relatively quickly, confirming that Sarah was indeed lucky to have ended up with Ian. Even if she knew he would've preferred her to have larger tits.
It's not that he said anything. It was the way he played with them. Or tried to play with them. It seemed like he kept expecting there to be more to grab. Like he wanted to feel their flesh push through his fingers. Her petite breasts couldn't provide that for him.
Despite this limitation, he thoroughly enjoyed himself, fucking her with enthusiasm and a desire to make her cum as often as possible. There was no rush to achieve his own orgasm as she'd expected.
Glancing at her friends, she debated inviting them to join. She didn't want to be selfish, as Ian's cock felt so good, and it was only the second she'd been able to enjoy.
Then again, she'd already cum several times and wanted to repay Ian in the best way possible, which was clearly inviting her two friends to join in the fun.
"Hey girls, want to show Ian how we've been partying?" Sarah asked in a seductive voice.
What Sarah really wanted was to leave Ian to Candice and Ashley, sneak up to join her brother, and let him fill her with his incestual cum. It wasn't that she wasn't enjoying Ian's cock, it was magnificent, but she missed her brother.
Even though he was fucking two of her friends, she still felt like it was a betrayal for her to sleep with Ian. The more she thought about him, the more she wished she could be with him. She hadn't expected that one night away from him would be so hard. She began to worry she wouldn't be able to handle leaving for college.
Then again, if she was honest with herself, she didn't want to leave Ian to join her brother. She wanted to be fucked by both of them. She dreamed of filling her mouth with Ian's cock while her brother railed her from behind, each thrust pushing her childhood friend deeper into her throat.
She'd become decent at deepthroating and wanted to experience being spit-roasted. Alas, the taboo nature of her relationship with her brother made this dream impossible.
Instead of being tagged teamed by the only two men she'd fucked, she had to settle for Ashley sitting on her face.
Ian quickly buried his face in Ashley's cleavage as he continued to fuck Sarah.
Candice was unsure how to fit into the threesome and opted to slide behind Ashley, her hands joining Ian's mouth in playing with the massive set of breasts.
The four teenagers soon fell into a sexual rhythm.
They swapped kisses as Ian pulled his cock from Sarah and slid it into Candice, filling her substantially more than Blake had. He fucked her until Ashley got impatient and pulled him between her legs.
The girls passed Ian around like a sex toy, keeping his dick wet as they teased each other.
The two not being fucked focused their attention on the third's nipples, bringing her tantalizingly close to orgasm before pulling Ian from her. Each turn, the girls pushed further, bringing their friends ever closer to orgasm.
Finally, Candice reached her climax when Ashley and Sarah waited too long to back off.
"Oh my God, fuck yes, fuck, fuck, fuck," Candice cried out. "You're so much bigger than Blake. God, your cock feels good."
"Cum for us, cum for your girls," Ashley whispered in Candice's ear.
"I'm cumming, oh yes, I'm cumming!" Candice obeyed.
Her body shook as her friends held her down, their tongues flicking her nipples.
Ian pushed his cock deep, his balls smacking her tight black ass as he tried to keep steady between her thrashing hips. She clenched around him, tightening her grip, trying to milk his cum from him, but he wasn't ready.
He wanted to make each of the other girls cum as well.
As Candice lay limp and recovering from her orgasm, Ashley pulled Ian on top of her.
She was already close, the excitement having her eager to cum. She played with her clit as he grabbed her hips, fucking her hard and fast as Sarah made out with her from above.
"Fuck me, Ian, fuck me harder," Ashley commanded.
Ian couldn't go much harder, but he pushed as deep as he could while Ashley mashed her clit. Soon she was contracting around his cock as Candice had.
Her cunt wasn't as tight, but her contractions were stronger, urging him to cum inside her. Still, he resisted, knowing he wanted to make Sarah cum one last time. Wanting her to be the one that made him unload.
Plus, he'd been warned she was the only one on birth control.
Ashley did not scream out as Sarah's mouth covered hers, but her body convulsed on the floor as she rode the waves of pleasure coursing through her body. When she came down, she was not as spent as Candice and assisted Ian in inserting his cock into Sarah.
"Remember, she's on the pill," Ashley whispered in Ian's ear.
It was all the encouragement he needed. He already knew he wanted to fill Sarah's cunt, but now he had permission, even if it was from Ashley.
He leaned forward, kissing Sarah deeply as he pulled their bodies tight, with one arm around her lower back and the other behind her head. He hunched his back as he fucked hard, crushing Sarah between his body and the floor.
The other two girls were less involved, but their hands still explored the two lovers' bodies as drops of sweat began to form.
"Cum inside me, Ian, fill me with your seed," Sarah said softly, her lips grazing his ear.
On command, Ian grunted, his body contracted, and his cock erupted, shooting shot after shot of semen deep inside Sarah.
His cock jerking inside her and the knowledge she was being filled with cum, pushed Sarah over the edge. Her body shook under Ian, with her cunt clamping down and sucking the fluid from his shaft.
Their tongues danced as their bodies became one in orgasm.
Sarah hadn't expected to feel such a connection with Ian. It wasn't as powerful as with Bobby, but she could see it developing if he wished to spend more time with her.
She'd been distraught about leaving Bobby to go to college, but now she had hope that she could develop a good relationship with someone else.
Too bad she couldn't bring Ian with her either.
"Fuck, Ian, you're amazing," Sarah said as he rolled off her.
"So are you, Sarah," he replied, "so are you."
Ashley quickly took Ian's cock in her mouth, gently cleaning the mixture of fluids from it.
Candice was equally keen to clean Sarah's pussy, lapping up the fresh cum as it oozed from her friend.
When the two girls were satisfied their partners were clean, the four lovers snuggled into each other's arms, quickly falling asleep on the living room floor.
--
Late Night Truth or Dare - Family Secrets
--
Jennifer Murphey fumed as she sped along the two-lane road. She'd known her husband was a mamma's boy and had grown used to him siding with his mother, but she'd never expected him to take his sister's side. Especially when it was so obvious Jennifer was right.
They'd planned to stay with her sister-in-law for another night but Jennifer had left early in the morning, needing to get some distance, knowing that she'd explode if she stuck around.
Her husband would have to find his way home, and they'd make up eventually, but for now, she was in desperate need of a night away from him.
When they fought like this, she questioned her love for him. The combination of his anger, conservative sexual beliefs, and their lack of sexual compatibility made Jennifer wonder why she had ever married him in the first place.
If she'd known she had options, she probably wouldn't have.
She was stuck with him, although their children leaving home now made divorce possible.
She didn't want that stigma attached to her, but it was nice to think about leaving him from time to time. Specifically, it was nice to envision sleeping with whomever she wanted.
Jennifer calmed as the distance from her husband grew and soon found herself navigating the familiar roads of her subdivision.
She was afraid her daughter had hosted a party, but as she parked in the driveway, she only saw the recognizable cars of Sarah's close friends. If there'd been a party, it hadn't been a rager.
Entering through the garage, everything seemed all right. If Sarah had friends over, they hadn't destroyed the kitchen at least. There were a few half-empty bottles of booze on the counter, probably supplied by Bobby, but everything looked in place.
Setting her purse on the counter, Jennifer looked for leftovers in the fridge. She'd left her in-laws' without eating breakfast, not wanting to risk another fight with her husband. She was disappointed to not find anything to her liking.
Pulling a carton of eggs from the shelf, she turned to grab a frying pan. As she pivoted, she found herself staring at her recent running companion Ian.
The eggs fell to the floor as her eyes focused on his flaccid yet still impressive cock.
He was completely naked.
In her kitchen.
Bobby awoke to his half-hard cock being sucked and the tip teased by an experienced tongue. Instinctively he reached down and slid his fingers through the girl's hair, not bothering to look to see who it was.
He'd fallen asleep with Bella and Dee's naked bodies snuggled against him and it was not shocking that one of them had taken the initiative to wake him in such a way.
As he grew harder, the girl sucked him deeper into her mouth. She timed her dive so that when Bobby was fully erect, her nose was buried in his pubic hair and his cock embedded in her throat.
This couldn't be Bella or Dee, as neither one had the skills to deep throat him like this.
The only girl who had successfully done so was Ashley, but this didn't feel like her technique.
This felt like his sister's.
She bobbed her head, keeping him deep in her throat as she massaged his balls. He was so fixated on his sister finally being able to take all of him that he was caught off guard as Bella kissed him deeply.
At the same time, Dee kissed his chest, teasing his nipple with her tongue as he'd often done to her.
"Good morning, brother," Sarah said, taking a break from his cock, "I thought I would surprise you."
"I appreciate it. I missed you last night. Did you have fun with Ian?" Bobby asked. "Where are the other guys?" Bobby continued with a hint of panic.
"Don't worry, Blake, Diego, and Jesse left during the night, and Ian is passed out in the living room. We have plenty of time for me to suck you off."
"You finally made it all the way down. Are you due for some sort of reward?" Bobby joked.
"Just fuck my face already!" Sarah said as she flopped onto her back, her head hanging off the edge of the bed.
Bobby slid off the mattress and positioned his cock just inside his sister's open mouth as the two other girls switched their attention to their friend.
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Each took one small nipple into their mouths, sucking hard as Bobby pushed forward.
Sarah's jaw widened as her brother's substantial shaft slid inside, quickly at first, then slower as he bottomed out in her throat. He held still, making sure she wouldn't gag before he pulled back and plunged forward, faster this time.
He repeated the action over and over. Each time using more force and pulling further out. Soon he was face fucking her as hard as he dared.
Sarah took it like a champ as she reached up to play with her friends' breasts as they hung beside her.
Bobby had dreamed about this ever since Sarah had expressed interest in learning how to deep throat him. He was in complete control, with his sister at his mercy.
There was little she could do to protect herself, but she gladly let him take control anyway. She trusted him completely.
The total submission excited Bobby, launching him towards his orgasm far faster than usual.
Soon his cock was twitching and pumping his sperm deep into his sister's throat, every jerk visible through the skin of Sarah's neck as Bobby and the girls looked on.
It was a mesmerizing and impressive feat.
Sarah held her brother inside her, swallowing every ounce of his cum.
Bobby left his cock in place, trying to force the last few drops free, only pulling out when he started to go limp.
Sarah took a couple of deep breaths when her mouth was clear of her brother's member, but otherwise, she seemed unfazed by the act. She was going to have to try it again.
"Damn, Sarah, that was impressive," Bella said in awe.
"No shit, even Ashley would've been challenged by that throat fucking," Dee added. "I am just sad I don't get to taste your brother's cum."
"Don't worry ladies, there is more where that came from," Bobby said as he climbed on the bed, pulling the girls towards him.
"Hi, Mrs. Murphey," Ian said, not moving to cover up, "I didn't think you'd be home so early."
Jennifer knew she should scold the teenager for being naked in her house. Thoughts about what he'd gotten up to the previous night and with whom ran through her head.
She was the adult, and he was acting inappropriately, letting his cock hang free for her to see, but she couldn't get herself to tell him to cover up.
He was a sight to behold. His muscles were toned, and his cock was large.
Jennifer wanted to drop to her knees and take him in her mouth, but she knew she shouldn't. She was old enough to be his mother. She was married. He might have just fucked her daughter the night before. He was her husband's...
No, that didn't matter. If anything, that motivated her more.
She stood there debating what she should do. Lust and logic were battling for control as she remained frozen in her own kitchen.
She opened her mouth to speak, but instead, she stepped forward and pulled herself against him. He eagerly reciprocated, with his hands mirroring hers.
Their mouths came together in a much-anticipated kiss as they grabbed each other's ass. Their bodies pressed together as Ian's cock came to life between them.
Jennifer was impressed by his size.
It had been a long time since she had been with anyone as large as him, and she wanted him inside her.
The tension between them had built up over the previous weeks, and now it was spilling over in the middle of her kitchen, where her son, daughter, and god knows who could walk in.
None of that mattered.
Ian grabbed the hem of her shirt and pulled it up over her head, exposing her massive tits straining against her bra. She pressed against his chest, his bare skin feeling flawless against hers.
Ian quickly unsnapped her bra with unexpected skill. It fell to the floor as Jennifer sunk to her knees, her breasts rubbing against Ian's skin the whole way down. His now fully erect cock slid between them, leaving a smear of precum along her sternum.
She looked up at him as she took his cock in her hand, guiding it into her watering mouth. He still faintly tasted like pussy, and Jennifer couldn't help but wonder if it was Sarah's.
She knew she should be ashamed, but the idea of sucking Ian's cock after he fucked her daughter turned her on more than she had been in forever.
She bobbed her head with an eagerness that her husband hadn't received in years, if ever.
Ian leaned against the counter, letting her do all the work. He wanted to cum in her mouth, but he knew this might be the only time he got the chance to fuck her, and he didn't want to regret wasting it on a blow job.
Ian gently pulled Jennifer from his cock, fondling her breasts as he escorted her to her feet. Their lips interlocked again as he fumbled with the snap of her pants, eventually loosening them enough to push them over her ass. From there, Jennifer used her feet to lower them to the floor.
Her panties soon followed.
Ian slid his hand from Jennifer's breasts, over her stomach, and found her soaking wet cunt. He sank two fingers inside her, fingering her sloppy pussy as he continued to kiss her.
He'd dreamed about hooking up with her, even thought about her when he fucked her daughter, but never believed he would get the opportunity. She seemed like the type that would flirt but wouldn't step out on her husband, especially with the neighbor kid.
Ian couldn't wait any longer. He had to have her. Spinning her around he pushed her against the counter. Jennifer responded by bending over, placing her elbows on the marble, as she presented her ass to him.
He sank his fingers into her from behind as he kissed his way up her back. When he reached her neck, Jennifer turned her head and met his mouth with wet lips.
She'd always loved spontaneous quickies, but after Bobby was born, her husband stopped obliging her desires. He had never been into them, having preferred to keep things in the bedroom.
Now, the boy from down the street — the one who played with her daughter as a child — was fingering her from behind as her nipples stuck to the cold countertop.
"Fuck me, Ian. Fuck me with that impressive cock," Jennifer pleaded.
Ian immediately obeyed, pulling his slick fingers from her cunt and pressing his dripping shaft against her slit. He looked down as he pushed forward, wanting to see the instant he slipped inside and impaled her with his manhood.
He was now fucking the mother the morning after the daughter. The thought alone was almost enough to trigger his eruption.
He held it together through the first few critical strokes, slowly calming down and forming a rhythm that kept him from cumming too fast.
Jennifer's hips pressed against the counter as he slipped into her from behind. Each thrust pushed her forward, her nipples sticking to the surface, holding her breasts in place.
It was a unique stimulation, but one that Jennifer enjoyed. She had always liked her nipples played with, and now it was being done by her outdated marble.
She would have to try this again, with or without Ian.
Pleasure swept through her body like nothing she'd experienced since her early twenties.
Her husband was being put to shame. Ian was half his age but possessed twice the skill.
The tingling started in her toes as they curled against the tile and proceeded up her body, and soon she was shaking in ecstasy.
Ian grabbed her hips to thrust harder, no longer worried about holding out. He needed to cum with her. He wanted to fill her pussy as she clamped around him.
It was how it always played out in his fantasies.
"Oh yes, fuck me harder. Fuck me with that massive cock of yours. Pound my pussy. I want to feel you deep inside me. Fill me up like your father can't!" Jennifer screamed, not caring who heard her and not thinking about what she was saying.
Ian was confused about the comment regarding his father. Had Jennifer slept with him?
He would have to ask later, but his attention quickly returned to the present as his cock twitched and jerked, shooting load after load into his married neighbor's cunt.
He'd enjoyed fucking Sarah the night before, and Ashley and Candice joining had been amazing, but this was the highlight of the weekend. This was what he thought about when he jerked off.
Now it was reality.
Ian's seed dripped from Jennifer Murphey as his cock softened. He wanted to stay inside her forever, even as she relaxed her body and sunk against the cold countertop.
"What was that?" Sarah asked, sitting up in bed.
"Probably just Ashley or Candice fucking Ian," Bella murmured in response, her mouth full of Dee's nipple.
"It can't be. They left before I came up here."
"Oh, shit," Bobby said, "that's mom's voice."
"There's no way," Sarah said in shock. "Is there?"
"There's only one way to find out," Dee said, jumping off the bed and heading downstairs, not bothering to get dressed.
Bella was quickly after her. As was Sarah, not realizing she should cover up given what she'd just been doing.
Bobby had a little more sense, putting on boxers, but he also failed to realize it would be suspicious if he followed three naked girls down the stairs. Especially with one being his sister.
"What the fuck?" Sarah whispered to herself as she stood in the doorway, arriving in time to watch her mom orgasm.
Ian was fucking her from behind and had just finished unleashing his load inside her. Something he'd done to Sarah the night before.
She wanted to be jealous, but she'd snuck off to suck her brother's cock this morning, so she wasn't one to judge.
"Mom?" Sarah said, louder this time. "What the fuck?"
Jennifer reluctantly looked up, knowing she was caught.
Ian took a step back, his cock falling from her, a stream of cum following. The spunk ran down Jennifer's leg as she looked into the eyes of her eighteen-year-old daughter.
"I, uh, he, um," she stammered. "Your dad stayed at his sister's a little longer."
In the chaos, it took Jennifer a minute to process what she was seeing. When she did, she discovered that Sarah, Bella, and Dee were naked, looking like they'd been interrupted in the middle of their own fuck session.
Standing behind them was her son, wearing only a pair of boxer shorts.
His hard cock was visible through the thin material.
"If you don't tell your father what I was doing, then I won't tell him what you were doing," Jennifer said, hoping they could reach an agreement to ensure all of their secrets stayed safe.
"Only if I can lick your cunt clean," Dee said, eagerly sliding into position beneath her friend's mom.
Jennifer, Sarah, Bobby, and Ian sat in the living room, now fully clothed, staring at each other in awkward silence.
Jennifer had said they needed to talk. Everyone else assumed it was because she had been caught fucking Ian, but that was only part of the conversation that would occur.
"We will get into what happened with me and Ian, and I have some questions about what was going on upstairs, but there is something that all three of you should know," Jennifer said, barely able to make eye contact.
"Are you and dad getting a divorce?" Sarah asked. "It's okay if you are. He's been an idiot for years now."
"Well, we haven't talked about it, but I have considered it. That's not what I wanted to tell you, though."
"Ian wouldn't need to be here for that," Bobby said, nudging his sister playfully in a failed attempt to lighten the mood.
"All right, I'm just going to say it. Ian's your half-brother."
"Wait... what?" Sarah and Bobby said in unison.
"When I was pregnant with you, Sarah, your father cheated on me with Ian's mom. I hadn't been horny while pregnant, and apparently, they ran into each other at the store and bonded over lunch, drinks, and sexual frustration. There's more to the story, but it is not important right now," Jennifer blurted out. "I just wanted you to know before you get into a relationship or anything like that."
Ian and Sarah exchanged glances, with Sarah giving a shrug in response to the news.
Ian looked more concerned, but his confusion over the identity of his birth father was dominating his thoughts. The fact that he'd slept with his half-sister was extraneous and would have to be processed later. His whole world had been altered by the news.
He stood up, nodded apologetically to everyone, and walked out.
"Should I go after him?" Sarah asked.
"Let him go. He's got a lot to think about. Especially if I assume correctly that you two fucked last night?"
"Honestly, I am more concerned about him sleeping with you this morning than him being my brother."
"I know. I shouldn't have done that, but it was a long time coming. We've had a flirty thing going during our morning runs. When I saw him naked, I just couldn't help myself."
"I get that," Sarah responded. "Are you going to fuck him again?"
"I don't know, maybe. I have a lot to figure out with your father," Jennifer responded, "but I want to talk about you two. What was going on upstairs with the four of you? Are you two sleeping together?"
Sarah and Bobby looked at each other, neither wanting to break the other's trust but still wanting to be honest with their mother.
The tension was rising, and Bobby was about to crack and give his mother a half-truth, telling her that he hadn't done anything directly with his sister, but they were both involved with her friends, and things got carried away the previous night.
"It's okay if you are," Jennifer added before Bobby could speak. "Me and my brother experimented with each other more than I can admit in public. I just hope you're being safe. We don't want you having a child together."
"I'm on the pill," Sarah admitted, "Bobby made sure of that. But I have to admit, I think this might be more than just experimenting."
"Whatever it is, don't let your father find out. Or anyone that you don't trust. If word gets out... well, I honestly don't know what would happen, but I doubt it would be good."
"We will. If we get a chance to see where this is going. Being at different schools and all," Bobby pointed out.
"I'm sure you two will figure it out. I wish I had your courage when I was younger. Instead, I ended up married to your father, who, let's just say, isn't the most experimental of people."
"If dad isn't coming home today, should we invite Ian over for dinner?" Sarah asked with a mischievous grin.
If she'd taken the time to consider what she was saying, she wouldn't have opened her mouth. She didn't want to encourage her mother to cheat on her father, even if she fully understood why she would.
At the moment, however, she wanted more. More of Bobby. More of Ian. More of her relaxed and naughty mother.
"I would like that," Jennifer said with a smile.
When Ian got home, he sat alone in his room, pondering the new information.
The double blow of finding out his dad was not his biological father and he'd just fucked his half-sister was paralyzing and he sat in silence for the better part of two hours.
He began to process the new information--much quicker than he thought possible--and realized much of it didn't matter. At least not at the moment.
There would be a lot to unpack and probably years of therapy ahead of him, but, ultimately, he was still the same guy he was this morning when he was fucking his dream woman.
He didn't want that to be the last time they hooked up, and he knew that he would have to look past the other issues if he was going to make that happen.
When he started being open with himself, he realized he was far less concerned about sleeping with his sister than he initially thought he should be.
She'd been a childhood friend, and they'd already overcome that awkwardness. No one outside of the situation knew, so there would be no judgment if it got out they'd fucked. At least she was on the pill.
In fact, it would be far less than if people knew he'd slept with Jennifer.
He wondered how Sarah was doing with the new information. Was she traumatized by sleeping with him? He doubted it. It seemed like she was fooling around in the same room as Bobby, and maybe much more.
Was it possible that she and Bobby had been fucking as well?
All of this created more questions than Ian had answers for, but one thing was clear, he was getting aroused thinking about it.
When Ian realized he was excited by the taboo of the situation, he reached for his phone. He wanted to text Sarah and make sure she was all right.
In reality, he wanted to test the waters to discover if there was a possibility of continuing a relationship with her or her mother.
Especially her mother.
If he'd had time to think about what he was doing, he would've second-guessed himself. He would've let doubts and fears of being caught persuade him to steer clear of the Murphey's.
It would've been the safe move. Instead, he started to craft a text, deleting and rewriting it four times, unable to find the right words.
Sarah beat him to the punch.
Ian's phone dinged with an incoming text.
Sarah: Hey, I hope you're doing all right. I know that was a lot to process.
Ian: Surprisingly, I am, but thanks for asking. How are you?
Sarah: Good, it has been a wild summer on my end, so this seems like par for the course.
Ian: I'd love to hear about it if you are willing to share.
Sarah: How about dinner tonight? Our dad won't be home until at least tomorrow, and we thought it would be a good idea to talk things through, and maybe more if you are up for it ;)
Ian: I'll be there.
Ian didn't know if dining with the Murphey's was a good idea. He was still processing the revelations of earlier in the day and needed time to sort through what it all meant. His initial instinct was to decline their offer.
Then he remembered being balls deep inside Jennifer and how Sarah's mouth had felt around his cock.
The latter was incestual, but he still found it hot. Especially because he didn't fully grasp that Sarah was his sister. It seemed like a weird roleplay scenario.
Ian let his cock make the decision. It was full mast for dining with the mother-daughter duo he'd fucked in the last twenty-four hours, even if Bobby was going to be there.
The more Ian thought about it, the more he wondered what Bobby's role was. Was he sleeping with Sarah? Was he sleeping with Jennifer?
What had started as an innocent crush on his married neighbor had spiraled into a drama that saw Ian's life turned upside down. Not only had the dynamics of his family shifted considerably, but his understanding of what took place within a family was being tested.
Ian hoped that dinner would clear up what was going on.
Dinner started awkwardly, with Bobby, Sarah, and Ian silently sitting around the table as Jennifer finished the last touches of the meal.
Even when Jennifer finally sat down and everyone dug into their plates, the conversation was slow to develop. Eventually, Jennifer took control and explained everything she knew.
She told Ian how she found out about her husband's affair and how everyone involved agreed to keep it a secret, including his mother. She didn't think the man who raised him knew, but she couldn't be certain as those involved hadn't discussed the incident since its revelation.
As she spoke, she realized keeping it a secret from Ian had been a horrible idea, especially since it led him to inadvertently sleep with his sister.
She couldn't imagine the emotional trauma it had produced.
"I'm sorry this happened to you. It's completely our fault. We should've known better than to keep this from you," Jennifer said, bowing her head.
"Thank you, but honestly, I haven't even started to process it. Is it possible to keep the conversation to the four of us? I don't want to face my parents, or Mr. Murphey, about this yet," Ian responded. "In the meantime, I'm curious how this will play out. What does everyone want? What is even possible?"
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"Well, Bobby and I are leaving for college this week. So, I am not sure what is possible can match what I want," Sarah said with sorrow in her voice. "What do you want, Ian? When do you leave for school?"
"State's on the quarter system, so we don't start until late September," Ian paused, contemplating how to continue. "As for what I want... I guess I just want as much time with you as possible," Ian finished, staring at Jennifer.
"I would like that, Ian," Jennifer responded with a smile.
"So, I have to ask. What's the deal with the three of you? Are you all fucking, or just you two," Ian nodded towards Bobby and Sarah.
"Just us," Bobby responded, "it seems like our sister has a proclivity for her brothers. Is that something you are okay with? We can't have it getting out. Not that your and my mom's relationship is for public consumption either."
"If you'd have asked me yesterday, I would've been grossed out, but I'm no different than you. Even if I didn't know it at the time. It'd be unfair for me to condemn you for something I have done. Plus, I've got to admit I'm finding the taboo of all this very exciting."
"I was hoping you'd say that," Jennifer said seductively, "there's something I've wanted to try for a long time. We scratched the surface this morning, but I want to know it is happening this time. I never thought it'd be my children, but I have always wanted to have an audience while I had sex. What do you think, Ian? Are you in?"
Jennifer stood up and leaned over the table to collect the dirty dishes, which gave Ian a good look at her cleavage. She knew he couldn't resist peeking and hoped he accept the offer to fuck her again.
It was clear to Ian that the Murphey's had discussed this offer before his arrival, but that didn't matter. The whole day could've been a setup, and he'd still be game for another round with Jennifer.
"I'd love to, Mrs. Murphey."
While Jennifer retreated to her bedroom to freshen up and don a more fitting outfit, Bobby, Ian, and Sarah rearranged the living room.
They moved the coffee table aside, as it had been the first night Bobby and Sarah hooked up and replaced it with a makeshift bed of blankets and pillows. The only thing missing was a romantic fire.
Ian stripped to his boxer briefs and laid in the middle while Bobby and Sarah, still fully clothed, sat on the sofa. All of them eagerly awaiting the return of Jennifer.
When Jennifer emerged, everyone's jaws dropped. She was wearing a red mesh bra with black trim. Her large breasts were barely contained within the flimsy fabric, and her erect nipples were easily visible.
Her matching thong was covered by a see-through black skirt that failed to extend below her round ass, which she displayed to everyone with a playful spin.
A black garter that connected to a pair of black nylons completed the look.
"I've been waiting for a special occasion to break this out," Jennifer smiled.
Bobby and Sarah were shocked. They'd always known their mom was attractive, but her normally reserved attire made them overlook her sexuality.
Now, they realized their mom was not only a highly sexual being but someone to whom they were very much attracted.
Watching her fuck Ian was going to be more fun than they thought.
Ian laid back as Jennifer straddled him, her soaked panties inches from his covered bulge. She braced herself against his chest as she slowly and seductively lowered herself.
Soon her weight was on him, with her breasts pressing into his bare chest as she gently ground her pussy against his member. Their lips met timidly at first, but the kiss quickly grew into a combination of lust and passion.
The lovers quickly got over any insecurities.
Bobby and Sarah looked on as things heated up, their arousal growing with the action. At first, they were content to watch, but soon their hands slipped inside their pants.
As they played with themselves, they wondered how they'd gone from a normal family to whatever this was in such a short period.
Jennifer slipped down Ian's body, dragging her breasts against his smooth skin, stopping with her face above his cock. She could see a wet spot from his leaking precum, and he could feel her warm breath through the cotton of his underwear.
She pulled the elastic, and his cock slipped free as she quickly disposed of the undergarment and began to tease him, kissing her way up his legs. As her hands slid across his skin, sending chills throughout his body, the anticipation built for what he knew was coming.
With her face inches from his exposed cock, Jennifer gently took him in her hand. She kissed to the base before slipping one of his testicles into her mouth.
She could fit both of her husbands, but Ian's balls were too big.
She stroked him, slowly increasing the tempo as she swirled her tongue. She was intent on making the experience last and didn't want to rush, but she also yearned to feel his cock inside again.
By now, the onlooking siblings' pants were on the floor, and they'd started to play with each other. Their attention was still focused on their mother and Ian, but they knew it was only a matter of time before they joined them on the floor.
Jennifer took Ian's shaft into her mouth. She couldn't deep throat like her daughter, but she was orally talented nonetheless. Her tongue teased Ian's head as she stroked his shaft, occasionally plunging her mouth as far down as possible.
Ian ran his fingers through her hair as she bobbed on his rod. He knew he couldn't take much more but wanted to get as close to cumming as he could.
He gripped her hair, anticipating pulling her from his cock at the last second.
As Jennifer pleasured him, Ian glanced at his newly discovered half-siblings, now naked with their hands playing with each other. Their eyes were focused on their mother devouring his cock.
Jennifer kept going, intent on making Ian cum.
She knew he was young and would easily get hard again.
She grabbed his hands and pinned them to the ground. She arched up, forcing her mouth down on his cock. Faster and faster until he started to writhe beneath her.
His cock jerked as she gobbled as much of him as she could, swallowing as he pumped out his load.
By now, Bobby and Sarah were ready to dive in, as their lust had shaken all reservations about involving themselves sexually with their mother.
Sarah crawled towards her mom, she grabbed her head in her hands, kissed her deeply, and tasted Ian's cum on her lips as their tongues danced.
Bobby was quickly behind Sarah, with his fingers slipping through the folds of his sister's cunt.
Breaking from the kiss with her daughter, Jennifer positioned herself above Ian's face and lowered her pussy, eager for him to return the favor of an orally induced orgasm.
Sarah bent forward, taking Ian's deflated cock in her hand as she kissed his stomach, attempting to coax him back to full mast.
Bobby flipped to his back as his sister lowered her pussy. He reached out his tongue and tasted her as the foursome took shape.
Bobby grabbed his sister's ass and pulled her down, sucking her clit into his mouth. He slid a thumb inside her as his left hand scratched along her back.
Jennifer ground on Ian's face, her clit the focus of his attention, as his hands explored her body. One hand settled on her breasts while the other fingered her from behind.
It wasn't the best oral sex she'd had, but the stimulation of the whole situation had her on the edge of orgasm.
Sarah was taking her time reviving Ian's cock, knowing she and her mother would cum before it was needed again. Nevertheless, Ian regained his volume, filling Sarah's hand as she licked and kissed just behind her mother's butt.
Glancing sideways, she could see Ian's fingers disappearing into her mom's slit as he sucked her clit into his mouth.
Jennifer was the first to reach her climax, her body shaking above Ian as his fingers dug into her breast. She lurched forward, catching herself with one arm, continuing to grind, and making sure she wrung every ounce of pleasure from the young man's mouth.
Seeing her mother climax pushed Sarah over the edge.
Her brother, sensing the onset of her orgasm, sucked hard on her clit and plunged his fingers deep inside her.
Sarah let go of Ian's dick and collapsed forward, her cheek pressing against his balls.
She couldn't believe any of this was happening. A month ago, she was a virgin, and now she was getting eaten out by one brother while her head rested in the lap of another, who, in turn, was eating out her mother.
Her father would've had a heart attack if he knew what was happening.
As the mother and daughter recovered from their orgasm, the group snuggled together on the bed of blankets, not knowing where the rest of the evening would take them.
Conventional boundaries were crumbling by the second while sexual desire was taking over. No one was sure where things would end or if there were limits the others were not willing to cross.
Sarah was the first to regain her composure and slid on top of Ian. While she preferred Bobby's cock, Ian was new and shiny, plus she wanted to allow her mom to be filled to the brim by her son.
Ian moaned as Sarah slid her moist lips across his head. She repeated this several times, her folds parting just enough to tease him, but he did not find his way inside her until she guided his rod with her hand.
Sarah started slow but made sure to put on a show. She sensually ran her hands over her body until Ian took the hint and replaced them with his rough fingers.
She swirled her hips, accentuating the motion as she leaned her head back, her hair draping down her spine.
Jennifer and Bobby watched, in awe of Sarah's sexuality. Neither had thought her overtly sexual before this summer. Now they knew she'd been hiding it from them, keeping it a secret until she was comfortable unleashing it upon the world.
Bobby wanted to slide behind his sister and cup her small breasts but was distracted by a pair of skilled lips encircling his cock.
Jennifer took her son into her mouth, wanting to fuck him but not ready to take the incestuous plunge quite yet. She was shocked at how big he was and marveled at how her daughter could deep throat him.
As her daughter moaned next to her, Jennifer's lust grew, knowing it was only a matter of time before she was riding her son's cock.
Sarah grew more vocal as she picked up the pace, with Ian pinching her nipples as she bounced on top of him. She played with her clit, delivering the extra stimulation she needed to climax. Within minutes her pussy was clamping down around Ian's member, coaxing him to cum with her.
"Fuck yes, cum with me, Ian. Cum inside your sister," Sarah cried out as her body twitched and jerked.
Ian wanted to last longer, but the contractions around his dick were too much, and he let himself go. His cock spasmed as he spewed shots of warm cum inside Sarah, moaning as she continued to ride him, even as semen leaked from her cunt.
Watching her daughter get filled with her half-brother's seed caused Jennifer to do the unthinkable. She slid up Bobby's body and slipped his cock inside her.
Her son filled her as no man had before, causing her to pause as she bottomed out on top of him.
Where did these boys get their girth from? Her husband was nothing compared to them.
"Oh my God, you're so big," Jennifer moaned, already forgetting about the taboo of the pairing.
As Sarah collapsed on top of Ian, her mom steadily increased her efforts, her impressive breasts bouncing along.
Bobby cupped them, pinching the nipples as he massaged the mammaries he once suckled as a child. They were big and firm like Ashley's, but they felt different, the tissue having changed from breastfeeding, causing them to sag slightly. Still, they felt heavenly in his palms.
Mother and son stared into each other's eyes. Jennifer was determined to cum, and hoped that Bobby would follow Ian's behavior and fill her with his seed.
The two were so engrossed they were surprised when Sarah's hands joined Bobby's in massaging their mother's breasts. Her body pressed against her mother's back, urging her on as she grew closer.
"Cum for me, mommy," Sarah whispered in Jennifer's ear, "make my brother fill you with his jizz."
"Yes, yes, whatever you want baby. Pinch mommy's nipples. Pinch them hard," Jennifer responded.
Bobby released his mother's breasts, leaving them to his sister. He grabbed Jennifer's hips, holding on as he thrust into her, meeting her halfway with each stoke as their bodies collided in sexual bliss.
Jennifer pitched forward, her hand bracing herself against her son's chest. The first waves of her climax surged through her.
Sensing this, Sarah slid her right hand between her mother's legs, flicking her clit as her cunt began to contract around Bobby's shaft.
Ian wanted to get involved, but he knew what was happening was between the three of them.
It was remarkable, and Ian felt lucky to be allowed to watch but still felt like an outsider and knew there'd be more sex before he left for college. For now, he was content watching.
Jennifer screamed out as she hadn't in years, her body rocked by a powerful orgasm. She struggled to keep riding Bobby but found the motivation to push on as she felt his cock twitch inside her.
Bobby's head flung back as he came, pumping his load into his mother's welcoming cunt.
It would take days for him to come to grips with their newly formed sexual relationship, not fully comprehending it until after he'd left for college.
At the moment, however, Bobby knew only bliss.
As their orgasms died, Jennifer collapsed forward with her tongue pushing into his mouth as they tenderly kissed. His cock softened inside her, slipping from her ravished cunt, with his cum leaking from her lips.
Sarah snuggled with Ian, and once again, the foursome rested as their naked bodies recovered. None of them thought about the consequences of what was happening, only about the pleasure it brought.
Late Night Truth or Dare Ch. 07 - Incest/Taboo
Bobby and Ian celebrate Halloween in different ways.
11.1k words
4.6
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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 seventh chapter in the Late Night Truth or Dare Series. 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.
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Late Night Truth or Dare - Halloween
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The end of summer break meant the gang had to split up. Bobby returned to college, eager to finish his senior year, while Sarah, Ian, and the other girls set off to start their college experience, now more apprehensive than they'd been at the end of high school.
Jennifer was left at home, alone with her husband for the first time in eighteen years, a proposition she wasn't looking forward to. Maybe if he was the guy she wanted him to be, but as it was, she knew she would miss Ian, even if they'd only had a few short weeks together.
Toward the end of October, Bobby and his roommate John began to plan for their annual Halloween party. Each year they tried to go bigger and more outrageous, and with it being their last at school, they strived to host a party that would be talked about in school lore.
For Bobby, however, the party would not be complete unless it involved his sister and hopefully several of the other girls as well. He'd missed them since returning to school, more than he had let any of them know, and inviting them was on the top of his list, right above securing the kegs for the party.
"Hey, Bobby, you got any girls to invite to our Halloween party? It's turning into a sausage fest," John asked as he leaned through Bobby's door.
"I got a few. But maybe we shouldn't invite so many guys? Parties are always more fun when you can actually move in the house," Bobby replied.
"If you say so. I prefer to crowd surf to the keg, but to each his own," John retorted. "What about those chicks you were hanging with over the summer?"
"My sister's friends?" Bobby asked.
"Yeah, those freshman sluts," John badgered Bobby. "I know they don't go here, but you think they'd make the drive? I've got a hankering for some teenage pussy."
Bobby rolled his eyes.
"Dude, you got to cut that shit out. Have some class from time to time," Bobby chastised John. "Even if they showed up, they're not going to fuck the likes of you."
"What? I'm not their type?" John asked. "Who is? You? What do you have that I don't?"
"Manners, muscles, brains," Bobby teased his roommate. "Oh, and a big fucking dick."
"Fuck you, man," John said as he shook his head and laughed. "I've got manners when I want," he finished with a smile.
"Let's hope you take a shower before the party this year. Maybe some girl will talk to you then," Bobby continued to lay it on.
"I would say you're one to talk, but the girls can't seem to get enough of you this year," John said suspiciously, "yet, you haven't fucked a one of them, have you? What happened? Did you go and fall in love with one of these hometown broads?"
"Something like that," Bobby replied.
Bobby hesitated as he stared at his phone. It'd been two months since he last saw the girls, his mom, or Ian.
He'd kept in close contact with his sister Sarah, sharing erotic texts and nude photos almost daily, while Ashley, Dee, and Candace called him from time to time for phone sex.
He hadn't talked to Ian, but his mother constantly informed him what his half-brother was doing. It looked like he would make the baseball team. His grades were passable, and he looked as good as ever naked.
He didn't need to know that last one, but his mom liked to through it in to keep him humble.
As for his mom, Bobby had only had brief discussions about their encounter to end the summer, but from what he could tell, everyone was still happy and had no regrets. He wasn't sure what would happen when they got together over Winter Break, but he was looking forward to it.
Everything was going as well as could be expected.
Except for Bella. No one had heard from her since she left for college.
The girls were starting to worry that she'd freaked out about the events over the summer. Then again, she could just be distracted by the first few months of college... or a new guy.
Bobby had promised to invite them all to the Halloween party, but he was nervous to see them. Specifically, he was anxious to see them around other people -- ones that didn't know what had happened.
Unlocking his phone, he typed a group text.
Bobby: Hey everyone. Me and my roommates' Halloween party is coming up. The theme this year is Slutty [Blank] Masquerade. Like, Slutty Nurse, Slutty Cat, Slutty School Girl ;) You're all invited if you can make it.
Sarah: I've got just the outfit :)
Candace: Me too!
Bobby: I thought you two would like that.
Ashley: I've got to go shopping.
Sarah: You should match me and Candace. Bobby can be our hot teacher!
Bobby: I'm in.
Ashley: Send me the link
Candace: Ashley, your boobs will be ON DISPLAY in that outfit!
Ian: Sounds like a hell of a party, but I've got other plans.
Sarah: What could be better than this?
Ian: Your mom :)
Bobby: You're not wrong. Say hi for me.
Dee: Say hi to Jennifer for me too ;) But I can't come. I've got a boyfriend. Sorry, Bobby. I've been meaning to tell you.
Bobby: No worries, Dee. I'm happy for you. I hope he's a good guy. Will you bring him home for Christmas?
Dee: That's the plan.
Bobby: Has anyone heard from Bella?
Ashley: Only a rumor that her family moved back to Mexico.
Sarah: I hope everything is alright with her.
Bobby: Me too. I'll send you all the deets for the party when we finalize them.
Sarah: Don't tell anyone I'm your sister ;)
Ian sat at his computer, still sweaty from his workout. He needed a shower but wanted to check his email while his roommate was still in class.
He found what he was hoping for -- a new message from Jennifer.
Hey, my sexy college stud. I've been thinking about you a lot, and I miss your cock, SO much. My husband hasn't fucked me since our last romp. I know you're probably happy about that, but I am dying to be fucked. Think you can help me out?
I've told him I have a conference over Halloween weekend and booked three nights in a hotel near your campus. Get your homework done because I don't plan on putting on any clothing the entire time I'm there ;)
xoxox
Jennifer
Attached to the email was a selfie taken from an outstretched arm above Jennifer's naked body. She was lying in a bed of white sheets, with the top sheet seductively wrapped around her legs and stomach.
Her large breasts were visible, only sagging slightly to the side, despite her breastfeeding two children and being in her forties.
Her free hand covered her pussy, but Ian saw two fingers inside her.
He never tired of the photos she sent him, especially ones of her playing with herself.
Ian dropped his shorts and quickly stroked his erect shaft, wanting to cum before his roommate got home.
"I've got three girls coming from back home. Any luck balancing out the numbers on your end?" Bobby asked John.
"I threatened to revoke some invites if they didn't bring girls, so I think we'll be good," John said. "So, what are their names, and are they hot?"
"Ashley, Dee, and Sarah," Bobby responded, "and fuck yeah, they're hot. But like I keep telling you. They ain't going screw your dirty ass."
"Which one's yours? I'll keep my charms away from her," John joked.
"Sarah. Except, well, never mind," Bobby said, changing his mind about claiming all three girls.
If they wanted to sleep with other guys, he wouldn't stop them. Of course, he wanted to fuck all three, but that was a lot to ask at a party filled with plenty of other guys to distract them.
Although, if he did, he'd be a legend amongst his friends.
"How many people will be here?" Bobby asked.
"I know forty that said they'd show, so with walk-ins, it will probably be around sixty or so," John responded.
"That should be fun. As long as the cops don't show as well," Bobby said.
"I've talked with the neighbors, so we should be good. Just make sure to lock your room," John said, starting to laugh. "You wouldn't want anyone fucking in your bed again."
Jennifer: Hey sexy, I just checked in. My room is 609. Bring a change of clothes and a toothbrush. You won't need anything else ;)
Ian: I'll be there in 30.
Jennifer: I can't wait. I'll order room service for later.
Ian's phone dinged with another message, this time a photo.
Jennifer stood in her hotel room, already wearing a white robe. She had pulled the robe to one side, revealing one of her impressive breasts. Her nipple was red and swollen like she had been pinching it before she took the photo.
Ian's cock twitched.
No matter how many nudes Jennifer sent him, he didn't get used to them. Every new one brought excitement, and every time he thought about how lucky he was to be able to hook up with the woman of his dreams. If only they weren't separated by several hundred miles with him at college.
There was no separating them this weekend.
Ian arrived at the hotel, marveled at how nice it was, and picked up the keycard Jennifer had left for him at the front desk. She'd told him to come in when he arrived, with no need to knock.
Ian assumed she would be in the shower, or maybe the bath, but when he opened the door, he was disappointed.
Jennifer was asleep.
She looked sexy, curled up in her robe on top of the duvet, but it wasn't what Ian had hoped for.
All day his dick had been leaking in anticipation of renewing his fling with Jennifer. He'd imagined walking into her bedroom, tossing her naked body on the bed, and having his way with her, just as she liked it.
Instead, he stripped his clothes, donned the other robe, and lay on the bed behind Jennifer, carefully slipping his arm over her and snuggling against her as she continued to sleep. Soon Ian joined her.
He was exhausted from school and off-season workouts for the baseball team. He hadn't expected this much work from either, and having to cram to free up his weekend had put him over the limit.
If Jennifer had been awake, he would've found the energy, but given the opportunity, he slept like he needed to.
Knock, knock, knock! the door sounded, startling the sleeping lovers awake.
"Room service," a female voice announced on the other side of the door.
"Coming," Jennifer responded, groggily climbing out of bed, leaving Ian lying where he was.
Ian closed his eyes and let his head fall back to the pillow as Jennifer dealt with the food.
Jennifer opened the door to see a petite young woman, probably a college student, standing behind the cart.
She was pretty but hadn't worn any make-up, and the bags under her eyes gave away her lack of sleep -- definitely a college student.
"Come in. You can set the food on the table," Jennifer said to the brunette. "Let me get you a tip."
"No need," the girl said, smiling and glancing at Ian. "That's tip enough."
Jennifer glanced at Ian, who appeared to be asleep again, and noticed his robe had fallen open and revealed his impressive dick. His impressive and erect dick.
Jennifer nodded as she held the door open for the girl.
"I hope you and your... " the girl paused.
"Friend," Jennifer filled in.
"Have a nice evening," the girl continued. "If you need anything else, you can reach me directly at this number," she continued, handing a business card to Jennifer. "My name's Colleen."
The door closed, and Jennifer stared at the card, not knowing what to think.
"Is the food here?" Ian asked, slowly waking from his much-needed rest.
"The food can wait," Jennifer said, dropping her robe and climbing onto the bed.
Sarah: Hey bro. We're running late and won't be there until around 10 pm.
Bobby: No worries, the party won't heat up until around then, anyway. I can't wait to see you (and Ashley and Candace). I miss those schoolgirl costumes ;)
Sarah: You've GOT to see Ashley. Her boobs are popping out all over the place. Not to mention her ass!!!! Want a pic?
Bobby: No. Surprise me. I am sure all the guys will be drooling over the three of you.
Bobby put his phone back in his pocket and returned to work prepping for the party.
They had three kegs of cheap, light beer, several handles of bottom-shelf liquor, and an array of mixers. They'd ordered an ice luge, scheduled to arrive around nine, and John had borrowed a shot-ski from a frat-bro friend.
Beer pong and cornhole were in the backyard, and all the neighbors had been invited or bribed to keep them from calling the cops, not that they expected any problems as Halloween was the biggest party night of the semester and they were not the only party on the block.
Inside, someone had set up a stripper pole in the living room, not that anyone was expected to use it, as the crowds would be too dense, but it sent the message that this was a party where you could let your inhibitions down -- if the theme hadn't already made that clear.
Around eight, the early birds started arriving. They were mostly dudes looking to get wasted before the crowds slowed down access to the kegs.
Almost everyone that showed up had taken the slutty part of the theme to heart, with most of the guys going shirtless and many wearing Speedos or other tight clothing that showed off their probably stuffed bulges.
Around ten, the girls came flooding through the doors, packing the living room with more skin than a Las Vegas pool.
Everywhere Bobby looked, there were short skirts, bras, teddies, unitards, and even some pasties. The girls started dancing after a few drinks, and the guys followed soon after.
The music was loud, the temperature hot, and everyone was having a good time, except Bobby, who sat on the front porch waiting for his three friends to show up.
Around ten-thirty, he saw his sister's car drive past the house looking for parking. About five minutes later, the three girls came walking down the sidewalk. They burst into a run when they saw Bobby.
They all reached him at the same time, wrapping their arms around him in a group hug. Bobby tried to reciprocate, but his arms were pinned to his side by their ample amounts of exposed flesh.
Sarah kissed him, her mouth opening to his, as the over girls rubbed their bodies against his.
It felt good to make out with his sister in public for the first time. Finally freed from neighbors and acquaintances who knew their true relationship.
"Damn, you girls look hot," Bobby said, stressing the hot.
The three had made good on their promise to wear matching slutty schoolgirl outfits. Candace wore the red plaid she had modeled for Bobby in August, while his sister donned the gray and white version he'd bought her at the same time.
Both of their asses showed beneath the skirt, with Candace wearing a pair of red lace panties and his sister sporting a pair of plain white cotton undies.
Ashley was on another level. The outfit was designed for women with smaller assets than hers. It fit the slender frames of Candace and Sarah perfectly, but Ashley was spilling out of it in all the best possible ways.
Ashley had chosen to wear a thong, which showed off her entire ass, making it look like she was pantyless from the back. Up top, the tiny white collared shirt that tied across her breasts barely covered her nipples and allowed a significant view of her areolas. She'd had to tie it so tight that it dug into the flesh, causing her breasts to spill out in all directions.
To top it off, pinned between Ashley's compressed boobs was the little black tie that hung freely from Candace and Sarah's neck. She looked like she was getting titty fucked by a long and skinny black dick.
The three topped off their costumes with lace masks strapped tight against their faces.
"Look at you, sexy teacher-man," Sarah half-joked.
Bobby was wearing a tweed suit he'd bought from a thrift store, but he'd foregone a shirt underneath the jacket. His toned pecs and impressive abs were visible beneath the brown fabric.
"I better look sexy because this shit itches," Bobby laughed.
"Maybe we need to get you out of the jacket," Ashley suggested.
"Fuck, girls. I'm not sure I want to introduce you to anyone looking like this," Bobby said.
"What? You afraid we're going to hook up with someone else?" Sarah teased.
"No. I just don't want to waste time getting you to my bedroom," Bobby responded.
"There'll be plenty of time for that," Ashley smiled, "but first, I want to dance."
As they entered the house, the bass thumped in their chests, and the hems of the girls' skirts bounced with the beat.
"Oh my God, Ashley, look at your breasts," Candace screamed.
Ashley's boobs were vibrating to the music as well. Each pulse of bass sent shockwaves through the fleshy skin. Ashley played into this and started bouncing to the beat, accentuating the already visible movement of her tits.
Candace and Sarah quickly joined in with Ashley's bouncing. Their three skirts flew up every time they landed, ensuring everyone looking got a full view of their asses.
Sarah grabbed Bobby and pulled him into the middle of the action. He slowly found the rhythm and jumped with the girls. All four bounced off each other, their bodies colliding as their hands held them together.
The collisions extended beyond the four of them. The party was so packed that it was impossible to dance in the living room without bumping into other people, making it sexier for everyone.
The girls got plenty of stares but were not unique in how they dressed. There was plenty of skin showing from both the guys and girls of the party, leaving people with plenty to draw their attention.
Sarah turned her ass to her brother's crotch, grinding against him as his hand cupped her breasts.
Candace moved in front of Sarah and imitated what she was doing to Bobby. Her skirt rode up as she rubbed her butt against her friend. Sarah didn't limit her hands to Candace's breasts and slid one hand down the front of her skirt, reaching for the dampness that had already formed.
Ashley slid in behind Bobby, reaching her hands around to fondle his bare chest. She found the jacket cumbersome and quickly pulled it from his shoulders.
Tossing the jacket aside, she returned her hands to his front, with one grabbing his chest and the other reaching for the button of his pants. She quickly made it inside his trousers, reaching for his growing member, as the four truly danced like no one was watching.
"Holy shit, you didn't tell me there was a stripper pole," Ashley blurted out before she could pull Bobby's cock from his pants.
"Are you considering a new career?" Sarah joked.
"No, but I've been taking aerobic pole dancing classes at the rec center," Ashley responded, "it's a perk of going to a state school."
"All right, hotshot, show us some moves," Bobby dared her before clearing room around the pole.
Bobby leaned against the wall with Candace to one side and Sarah to his other. His arms reached around their petite frames with his hands full of A and B cups.
Bobby looked around the room as Ashley grasped the pole, slowly walking around it in preparation for her routine. His eyes caught John standing across the room with a slack jaw, unable to comprehend what he saw.
Bobby had told John he was fooling around with his friend Sarah but hadn't told him that it was much more than her. John was unprepared to see the three girls drape themselves over Bobby.
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Or for anyone to actually use the stripper pole.
Everyone in the house had stopped what they were doing and was now watching Sarah. She seemed oblivious to the attention and acted like she regularly danced in front of large groups wearing such revealing clothing.
She took a short run around the pole and jumped, quickly lifting and flipping her body upside down. Her skirt flopped around her waist, revealing her round ass and the front of her thong, where a large damp spot was visible.
Everyone cheered, whooping and hollering as she spun upside down.
She spread her legs wide and then wrapped them around the pole, supporting her weight and letting her hands fall toward the floor. As she did this, her breasts fought to free themselves from her top.
The more she repositioned herself on the bar, the looser her top became, and as she reset, jumping onto the pole a second time, her top fell to the floor.
A second, larger cheer erupted from the assembled.
Ashley continued to put on a show, unconcerned about her breasts being exposed to the group of strangers. She'd be gone in the morning and would never see any of them again.
As she ran out of moves, she found herself standing with her back to the pole, staring at Bobby and her two friends. She extended her hands over her head, sliding them along the pole until she couldn't reach any higher.
She suddenly dropped into a squat, bouncing at the bottom as she settled, still leaning against the pole. She slowly lowered her hands, running them over her face and then her breasts as she maintained eye contact with Bobby.
Licking her lips, Ashley slid one hand below her skirt and ran her fingers over the dark spot on her panties. When she reached the top of her underwear, she slid her hand back down. This time inside the cloth.
She slipped inside her soaked pussy, her hand visibly pumping under the thin fabric. The crowd grew hushed as she'd taken the performance further than anyone would have believed.
Pulling her panties aside, she played with herself out in the open as she slowly bounced, still in her squat. Her fingers worked on her clit as she sought to bring herself to orgasm in front of the entire party.
Bobby had now slipped his hands from his companions' breasts to the inside of their panties. His fingers rubbed against their clits as they played with his cock under his boxers.
Ashley grabbed her breast and arched her back as her body began to tingle. Her climax came in waves as she shuddered in front of everyone, moaning and panting as she fought to stay upright.
With one last shriek, she fell forward, landing on her hands as knees, as she breathed deeply, her breasts heaving beneath her body. She was alone and vulnerable in front of a crowd of onlookers who had no idea what to do.
Bobby stepped forward, helped Ashley to her feet, and escorted her to his bedroom as the spectators broke from their daze and gave her one last round of applause, with a few people even tossing dollar bills in her direction.
Ashley landed on her back in the middle of Bobby's bed as Candace and Sarah stepped through the door, closing it behind them.
"Fuck me, Bobby," Ashley begged. "Fuck me hard," she finished as she pulled her knees up and spread her legs, exposing her sopping cunt for the three to see.
Bobby almost dove onto his bed, landing with his face inches from Ashley's pussy. He wasted no time sucking her clit into his mouth as he reached up with one hand to grab her chest and slid two fingers into her slit.
Candace and Sarah worked on pulling Bobby's pants off before they climbed on either side of Sarah, each sucking a nipple into their mouths. Their hand roamed their friend's body as she writhed with pleasure beneath them.
"Fuck me already, you dirty fucking slut of a teacher," Ashley screamed.
"Whatever my slutty student needs," Bobby responded as he kneeled before Ashley, his hard cock stretching for her slit.
He pushed forward, piecing Ashley with his rod. Her hips pushed up to meet him as he thrust down into her as he braced himself above her and the other girls' heads.
His thrusts were fast and hard, splitting her open as he buried the length of his shaft inside her.
No matter how many times Ashley got fucked by Bobby, she couldn't get over how much he filled her. None of the college boys she'd fucked in the last month could compare to him.
"Fill me with that cock, then fill me with your cum," Ashley begged.
Bobby glanced at Candace and Sarah, seeing if they objected. Neither did, with both giving a go-ahead nod of the head.
Bobby slammed against Ashley as he fucked her hard and fast. There was no holding back and no saving himself for later. He was going to cum inside her.
If Candace and Sarah wanted his cum, they would have to revive him for a second or even third round.
Candace continued to suck on Ashley's breast as she slipped one hand to her clit, rubbing furiously just above Bobby's penetration.
Sarah made out with Ashley, kissing her deeply as she massaged the un-suckled teat of her friend.
Ashley was the center of attention, just as she liked. She'd performed her strip tease, and in return, she would cum at the hands -- and cock -- of her three lovers.
"I'm almost there. Keep going. Harder Bobby," Ashley commanded.
Ashley screamed as her body convulsed, trembling and shaking against the bed. Waves of sensual joy swept through her as she closed her eyes and bit her lip, letting herself float away.
Bobby felt her clamp around him -- just the sensation he needed to be pushed over the edge. His cock jerked, twitched, and shot his load into her, filling her cunt with his seed, just as she'd asked for.
The other two didn't let up until Ashley's body lay limp beneath them, and even then, they continued to gently play with her breasts, unwilling to give up after being without her for two months.
Bobby pulled his cock from Ashley, his cum seeping from her slit, and sat back on his knees as he recovered from his effort. He never grew tired of seeing his cum leak from a cunt, even if he knew it brought the potential for pregnancy.
Candace started to move to lap up the leftovers, but Bobby stopped her.
"Just clean the outside. I want to make sure some of me stays in her," Bobby instructed.
"Why?" Ashley asked as she started to recover her senses.
"I have a mission. If you choose to accept it," Bobby said with a wicked smile.
"I love missions," Ashley said excitedly, "does it involve sitting on your sister's face?"
"Not on Sarah's," Bobby responded with a smile.
"Who's then?" Ashley said.
"Did you see my roommate John? The shirtless black guy dressed as a pirate?" Bobby asked, still not convinced an eye patch counted as a mask. "I want you to ride his face. Make him eat my leftover cum from your pussy, then leave him unsatisfied after you get yours."
"Sounds hot," Ashley responded, "but it would be hotter if he came inside me as well. With all this wild shit we've done, I've still never had two guys finish in me on the same night."
"If that's what you want. Just make sure you use a condom," Bobby replied.
"Don't worry," Ashley responded with a smile, "he won't get me pregnant."
Ashely hopped out of bed, grabbed one of Bobby's dirty t-shirts, and bounced out the room before anyone said anything else.
Bobby, Candace, and Sarah sat on the bed staring at each other for a second, unsure what to do next.
Sarah made the first move, diving at her brother and pinning him to the bed.
"If Ashley's not going to ride my face, then I'm going to ride yours," she said as she straddled her brother's chest and stared into his eyes.
As Sarah slid above Bobby's face, Candace took his flaccid dick into her mouth, licking and sucking the remains of his and Ashley's sex.
"Ashely tastes so good on your cock," Candace said as she tried to coax Bobby back to life.
Candace's efforts were less productive than Bobby's. Sarah was already moaning and clutching at her breasts as she ground against her brother's mouth.
Bobby sucked and licked Sarah's clit as she pressed her thighs against the side of his head, trapping him beneath her -- there was no other place he'd like to be.
"Candace, suck my tits," Sarah instructed as she neared orgasm.
She would've cum without the assistance, but as Candace took her nipple between her lips, Sarah knew her orgasm would be massive.
Sarah hadn't slept with anyone since leaving for college, and she'd been anticipating being with her brother ever since he'd told her about the party.
She had arrived hot and horny and would've fucked him on the front porch if she'd been allowed. Now she was finally going to cum, although she still craved to climax around his massive cock.
"Yes, yes, yes!" Sarah cried out as she drove her cunt against Bobby's mouth. "I'm fucking cumming!"
Candace sucked harder as her friend climaxed, pulling her nipple between her teeth and dreaming about her own orgasm.
She was wet and ready and, like Sarah, wanted Bobby's cock inside her as soon as it was awake.
Sarah collapsed forward, freeing her brother's face from her crotch. She lay face down with her ass in the air, her freshly eaten pussy on display.
Sarah's orgasm had tempted his cock back to life, and he knew she wanted it.
Bobby had been good about spreading his love and attention to all the girls he was involved with, but, right now, he only wanted his sister.
Flipping over, Bobby positioned himself behind his sister, pressing the tip of his cock against the slippery slit of her vagina. She was still recovering from the eating he'd given her but was ready to take him inside.
"Slide in front of her," Bobby told Candace.
Candace obeyed and slid her groin just in front of Sarah's face. Sarah wasn't ready to eat her yet, but Candace knew she would dive in after Bobby got her going again.
Bobby pushed forward, driving into his sister from behind. The summer felt like an eternity ago, and he'd started to wonder if they'd be able to pick up where they left off.
He still had a hard time believing he was able to fuck three girls in one evening, let alone that one of them was his sister, but here he was, balls deep in Sarah, the second cunt he'd been inside in the last hour.
Having already cum, Bobby was free to unleash his full potential against his sister. He slammed into her over and over, with her face inching closer to Candace with each thrust.
As Sarah's arousal increased, so did her energy, and she grew eager to taste her friend as her brother fucked her from behind.
Bracing herself against Bobby, Sarah slid forward until her mouth met Candace's pussy. Candace was soaked due to playing with herself as she waited for Sarah to recover.
Sarah's tongue flicked her friend's clit, slowly at first, but with increasing intensity, as she stabilized herself amidst the onslaught from her brother.
Initially, she wanted to make Candace cum, but as she felt her second orgasm building, she knew she would only maintain Candace's arousal for when she got her turn with Bobby.
Candace leaned back on the pillows as Sarah ate her out. She stared into Bobby's eyes, seeing the lust inside them as he fucked his sister from behind.
Candace had never paid attention to the look in Bobby's eyes, but now she was curious how it differed when he was having sex with different girls. Was there more desire when he was inside Sarah?
As much as Candace wanted Bobby, she knew she would always be at least second on his depth chart. She was probably even lower, as she could not compete with Sarah. Nor could she provide him with anything different like Ashley's perfect breasts.
These thoughts raced through Candace's head, distracting her from the mouth servicing her, but she was snapped back to reality as Sarah cried out and pulled away from her cunt.
"Oh my fucking God, I'm cumming," Sarah screamed as he body convulsed in her second orgasm of the night.
Sarah clamped down on Bobby's dick as he continued to fuck her hard, pulling her hips back to meet his thrusts. He didn't stop until she collapsed forward with her face landing in Candace's lap.
Sarah was completely spent from her two eruptions and needed to recover, but Bobby was just getting started, and Candace was eager for her turn.
Sarah rolled to her side as Candace slid down to meet Bobby. There was little interruption as Bobby positioned himself above Candace as she grabbed his cock, guiding it to her entrance.
Bobby pushed inside, noting the differences between her and his sister's pussies. Every time Bobby fucked the girls like this, he was amazed at how different each felt.
Candace pulled Bobby against her chest, his weight trapping her against the mattress. She scratched against his back as he nuzzled his face into the crook of her neck, kissing her gently, then kissing her forcefully.
Bobby nipped her earlobe as he humped into her. He was fucking her hard, pushing her body against his arm that wrapped around her shoulders behind her neck.
He wasn't sure if it was the prior orgasm or the alcohol, but he still felt far away from an orgasm despite his all-out assault on these two girls. He was fucking hard and fast but seemed no nearer to a climax than when he started.
Candace did not complain as Bobby filled her with stroke after stroke, her pussy wrapping tight around his shaft, and she grew closer to orgasm.
She'd watched Bobby fuck Ashley, then his sister, and now she was getting hers. She had briefly doubted her commitment to Bobby, but now that he was inside her, she remembered why she kept coming back, even if he couldn't provide her with the emotional attachment she wanted.
"Yes. Yes. Yes. Keep going, fuck me harder, Bobby," Candace begged.
By now, Sarah had recovered enough to roll over and take one of Candace's nipples into her mouth.
As she sucked, she slid her hand down to play with Candace's clit, rubbing it furiously as her brother fucked her friend's tight cunt. She wanted her friend to cum, but she wanted her brother to hold off. She wasn't done with him yet.
The extra attention had Candace on the verge. She arched her back and grabbed the bed sheets, screaming at the top of her lungs. The pounding music from the living room was the only thing keeping her orgasm from being announced to the entire party.
"Holy fucking shit, that was amazing," Candace said, still catching her breath. "Bobby, I've missed that cock of yours so much."
"Just the cock?" Sarah asked.
"I'm feeling a bit used right now," Bobby joked.
"I mean, that chest and abs aren't so bad either," Candace replied with a smile, pulling Bobby down to kiss her before turning her head to the side and kissing Sarah.
The three snuggled together, exchanging kisses, and groping each other. The urgency of the evening had dwindled now they had all cum, but Bobby's dick was still hard, and the girls had not forgotten it, especially Sarah.
"I've got a favor to ask you," Sarah said, looking at her brother.
"Anything," Bobby replied.
"Do you have any lube?"
"Yeah. There should be some in the drawer. Why?"
"Because I think it is time you fucked me in the ass."
Bobby tried to remain calm, but his cocked jumped, catching the eyes of the girls.
"I think he likes the idea," Candace said.
"He better. He was teasing my butt all the time before we left. I just wasn't ready to try it," Sarah smiled.
Candace grabbed the lube from the drawer as Sarah got on her hands and knees, presenting her ass to her brother, who still sat there in disbelief.
It wasn't until Candace was lubing his cock that he grasped that he was about to fuck his sister in the ass.
After Candace made sure Bobby's cock was as slippery as possible, she applied the lube directly to Sarah's anus. With it waxed in preparation for tonight, Candace couldn't help but slip her finger through the tight hairless sphincter.
"Oh, wow, that feels weird," Sarah reacted to the intrusion, "but I can't wait to feel more."
"Your ass looks so nice right now. I should wax mine if this is what it looks like," Candace said as she slid her finger deeper.
Bobby was ready, cock in hand, but he didn't want to interrupt Candace as she fingered his sister's asshole. It was too erotic to watch, and both girls seemed to enjoy each other.
Candace pumped her finger inside her friend, sinking it all the way before slowly swirling it around and pulling it almost entirely out. She felt Sarah relax and accept the penetration, motivating her to slip a second finger into her friend's ass.
Sarah took the second finger, only protesting slightly, but she was going to need to take a whole lot more to engulf her brother. Two of Candace's fingers were dwarfed by his cock, but adding a third from the same hand would stretch her too far in one direction.
"I want a third finger, but use your other hand," Sarah instructed. "Place them together like a fake gun, and fuck me with three fingers."
Candace did as requested. She couldn't get as deep but gradually expanded her friend's anal tolerance. When the insertion became smooth, Candace decided to push Sarah's limits and inserted a fourth finger, finally estimating Bobby's girth, if not length.
"Oh fuck, that's tight," Sarah moaned. "Take it slow. Oh fuck, take it slow."
Candace held her fingers in place, letting Sarah grow used to them. After a minute, Sarah slowly started to rock back into Candace's fingers, gradually pushing them deeper.
Sarah could feel her anus expand and accept the larger size, and she knew she was ready for her brother.
"Okay, Bobby. It's your turn."
Candace pulled her fingers from her friend, leaving her anus still gaping as Bobby took his position behind his sister.
Placing the head of his cock against her still slightly open hole, Bobby slowly pushed forward until he felt strong resistance. Stopping his forward charge, Bobby let his sister take control of the depth and speed of his insertion.
"Push back into me. Take your time. There is no rush," Bobby reassured his sister.
Sarah was afraid of his size. She had taken Candace's fingers, but they were only a few inches long. Bobby would extend far deeper inside her, and she was afraid he'd tear he open. Still, she was determined to try.
Gingerly, Sarah pushed back against Bobby, pushing his cock inside her ass inch by inch. She kept going until it started to hurt, at which point she backed off and slowly started to shift her weight, fucking her brother's cock with her ass ever so slightly.
Gradually, she pushed against her brother. First two inches. Then she was halfway, and soon enough, she had six inches of him deep inside her.
"Oh fuck, you're too big," Sarah said. "I don't think I can take all of you."
By now, Bobby was invested in burying his cock completely in his sister's ass. She'd come this far and only needed to take two more inches. He knew she could do it, even if she was scared.
"If you can take him in your throat, you can take him in your ass," Candace said, encouraging her friend.
"Just take it slow," Bobby added, "but I believe in you. I want to fuck you properly."
With renewed determination, Sarah started to bounce against her brother with increasing force. Each time she went deeper it caused a twinge of pain, but after pulling out and returning to that depth, the pain was gone.
Sarah only had one more inch to go.
Sarah pulled away from her brother, leaving about half his cock inside her. She held still before taking a deep breath.
With a swift push backward, she forced her brother inside her, exhaling as she felt a surge of pain course through her.
"Fuck, fuck, fuck," Sarah screamed as she pushed her face into a pillow.
"Are you okay?" Bobby asked, gently stroking his sister's back but not pulling out of her.
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"You've done it, girl. You're taking all of your brother's dick in your ass," Candace announced. "I didn't think you could do it on your first try."
"Honestly, neither did I," Bobby replied.
"You lying fucks," Sarah looked up, now with a wide grin on her face. "Get on with it and fuck me already," she said to her brother.
Bobby wasted no time in grabbing her hips and guiding himself out of her, leaving just the tip inside. He went slow, not wanting to push her too fast, until he was buried to his balls again.
"I said, fuck me," Sarah commanded. "Fuck me in my virgin ass."
Bobby had never heard his sister talk to him like that, but he liked it. It brought him back to the first night he fucked the girls. They'd taken control, using him for their game while he lay in bed. One by one they rode him until either they came or he did. Either way, he wasn't in control of the action.
Since then, he steered most of the action, with the girls giving input from time to time. Ashley had shown signs of being controlling bed, knowing what she wanted and how she would get it, but this was new for Sarah.
Bobby liked what he heard and wanted more of it. He never viewed himself as submissive, but he enjoyed getting bossed around in bed, and his sister was making it clear she was the boss right now.
"Yes, ma'am," Bobby said as he pushed into her harder.
He grabbed her hips and fucked her like he was in her pussy, but this didn't feel the same as that hole. This was somehow tighter and softer at the same time.
The entrance clamped down with a force Bobby had never felt, while his head felt like it was bathing in velvet. These, combined with the novelty of the action, finally had Bobby ready to cum.
But Sarah needed more.
It felt amazing, and the dirtiness aroused her more than she'd dreamed, but it lacked stimulation -- but she had an idea.
"Get under me and lick my clit," Sarah ordered Candace.
The tone was sharp and unwavering, driving Candace to do as instructed with haste.
She slid her face under Sarah's groin and homed in on her clit. It was easier to access than if Bobby had been fucking her cunt, as the slight difference in the angle made all the difference.
Candace licked and sucked as she gave Sarah the much need stimulation, driving her ever closer to orgasm.
"Suck my clit," Sarah demanded. "Forget licking it, just suck. Hard!"
Sarah arched her back as her brother pounded a hole she'd never thought she'd let a dick inside until a few months ago. She wasn't sure she liked it more than having her cunt screwed, but it was definitely something to add to the rotation.
"I'm almost there. Keep going, you fucking perves," Sarah shouted.
Sarah didn't know what had gotten into her. All of a sudden, she was taking control in a way she'd never done. She felt at ease telling her lovers what to do. Whereas, in the past, she'd been too shy to ask.
It felt good, and she wanted more of it. She vowed that from now on, she would command her lovers to please her as she wanted, not as they wished.
She was in control now.
"I'm fucking cumming!"
Hearing his sister say this and bolstered by her bossy behavior, Bobby let loose as well.
As his balls tightened, he had a choice to make: Shoot in her ass or pull out.
He'd love to fill her ass with his cum, but he knew Sarah loved this, and there'd be other chances. On the flip side, if he pulled out, he could cover her ass, pussy, and Candace's face with his spunk.
He pulled out.
As Sarah collapsed forward, pulling her clit from Candace's mouth, Bobby shot his first stream. The rope of jizz hit Sarah in the asshole, but it trailed down over her pussy, hanging there for a second before dripping onto Candace's cheek.
The subsequent shots fell shorter, covering Sarah's cunt, then Candace's face.
When Bobby finished, his sister was face first in a pile of pillows, breathing deeply, while his semen dripped from her onto her friend's face.
Candace opened her mouth and tried to collect as much cum as possible, but she only succeeded if slurping up about half of what Bobby produced. The rest covered her face.
Candace stretched up and licked up what remained on Sarah, leaving her cum covered asshole for last. When she got to it, she tentatively licked. When it didn't taste bad, she quickly devoured the rest of Bobby's deposit.
"Fuck, you two are fucking insane," Bobby said as he sat back on his knees and watched Candace work. "It looks like you have a favor to repay, sis."
"Yes, I do," Sarah said as she turned to face Candace.
Sarah paused, taking in the sight of her brother's cum covering her friend's face. The white semen looked spectacular against Candace's dark skin, so good in fact, that Sarah almost felt bad licking it off. Almost.
Sarah took her time and made sure she cleaned every last drop from her friend's face.
The three had grown quiet, but the party raged on in the living room. It was well past midnight, with more action to be had, but not for them as they snuggled together on Bobby's bed.
"Mind if I join you three? I'm fucking exhausted," Ashley said, emerging from the doorframe.
She'd been standing there watching as Bobby deflowered his sister's ass. She'd wanted to join in but knew it would only disrupt the situation. They'd been so engrossed that they missed the door opening.
Behind Ashley stood John, his jaw nearly on the floor, unable to say anything other than, "Holy fuck, man. You're my new fucking hero."
"I'm sorry you didn't get to go to any Halloween parties," Jennifer said as she snuggled against Ian.
"It's okay. I mean, they wouldn't have been any better than last night. That was amazing. I wish we could do this all the time," Ian responded.
"About that. I didn't want to tell you until I knew for sure, but... I'm getting a divorce. It won't be official until the end of the year, but it is definitely happening. He's keeping the house, and I'm moving out when I get back. I'm just going to have a small apartment until I get the settlement, but you're welcome there anytime you're in town," Jennifer said.
"Oh, shit. I'm sorry to hear that, but I'm also very excited for you... and me. Where do you want to live going forward?" Ian asked.
"I'm not sure, but I'm thinking of moving closer to Sarah. I know Bobby was thinking of moving to Tempe after finishing school, so I think it would be fun to keep at least part of the family together. Especially the part that actually sleeps with each other," Jennifer said with a chuckle.
"Not to be presumptuous, but what if I transferred? I could live with you, or we could all live together. I want to spend as much time as possible with you, and no one will be the wiser in a new town."
"I'd love that, Ian, but I'm not sure you'll be the only one wanting to transfer. I know Sarah went on the pill, but I think Bobby's been having unprotected sex with the other girls. I wouldn't be surprised if at least one of them is pregnant. I've been preparing myself to help care for a child or three. They'll need the help if they want to stay in school."
"I understand, but it does not scare me. After all I've been through the last few months, this doesn't seem that weird to me. I think it would be great if they all came. It would be like a weird little sex commune in the desert."
"I'm sure you'd love it to be just two guys and six horny women," Jennifer teased.
"You'll always be my number one, but... " Ian paused for effect, "I wouldn't turn down any of those girls. They are fucking wild."
"About that," Jennifer interjected, "I have a treat for you tonight."
Bobby woke up in an empty bed. Putting on his pants from the night before, he walked into the living room bare-chested. He stopped when he saw Ashley and Candace sitting naked on either side of his roommate John.
They were all watching his also naked sister try to pole dance.
"You can't hold yourself up with bent arms. You've got to let them go straight. It saves a lot of strength," Ashley instructed.
"Good morning," Sarah said as she hung upside down.
"Morning. Are you four having fun?" Bobby asked.
"Not as much fun as you had last night," John said. "I thought you were dating one of these girls, not all of them. Thanks for your sloppy seconds, by the way. It was fun... after I got over eating the remnants of my roommates cum."
"I thought he would be a lot more pissed off," Ashley said. "You didn't warn me he was bi."
"I thought it a good surprise for the both of you," Bobby smiled.
"Honestly, I should be pissed. That was a fucked up thing to do," John said, "but I also found it very fucking hot. I'll eat your cum out of a girl any time you want."
"It was a special occasion. I was feeling festive," Bobby responded. "Maybe New Year's or something."
"Aren't you coming home for the holidays?" Sarah asked, worried she'd missed something.
"I am. I guess it will have to be St. Patrick's day then. I can give you some green jizz."
"Deal. So which one is your favorite?" John asked.
"They all have their -- "
"I am!" Sarah interrupted, throwing her arms above her head and promptly falling to the floor, unable to support her weight with her legs.
"All right, don't lie to me. Can you see anything?" Jennifer asked as she finished tying a blindfold around Ian's head.
"Not a thing," Ian responded.
"Have you ever been blindfolded before?"
"Never, but I think I'm going to like it."
"How about tied up?" she asked as she fastened a knot around one wrist.
"Nope," Ian said as she yanked his arm to tie it tight to the bed.
"Tonight is going to be fun then," she said as she moved on to his other arm, pulling it just as tight.
"What happens now?" Ian asked.
"You wait."
Ian could hear Jennifer move about the hotel as he lay naked and fastened to the bed. When he heard her disappear into the bathroom and turn on the shower, he began to wonder what was going on.
He'd been excited when she'd approached him with a blindfold after he'd finished his shower, but now he was growing impatient. It was one thing to be blindfolded while being teased. It was another to lie there with nothing but the anticipation to focus on.
His body grew cold as the well-air-conditioned room took its toll on his bare flesh, and he began to wonder how long he'd have to wait. Too much longer, and he'd lose his erection.
After what felt like an hour, he heard the shower cut off and the hair dryer kick on.
"I can't wait to taste your clean cunt," Ian yelled as Jennifer finished with her hair.
"Patience, my dear."
As Ian waited for Jennifer to join him on the bed, he heard a knock on the door.
"Room service," a young female voice called from the hallway.
Ian heard the door open and wondered if the server could see him tied to the bed.
"Thank you," Jennifer said.
A cart was wheeled into the room, and the door shut behind it with no further discussion.
Eventually, he felt a weight on the bed and something cold press against his lips.
"Bite," Jennifer whispered.
It was a slightly underripe strawberry, with the tang causing Ian to pucker, but he obeyed and ate it.
As soon as he swallowed, another was pressed to his lips. This one had been dipped in warm chocolate, and the liquid dribbled over his lips as he took it into his mouth.
"That's it. Lick your lips clean," Jennifer urged him on.
The next one was covered in a thick cream, with Ian assuming it was homemade whipping cream. It wasn't as sweet as the store bought, but he enjoyed it nonetheless.
"You're such an obedient boy."
As he ran his tongue over his lips, cleaning the mess Jennifer had left, he felt cold on one nipple and hot on the other. The combination of sensations confused his brain but sent blood rushing to his cock.
"That's it. You like this, don't you? Do you want me to suck your nipples clean?"
"Yes, please," Ian whispered.
"I can't hear you."
"Yes, please," Ian said louder.
"Very well."
Ian felt a mouth encircle the cream-covered nipple, sucking it into his mouth as he'd done to Jennifer many times before. He'd never had his nipples sucked, and the sensation was weird, but he quickly grew to like it.
"How about the other?"
Before Ian could process what was going on, a second mouth took the chocolate-covered nipple into his mouth. This one was aggressive and pulled hard as she finished the syrup.
"Wha... What is going on?" Ian asked.
"Should we reveal the surprise?" Jennifer asked.
"I think so," Colleen answered.
The blindfold was pulled from Ian's eyes, revealing Jennifer, wearing a robe, and Colleen, still in her hotel uniform.
"Oh, wow," Ian said, trailing off as the two women stood at the foot of the king-sized bed.
"Shhhh," Jennifer hushed him.
Jennifer slowly dropped her robe as she stepped toward Colleen. The younger woman reached her arms around Jennifer and pulled her in for a kiss.
Their mouth met as they passionately swapped spit, and their tongues danced in circles.
As they kissed, Jennifer unbuttoned Colleen's shirt and pushed it over her shoulders, letting it fall to the floor. Two large and perky breasts appeared, contained in a seductively lacy bra.
They were not as big as Jennifer's, but they sat higher on the young woman's chest.
Jennifer wasted no time unclasping the bra and tossing it toward Ian as the two women resumed their kiss with their breasts pressing against each other's, smooshing into a mass of sexiness.
Ian was mesmerized but wished he was free to join in the fun. Still, his cock leaked pre-cum onto his stomach.
Colleen grabbed Jennifer's ass, one cheek in each hand, as Jennifer reached for the clasp on Colleen's pants. Soon Colleen was standing in her matching bra and panties.
Colleen then took charge, guiding Jennifer to the edge of the bed and pushing her down so her legs hung over the end and her head rested between Ian's spread legs, just below his groin, with some of her hair tickling his balls.
Colleen knelt on the floor and softly ran her hands along Jennifer's smooth, toned legs. She pushed them apart as she neared Jennifer's pussy.
Colleen bent forward as she slowly teased Jennifer, flicking her clit before pulling back. Then running her tongue the length of her slit before pulling back again.
Each endeavor lasted a little longer, but each time Colleen pulled back, never giving Jennifer the satisfaction she craved.
Ian could barely see what was happening, but the entirety of the situation had him more aroused than he'd been all weekend. He struggled to try and free himself from his bindings, but it was no use -- they were too tight.
Finally, Colleen dove with full force into eating Jennifer out. Jennifer responded by grabbing her head and holding her against her pussy.
Colleen's tongue flirted with her clit as she sunk two fingers inside, curling them against the roof of her vagina as she increased the intensity on her clit.
Sucking her clit between her lips, Colleen zeroed in on making Jennifer cum. She'd been so worked up that it wouldn't take long.
There was no special technique or trick, just good ol' fashioned hard work. Colleen flicked and sucked as she pumped her fingers faster and faster until Jennifer let loose in a massive orgasm.
"Yes, yes, yes. I'm cumming!" Jennifer cried out as her fists pulled against the sheets and her legs pressed against the side of Colleen's head.
Jennifer rocked back and forth, pulling Colleen with her, but Colleen didn't give up licking and sucking until Jennifer relaxed and let her feet fall to the floor.
"Fuck, that was amazing. You're damn good at that," Jennifer said.
"Thanks. I've had my fair share of practice," Colleen answered.
"Do you want me to repay you?" Jennifer asked.
"Not yet," Colleen answered, "first, I want to sit on that cock."
Ian's shaft jerked at the mention that it would be fucked. He'd been watching intently, and his cravings had grown quite strong. Yet, with his hands tied, he was still at the mercy of the two women who aroused him.
Jennifer rolled to the edge of the bed as Colleen crawled between Ian's legs. She gently took his shaft in her hands, slowly stroking it as she pulled it vertical.
"This is an impressive member," Colleen commented. "I bet you're going to feel amazing inside me."
"Isn't it magnificent?" Jennifer agreed, "but I must say, you should see his brother's. No offense Ian."
Colleen gave an inquisitive glance at the mention of Ian's brother, but she did not follow up with a question, figuring it was best to leave it a mystery.
"None taken," Ian said, "I know I'm not as thick as him."
"Well, you are plenty thick for me," Colleen said before lowering her lips to his head.
She kissed his head, first on the very tip and then circling down until she was gumming his shaft on her way towards his balls. She continued to stroke as she sucked his balls into her mouth one at a time.
It felt good, but Ian was ready to pop. He wanted relief, whether it was from her mouth or her cunt. Either way, this extended teasing was driving him mad.
"Please suck my dick. I need to cum so bad," Ian begged.
"Oh, you want me to do this?" Colleen said as she lowered her mouth over his shaft, letting it sink until she had six inches inside.
She slowly bobbed for a few minutes, fulfilling his request but not giving him enough stimulation for him to progress toward cumming.
"Or would you prefer this?" Colleen asked, leaning back and spreading her pussy lips with her hand.
"I... I don't care. I just want to cum," Ian pleaded.
"Well, we don't want you cumming too fast," Colleen said as she turned and scooted toward Ian's crotch.
Once her pussy was above his dick, she reached down and guided him to her waiting lips. Sinking down, she pushed him just inside and began to very subtly bounce on top of him.
Little more than his head was inside her, but it felt amazing, nonetheless. Ian wanted to reach up and grab her hips and pull her down, impaling her on his shaft, but alas, he couldn't.
"Is this what you wanted?" Colleen asked. "Or is this?" she finished as she drove herself down on top of him.
"Oh God, yes. Yes, that is what I want. Ride me. Make me cum in your pussy," Ian moaned.
"Do you cum in all the girl's pussies?" Colleen asked, slowing down once again. "Do you fill them with your fertile seed?"
"Only Jennifer and her daughter," Ian said, not thinking about what he might be revealing.
Again, Colleen gave Jennifer an inquisitive glance but refrained from asking any questions.
"Will you fill mine, Ian?" Colleen asked. "Will you put a baby in me?"
"I'll do anything you want, just make me cum," Ian started to break down.
Colleen picked up the pace, bouncing on Ian, driving his cock inside her as she smashed down on him.
She motioned for Jennifer to move in front of her, presenting her tits to be sucked. Jennifer eagerly obeyed, taking Colleen's nipple into her mouth as she tried to keep up with the bouncing.
"You two sick fucks sure know how to screw," Colleen said, her breath getting short. "It's been a long time since I've done something this wild."
"And here I thought you slept with all your hot customers," Jennifer said, switching from sucking to manhandling Colleen's breast.
"Normally, I'm a good girl, but when I saw that massive cock hanging out earlier, I knew I had to ride it," Colleen said before leaning back and swirling her hips. "Lick my clit."
Jennifer knelt before Colleen, placing her hands on her rising and falling hips as she positioned her mouth on top of what was now the intersection between Ian and Colleen's sex.
Jennifer licked from the base of Ian's cock, making it most of the way to the tip as Colleen pulled up. When Colleen pushed back down, Jennifer's tongue slid against her clit.
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"Mmmmh, right there, keep that up," Colleen moaned.
Jennifer was able to match Colleen's movements, circling her mouth in time with Colleen's hips. The contact wasn't forceful, but she maintained continuous tongue to clit contact.
"I'm getting close. Make me cum, Colleen," Ian warned and begged at the same time, fearing she would pull back once he got to the edge again.
"Just another minute, hold out for me, stud. You can cum when I cum," Colleen answered.
Colleen grabbed Jennifer's head and pushed it into her groin as she leaned forward. She was now fucking both Ian's dick and Jennifer's face, inching closer to orgasm with each thrust of her hips.
Ian's head swayed from side to side as he tried to thrust up into Colleen, attempting to give just a little more pleasure. He was frustrated that he couldn't reach up and grab her, but in a way, the inability to fully participate had turned him on that much more.
Colleen pushed against the back of Jennifer's head with both hands as she hunched her back and thrust forward. This forced her clit against Jennifer's mouth and impaled herself on Ian's shaft. It was a violent action, but it was what it took to push her over the edge.
"I'm cumming. Fucking fill me with your seed," Colleen shouted.
Her body shook as she tried to maintain her thrusting. It was a massive orgasm, one of her best in a long time, and her two partners were sticking with her, giving their all to make her quiver and shake.
Ian felt her cunt clamp around him, and he responded by thrusting into her with all he had. He'd been at the edge for several minutes and instantly released his load when he felt Colleen cum.
Colleen's relentless grinding coaxed Ian's cum into her. He pumped shot after shot until his cock was left twitching with nothing coming out. He was dry, but his body continued trying to fill Colleen with his seed.
As Colleen's orgasm faded, she leaned back, collapsing on top of Ian. His cock was still buried inside her when Jennifer leaned forward and started licking again.
Jennifer licked the base of Ian's shaft, cleaning it of the combined fluids of his and Colleen's lovemaking before she pulled his only slightly softening cock from its warm and wet home.
Jennifer ran her tongue all over Ian's shaft, making sure it was spotless, before letting it fall to the side and turning her attention to Colleen's now dripping cunt.
Jennifer first lapped up Ian's cum that had already dripped from Colleen's slit. Then Jennifer let her tongue dip inside Colleen, digging the rest of Ian's deposit from her.
Jennifer had hoped to coax Colleen toward another orgasm, but it wasn't to be. At least not yet.
Accepting defeat and satisfied with the cleanliness of her partners, Jennifer slid up the bed and joined the other two in an embrace. She was on one side of Ian, with Colleen on the other.
They were tired and needed rest, but they knew their adventures were not over. The night was young, and Colleen didn't have to work until ten the next morning.
"Shall we order some room service?" Ian asked.
Both Jennifer and Colleen looked at each other and burst out laughing.
"I wonder who they'll send?" Colleen asked mischievously.