Introduction:
A chance to redo ten moments of your life. What would you choose?
[Started a new series, but this doesn't mean the Sisters By the Pool is done. As always, I welcome all comments here. Love hearing from readers. Thanks for reading everyone!]
One night I was on my way home after a long day at work. It was late and very dark out, but as I gazed out of my passenger window I noticed a broken down car with a dejected looking man sitting on the back bumper. I always considered myself a nice enough person, but I wasn't usually the type that would do something like this. I was too cautious, and this seemed dangerous. But still, something caused me to slow down and pull off to the side. The man rose as I parked my car, and I noticed his face was partially veiled with some kind of clothing. Still, I was able to make out a worn smile with years of stubble surrounding it.
"Need any help?" I offered, as I walked towards his car.
"I think it just needs a jump" he responded in a weary voice. "Thank you so much for stopping. You wouldn't believe how long I've been here."
"Some people…" I started, though I knew how difficult it was for me to step up. I went into my trunk and found the jumper cables that I have stashed for just such an occasion. We lifted his hood and attached the cables in the right spots. It wasn't long before the man's engine turned over and he was back in business.
"Really, I can't thank you enough" he said, as I returned the cables to my trunk.
"It's no trouble" I replied with a smile. As I said this, the man went into his pocket and pulled something out. I felt a brief stop of my normal heart beat pattern, but didn't think he would do something to harm someone who helped him. Still, he wasn't the most normal looking person from what I could tell.
"Take this" he said and handed me an odd looking box of some sort. With that, he started back towards his car.
"What…what is it?" I asked, studying the strange object in my hand. The man laughed.
"Ever had a moment you wish you could go back and change?" he said, and I could see a smile form. "Congratulations. You have ten chances to think of a moment and re-live it. Afterwards, only you will remember it, and it will have no consequences on society. Of course, you won't gain any physical benefits, only memories. So, choose wisely"
After the man had finished speaking, he drove off perpendicularly to the road, and quickly disappeared into a flash of darkness. I stared into the distance for a few seconds, clutched the box in my hands, and quickly got back into my car. As I continued my drive home, the man's words echoed in my head and I tried to think what to make of it.
"What good is it?" I asked myself internally. "If I can't make any physical gains, that means going back for money is out. I can't change any future outcomes, so I can't make any money for the future either. He said all I get are the memories of the event.
I continued to think things through. His tone was almost suggestive when he asked if there was anything I wanted to re-live. Perhaps, do over. Could he have meant, sexually? Of course, there were a ton of moments from my youth that I would have loved another shot at. He couldn't have known this, but I was happily engaged with my long term girlfriend. We had been together for so long at this point, that I had started to lose memories of certain previous events. The way this machine was set up, though, meant that I could technically go back to any moment, whether I had a significant other or not, and see what things could have been like. And, yes, there were a few times I was tested, in this relationship and others, where I didn't act the way I wanted to because of the commitment.
Technically, these events would never exist. I would have the memories of the events, but not even the other party would remember anything. It was truly an incredible opportunity to get a shot at some of the times I missed out on. I know it was somewhat terrible of me to want, but part of me felt like I needed this to make up for a relatively calm young life that was spent primarily in committed relationships.
I would certainly have time to think about things. My girlfriend was gone for the week on business, allowing me free thinking time. I pulled up to my house and made my way inside. I sat down on my bed and gently placed the machine on the bed. It had one button on it. Written in very small letters was 'start' and 'finish' next to that same button. I imagine one click started it, and one click ended it. I turned the box around and noticed ten small lines printed on the side. So, one click on, one click off, and one of those lines must disappear.
Could I really do this? Was it right? Is there even anything I wanted a shot to re-do, that badly? At first, I shook my head no and looked towards the television. I flipped the screen on and tried to ignore the lure, but soon my mind was racing with memories of opportunities I had blown in the past. There was that time I was single and got a chance to hang out with my very attractive female friend alone. We both wanted it, but we were young, shy, and stupid. We sat there half naked and made the occasional grope. An embarrassing display. I also had a crush for multiple years in school on a cheerleader and never did anything. And, of course…
My thoughts converged on one opportunity that was always painful to pass up. I was in a relationship during my entire college life, and that really put a damper on a lot of things. I remember one night, in particular, I was online bored and chatting with a bunch of friends. My best friend during college was a petite, blonde girl named Amanda. We flirted but we knew the boundaries due to my long term relationship. That night, she was babysitting for a friend, and wasn't shy in letting me know the circumstances.
"The kid went to bed and I'm here for the next five hours alone" she mocked. "Too bad you have a girlfriend."
What could I say in that situation? I could only laugh and pretend I wasn't overly disappointed. In reality, I had many flashbacks to that night, and wondered how things could have gone had I been free. Did I really want to try this thing, though? I looked at the box again, turned it over a few times in my hands and pondered. I had no idea how this would exactly work, but I would be forever curious if I didn't at least try it out. I could always stop midway through if it didn't feel right.
There was no use making any special preparations. I decided to go for it, and whatever happened, happened. I didn't exactly know what to do, so I thought hard about that night and held my breath as I pressed the button.
A burst of light. That was it but there I was, sitting in my old room on the computer. I looked up to the computer screen and saw an instant message.
"The kids went to bed and I'm here for the next five hours alone" it read. This time there was no too bad.
I looked at myself in the mirror, and I resembled just how I looked years ago. Mostly the same, with slightly less of a muscular build. I could only smile.
"What's the address?" I asked her. And just like that, I was on my way. I had no worries about staying out late or doing anything crazy, as a simple button push would end the whole thing.
"Just stay alive" I thought to myself. I drove a little faster than usual, not fearing any tickets as I got onto the highway. The trip was about thirty minutes, and I laughed as the former top hits came onto the radio. I followed the directions and soon arrived at the house where Amanda was babysitting.
I got out of the car and rang the doorbell. She answered with a smile and offered the same hug that she normally gave me. She was dressed casually, in a gray t-shirt and jeans. She was a runner and had very fit, toned arms, legs, and body. From what I had seen over the years, she probably would have loved to call herself a "B" cup, as her smaller bust stuck out slightly under her shirts at school. She was a little tanned from running, but not overly. She had medium length blonde hair and nice blue eyes.
"So why has it taken so long for us to finally hang out?" she asked me as I followed her into the large house.
"You wouldn't believe me if I told you" I laughed, and then shook her off when she shot me an inquisitive look. This device was incredible. It brought me back to the exact moment I wanted to re-live, and it convinced the other party that I was single, even though I hadn't been at the time. I didn't know if that was a built in feature or if my train of mind had done it.
"You know" she started. "They have a hot tub in the back." She grinned at me and bit her bottom lip.
"You should have told me to bring a bathing suit" I laughed.
"Bathing suit, underwear, same thing" she winked and got up to head towards the backyard. She smiled back towards me and pulled her t-shirt up over her head, leaving me a view of her petite back with only a bra strap on it. I followed behind her and caught up to her as she lifted the top of the jacuzzi up. This was definitely the most skin I had ever seen on her, using the little bit of light to see a toned, flat stomach and smaller but perky breasts covered by her black bra. I was next to lose my shirt, and as I got it over my head, I caught her glancing at my body. She slowly undid the button of her jeans and slid them down her sexy legs without taking her eyes off of mine. I broke the gaze and took a look at her ass covered by her black panties. I yanked off my shorts, making sure to leave the device in the pocket, and left myself in just blue boxers.
She made her way into the hot tub and I quickly followed. I took a seat near her, our bodies completely covered by the veil of the water in the dark. I tried to think back to just how flirty we were, but struggled to remember. Obviously, it had to be a pretty extreme amount if a night like this could have come about so easily.
"Sometimes" she broke a small amount of silence. "After I'm done babysitting, I come in here myself. I take advantage of the jets" she giggled.
"I bet that is quite the scene" I laughed, excited by what could be coming soon.
"I'll show you" she started with a grin. "If you help me."
I nodded and she made her way down, a little lower into the jacuzzi. She motioned for me to come up behind her and support her back. I eagerly did, putting my hands on her petite body as she lined herself up with a strong jet. I saw her reach under the water, and her hands came back up with her panties, which she gave to me with a wink. Within a few seconds I heard a moan and she quickly started to shake slightly against me. I knew all reserved nature could go out the window at this point, and I allowed my hands to explore her body for the first time. I unhooked her bra and saw her perky breasts for the first time, reaching around and cupping them in my hands. I felt her nipples poke against my palms, before I dropped my hands to explore the rest of her. They roamed over her tight body, and then down to her slim legs. I gently rubbed the inside of her thighs before I stopped between them, feeling the blast of water against my hand as she pouted at me for taking away her pleasure. I let the jet resume its assault on her clit as my hands gripped her tight ass, propping her up closer to the jet.
"Fuck" she moaned as her body began to shake harder against me. I used one hand to keep a grip on her ass, which kept her closer to the jet of water, and the other went back to her breasts. Her nipples were rock hard as she spasmed against me.
"Fuck it's too good" she said, and I felt her push back against me, trying to put some space between her and the jet. But I kept it right against her clit and she screamed and came hard, her body convulsing against me as her head rolled back against my shoulder. I turned her head towards me and kissed her for the first time, our lips pulling on each other's as she continued to shake. I felt her vibrate into our kiss as she continued to cum hard. My hand went between her legs to block the jet briefly, before my fingers took the place of the jet and started to rub her clit. She went stiff against me and whimpered into our kiss as she came immediately again. I felt up her body and could feel her tight stomach rippling as she finished her orgasm. Finally, I let her back away from the jet and she backed into my very obviously erection.
"Holy shit, you weren't lying" she said as I poked her back through my trunks. "It's been a while since we talked about that. I almost forgot" she laughed and pulled the tie to my swim trunks. She pulled them off me and gripped my hard on, rubbing her smooth hands against the length.
"It's only right that I return the favor" she smiled. "I bet I could make you cum so fast on one of these" she smirked and teased as her fingers explored me. "If I do, you have to eat me out after this" she made the bet without letting me respond, but I had no argument.
"Ready?" she smiled as she helped me down towards the lower part of the jacuzzi. I felt the strong jet of water plow against my thigh as she rubbed my back with her hands. After enough time without a reaction from me she became curious.
"What the heck is going on?" she said as her free hand plunged into the water and felt for the jet. "Oh you sneak, it's not even on you."
"Maybe you just can't make me cum as fast as you think…" I teased her just as I felt her pull my cock against the jet.
"Not so talkative anymore huh?" she teased me back and bit down on my neck from behind me. I felt incredible pleasure wash over me as the water massaged the underside of my cock. She jerked my shaft and kept the head near the jet as I squirmed from the pleasure.
"I know you'll never last" she continued to tease and bit down on my ear. "Why don't you just cum for me now" she smiled and I felt her finger run up the big vein on the underside of my cock. I tried to push back as the pleasure completely overtook me.
"No, no, you're not going anywhere until you cum" she flicked her tongue against my ear lobe as my orgasm rushed on. "That's right" she cooed as my cock started to quickly stiffen in her hand against the jet. She continued to jerk me against it, and no matter how much I tried to hold back, it was only a matter of seconds until my cock erupted, blasting my seed throughout the hot tub water in quick, hard bursts. She mercifully pulled me away from the jet and slowly jerked me through the rest of my orgasm as the last of my cum shot through the water.
"Now back to your end of the deal" she smiled and climbed up on the side of the jacuzzi. She spread her gorgeous legs open wide and motioned for me to come towards her. I kissed up the insides of her thighs and finally found her gorgeous looking pussy. I wasted no time in flicking my tongue against her clit, finding it between her tight lips. She started to moan as I then began to suck on her clit, driving her wild as she played with her breasts. I wrapped my arms around her legs and brought her closer to me as I alternated sucking on her clit and flicking my tongue roughly across it. My hands climbed up her body and stopped on her breasts, taking over for her hands as I twisted her nipples. Her body began to buck against me and soon she came, a little liquid leaking from her pussy as she nearly squirted. Her hands ran through my hair, pulling it as I brought her over the edge and kept her there with my tongue still roughly flicking against her clit.
"Fuck that was so good" Amanda moaned and pulled me back up for a kiss, tasting her own juices. We kissed for a while and I explored her mouth with my tongue, before our tongues eventually wrestled each other. There had been so much sexual tension between us at school, and even though it had finally been achieved in a weird way, it was still being unleashed like it was really happening. Between making Amanda cum and our prolonged make out session, I was ready to go again and it didn't take long for her to notice.
"Do you want to?" she asked me.
"So badly" I responded and looked at her with lust.
"I'm not on the pill and I'm sure you didn't bring a condom…" she continued.
"Let's just go for it" I encouraged, knowing there would be no consequences. She nodded and turned around, bending over the side of the tub. She turned around and winked as she presented her gorgeous, firm ass. I came up behind her and grabbed her ass for a while, and then kissed her back. I put my cock between her legs, and rubbed it against her clit. She squirmed with a mixture of nervousness and excitement as I teased her clit. My hands reached around and felt around her body and breasts again, before I finally found her opening and slowly slid myself inside.
"Ohhh fuck" she moaned as I entered her. She was very tight, matching the rest of her petite figure, and I struggled to enter completely. I felt myself pushing her tight walls apart as I worked my way deeper inside her. I felt myself rub against her g-spot, which drew a quick moan, as I finally got myself fully inside, against her cervix. I paused for a little bit, letting her adjust to my size, as I brought her head back around for another kiss. As we kissed a little harder, I withdrew a few inches and thrust it back home, making her vibrate in a deep moan into the kiss. My hands found her breasts again and pinched her already hard nipples. We kissed passionately as the slow fuck hit a nice rhythm. I dropped one of my hands down and started to rub her clit while I slowly fucked her deeply. I counted about five seconds in my head before goose bumps overtook her body and her pussy clenched down on my cock. It gripped me a few times tightly and convulsed for a few more seconds before she came down.
I gave her about a second to catch her breath before I grabbed her hips and started to pound her full speed. She began to scream as my cock pounded against her g-spot and cervix with each thrust. It wasn't easy to hold back my own pleasure as her tight pussy felt incredible. As the pace picked up, water started to splash out of the hot tub. Amanda's firm ass jiggled ever so slightly with each rough pound. The constant friction against her g-spot forced her to another, more powerful orgasm, as her body shook below me. She had to hold onto the side of the hot tub to stay upright as her orgasm rocked her body.
"You probably shouldn't cum in me" she said as my cock slowly started to stiffen inside her tight pussy. I had tried to delay my orgasm, but her tight, orgasming pussy had just been too much to contend with. I didn't say anything, and instead continued to pound her harder, faster, and deeper. My cock hardened more as my orgasm built stronger.
"Really, I'm not on the pill, remember?" she protested, but my body was firmly on top of hers and easily continued to pound into her without any resistance. Instead of pulling out, I started to rub her clit as my rock hard cock continuously rubbed her g-spot. Instead of any more reminders to pull out, I figured it would be more fun to have her orgasm cause mine. I held my own back as I rubbed her clit furiously, and soon she came again, shrieking as her pussy sprayed liquid against my cock this time and squeezed me over and over. Her massaging pussy brought me over the age, and with one final deep burying of my cock, I let loose rope after rope of hot, sticky cum deep insider her pussy. I felt it burst out in quick, thick shots, before slowing down but still rocketing more cum inside her. She moaned and had to accept my full load, as my entire cock remained out of sight deep inside her most sacred, unprotected area. It was so warm and inviting that it brought out one of my biggest orgasms ever, as I felt myself flood her pussy.
From this angle I could just get my hands on my clothes. Unsure of how she was going to take being creampied, and knowing I had gotten everything I wanted and more, I grabbed the device. I pulled my cock out, watched the extreme amount of cum start to pour out of her pussy, and forced myself to hit the button.
That same burst of light. And there I was, fully clothed and back in my bed where I had left. The device temporarily glowed, and one of the ten lines warped off. Then it went back to normal. My thoughts began to race again as I thought about the nine opportunities I had left. This was going to take some planning.
[Love hearing from my readers. Thanks and enjoy!]
Only nine more opportunities.
That was my thought process right now. I had gone from debating even using the device and wondering if it was really legitimate, to planning out how to use it perfectly. I'm sure there were more than ten girls that I wanted a second chance with, and I wanted to make sure I didn't forget anything that I would later regret. After all, this was pretty much my last chance at youth and fantasies of this proportion.
I tried everything that I could think of to make sure I left no stone unturned. I went through my social media friends, even breaking into my old Myspace account to see who I could recall from earlier times. I looked at old yearbooks, photos, and saved conversations.
"That's a definite" I said, scrolling over a girl from high school.
"That would be really interesting" I chuckled as I saw a face from nearly ten years ago.
"That night…" I said, shaking my head as I came across another college friend.
As I said, having a long term relationship in college was probably not the best idea. I don't regret where I am today, but as this device had helped to uncover already, there were a ton of opportunities that I had blown. Another one of the biggest failures happened early on in my college life. I had made a lot of friends early, the large majority of whom were girls, and I spent extra time at school hanging with all of them. Though there was plenty of flirting, virtually nothing of note happened with any of them.
The closest time came on a night where I stayed over one of the girl's dorm rooms. I used the excuse that I had to be there early the next morning (which was true), and that I wanted to stay closer to the event. Of course, I never mentioned to anybody that I was staying with a girl, which wasn't even legal at the college. We rented a movie, hung out late, and even slept in the same tiny dorm bed. There may have been the random quick cuddle, and our lips possibly brushed at one point in the middle of half consciousness. I wish I could tell you a more interesting story, but that was the end of it.
Madison was the girl that I stayed with. She was a pretty blonde with curly hair, just over medium in length. She had nice blue and gray eyes and very nice straight, white teeth. Hey body type was pretty much average, with what appeared to be firm "B" cups and a good body. Her most impressive feature was definitely her ass, which most of the group had caught onto and teased her a lot for (and she definitely didn't mind). Despite being cute enough, I had heard whispers that she had very little sexual experience. Candidly, I heard this because our friends knew that we flirted a lot and all wanted us to be dating.
"She doesn't have a ton of experience" I remember our friend saying to me one night. "But she wouldn't mind doing a lot with you."
So there I was, stuck again with no good options. If I could share some advice with people who hadn't hit college yet, I would probably tell them this much. If you are in a great relationship, that's fine. Just do yourself a favor and avoid making a lot of female friends, especially early on. The temptation is not fun.
Was this my logical next choice? Aside from the previous event that I had just re-lived, this was definitely up there on my list of regrets. At some point, I was going to have to write down all of my options, to make sure that I didn't run out of chances and end up missing an obvious moment later on. But I still had nine left, and I knew there wasn't going to be nine moments that I wanted to re-do over this one.
I stood up off of my bed and began to pace around the room. The cool wood roused my senses even a little higher than they had been, and I stared down at the box on my bed. I closed my eyes and thought about all the girls in my prior experiences, and tried to see what came to mind first. Sure enough, the Madison night continued to enter my thoughts, again and again. I picked up the box, gave a firm nod, and pressed the button.
A longer flash of light than the first time, but after a few seconds, I was in the middle of walking up to the dorm rooms. Perhaps the light takes longer when you go back further in time. My first adventure had probably been about three of four years back. This one was closer to seven years.
I had a small backpack slung over my shoulder. I looked at my arm and noticed it was a little skinnier than even my first venture back. I really should have gone to the gym more when I was younger. I looked to the ground and noticed my old shoes. And did I really think those socks that disappeared before the top of the shoe were necessary? Uncomfortable, at best, at this point.
I held the box for a few more minutes, and tried to decide where to put it. If I threw it into my bag, I ran the risk of an accidental push. For now, I stashed it in my pants pocket and continued my walk towards the dorms. It was already night time, but not late enough that I would draw major attention for entering the girls dorm rooms. Still, I blushed a little when I saw the RA's giving me an extra look as I came near the main door.
Wait a second. I had forgotten that these doors were obviously locked. Nobody was going to let a random guy into the elevator area. I scrambled into my pockets and pulled out my old hilarious looking phone. I scrolled through the names, seeing a mix of familiar ones and getting a big laugh out of a few old names. Finally, I hit Madison's name and punched the call button.
"Hey, I'm by the entrance" I said, hoping I hadn't forgotten any of the details of that night.
"I thought you said you were going to text" she laughed.
"Oops" I laughed in return. "Just come get me."
A few minutes later, the main door swung open and Madison was there. She was wearing a light blue tank top and white shorts that stopped less than halfway down her thighs.
"Moving in?" she winked and nodded towards my bag.
"There's barely anything in there" I laughed in protest.
"Just teasing" she smiled. "Did you want to come up or did you still want to go out and rent stuff?"
"You can pretty much watch anything online these days" I laughed. "Let's just head up." I figured I should have as much time as possible to get in everything that needed to be done tonight. She nodded and held the door open for me to enter the main part of the building. We finally hugged as we waited for the elevator to come down, and then rode up to her place on the third floor. We walked around the corner of the floor and finally made our way into her dorm.
"At least this way, we don't have to come back after hours" she said. "I'm sure no one will check but it's always good to be safe." She opened the door and let me inside her tiny space. It was basically made up of nothing more than two beds, perpendicular to each other, a small bathroom (at least it had a shower) and a small area to walk into.
"The roomie is gone for the night" she laughed, seeing me looking around. "She said we were too awkward to be around."
"She isn't wrong" I laughed. I looked up at her and felt my face go a little red. She blushed a little too and then turned to set up her computer on the table she put next to her bed.
"You don't have to sleep on her bed if you don't want to" she said at once. "The mattress is bigger than it looks."
"Thanks" I smiled and sat down on the bed beside her.
"Think Superbad will be available yet?" she asked, searching around online. I had already seen it, but didn't mind having a goofy type movie on that I didn't have to pay much attention to. Finally, she found a sketchy looking website, but after closing a number of advertisements and pop-ups, was able to start streaming it. She laid down on the bed, closer to the edge, and invited me to climb over her against the wall. We both went under her cover and I put my arm over her side, putting us into a spoon position. If my memory had any value, I was pretty sure we had done this a few times before. And if the device was still working, it probably had her convinced that I was single in this situation, opening up all possibilities.
My lower body was lined up with her gorgeous ass, which looked full in her shorts. As the movie got going, I rubbed my hand on the smooth and cool skin of her arm. I felt some goose bumps as I continued, and she giggled a little. After a little bit more of this, my hand made its way underneath the bottom hem of her tank top, taking in the smooth skin of her stomach. I could feel her breathing a little quicker than usual, and I knew this was stepping passed the line we usually drew on these occasions. I left my hand there, under her tank top, until her breathing started to return to normal. We had a few laughs from the movie and the distraction was a good thing.
Finally, I let my hand continue its trip north, and I brought it to a stop on the outside of her bra. I cupped her perky breasts against the material and I could tell she was breathing even quicker this time. There was absolutely no resistance in her though, and it seemed our friend had been accurate that she was ready to have some fun with me.
"We may as well get dressed for bed" she turned towards me and smiled. "Hope you don't mind that I sleep in my underwear" she continued, the smile never leaving her face. She pulled her tank top off and showed me her light blue bra, matching the top she took off. She then unbuttoned her shorts and pulled those down, showing me her blue and black striped boy shorts. I grinned as I saw more of her exposed than I had to that point, and followed suit by removing my shirt. I pulled off my pants next, being careful to leave them within reach, leaving myself in just green and black plaid boxers. She gave my body a long look over, and then turned her attention back to the movie. My hand returned to her body, cupping her chest again. Following a few more grabs, I went lower, trailing my hand over her body, before stopping on her underwear.
Finally, she turned her attention fully away from the computer screen and turned towards me excitedly. I pulled her closer to me and finally went in for a kiss. She eagerly returned my advances, and I pulled her body so that she was on top of me as we kissed. I put my hands on her ass, against her boy shorts, and grabbed her firmly. It wasn't long before my arousal became evident, and I grinded myself between her legs. I saw her eyes grow wide when she felt me between her legs.
"It's so…" she started and reached down before she finished her thought. I saw her jaw fall open a little with a smirk as she felt my length in her hands. I smiled at her and ramped up the kissing again, moving to her neck as I started to grind between her legs again. My hands returned to her ass, but this time they disappeared underneath her underwear, feeling her bare ass for the first time.
"Be easy with me, I don't have a ton of experience with this stuff" she laughed as I could tell the sensations I was giving her were new and slightly overwhelming. As we continued, I could feel her getting wetter against me, and I figured it was time to try something more.
"Of course I'll be easy with you" I smiled and got up from under her. I laid her down on her back and let my hand rub between her legs. She was really wet and I watched as she closed her eyes in soft pleasure. I let my finger toy with one of the bottom sides of her underwear, and I gently pulled the bottom part over to the side.
"Just trust me and have fun" I reassuringly smiled at her as I saw some nervousness in her face. She nodded and I gently rubbed a finger between her pussy lips against her clit. She gripped her covers as I rubbed a little faster, watching her body shake a little. Every so often, I would increase the speed and intensity a little bit, and she was quickly moaning and had her eyes shut in pleasure. I used my free hand to pull off her bra, and bent down to suck on her breasts, quickly taking a hard nipple into my mouth and flicking my tongue across it. I took as much of her breast into my mouth as possible, and rubbed harder circles on her clit.
"Fuck, fuck" she said, and muffled herself a bit with her covers, knowing dorms didn't have a lot of space between each other. Her eyes shot open and her stomach started to ripple as she hit her climax, cumming from my touch on her clit and tongue on her nipples. I smiled at her and kissed her again, before kissing down her body. Without giving her any time to come down from her high, I buried my face between her legs, poking my tongue between her lips against her clit and flicking it roughly. I wrapped my lips around her clit and began to suck on it and I could feel her tense up, trying in vain to hold in her moans. I slid a finger into her tight pussy, feeling just how tight she was, as I continued my tongue lashing on her clit. I made sure to curl my finger against her g-spot and rub that in rhythm with her clit. I picked up the pace inside her and sucked her clit a little more, and she began to writhe underneath me.
"Oh my god, stop, it's too much" she panted as I never slowed down. A few seconds later, her body tensed up completely and she squirted, coating my face in her cum as my dual stimulation brought her to new levels of ecstasy. I continued to roughly lick her clit as she rode out her orgasm, and then laid back, completely spent.
"That was incredible" she said, still breathless, as I played with her breasts more. "You definitely deserve a reward for that" she smiled, rising up enough to sit against the wall as she grabbed my obvious bulge against my boxers. She played with me for a few minutes and then helped me out of my boxers, giving me another look of anticipation when she saw me naked for the first time.
She seemed a little unsure of herself, but she helped me onto my back and started to pump my shaft up and down. I smiled up at her as her soft hands felt good. After a few more pumps, she got onto her knees and bent over, taking some of my cock into her mouth. She had some trouble with the size, but got better as she went on. Her lips went up and down over my head, and finally added her tongue against my sensitive underside. As my breathing intensified, she was encouraged enough to go faster and a little deeper. As the friction started to feel better and better, I reached up to play with her breasts again, bouncing them in my hands and sometimes rolling her nipples between my fingers.
She took my length out of her mouth and let her tongue run up and down the shaft. Then she plunged back down onto my cock, keeping her tongue in the right spots. As I started to feel myself slowly getting closer, I took her hand and put them on my balls. She rubbed them slowly as I felt myself starting to grow in her mouth.
"I'm gonna' cum" I said quickly as my cock neared its thickest state. I saw her open her eyes nervously as I hit the edge, rapidly firing cum into her mouth. She took a few seconds of it and then pulled off, taking a few more blasts on her face. I couldn't help but laugh a little as I covered her face with my seed.
"Sorry about that" I laughed, as she held onto my cock and looked around, looking unsure of what to do.
"That was fun" she giggled, swallowing the amount she had taken in her mouth and heading for the bathroom to wash her face. She came back out and sat down on the bed next to me. We kissed harder this time, exploring each other's mouths and tongue wrestling a little.
"It got late" she laughed as she glanced over at the clock. "You have to leave in a while."
"Yeah we should probably get a little bit of sleep" I agreed. We laid down together, back in the spoon position, though we both remained naked. I kept a firm grasp on her perky breasts as we laid there.
"I'm glad we finally took it to this level" she said happily. "I'm excited for what's next."
That was the first time I felt extra conflicted about this device. While it allowed me to explore alternate realities for brief periods of time without consequence, it also showed me a glimpse into the long term possibilities of certain situations. If I hadn't been in a relationship, and this night really happened all of those years ago, how different would my life be? Would Madison and I have had a future together? Would I be living in a different place, with a different job, and a completely different life? Surely, these thoughts weren't the intention of the box.
As my mind raced, my thoughts wandered with regard to potentially ending this here. Obviously, I had no incentive to sleep and live out that next morning again. Still, I wasn't quite ready to leave. And, if this scene, so to speak, had to come to its conclusion, there was no point in not living out a little more.
I could tell she was basically asleep beside me. I looked at the backside of her naked body, and took in that fantastic ass again. I felt myself becoming aroused again, and as I got hard, I gently poked my cock between her legs. There was no reaction from her as I clumsily tried to find her opening. The angle wasn't good enough, so I decided to put myself in good position all around. I grabbed my pants and found the device, setting it just within reach on a nearby shelf. Next, I slowly wrapped my lower arm around her body from underneath her, hugging her to me. Finally, I grabbed her higher leg in our spoon position and lifted it up, ever so gently, spreading her enough to give me a target. She seemed to stir lightly, but perhaps wasn't fully conscious. I didn't have any hands to help guide me, so I still had some trouble finding my way to her entrance. Slowly, I got closer until I finally found her opening. With one quick adjustment, I thrust upward and I was inside her. She stirred a little more, but still wasn't fully awake as I slowly started to fuck her, working a little deeper inside her each time.
"Wh-what's going on?" she finally said, barely awake.
"Nothing" I smiled, tightening my grip around her body and kissing her neck from behind.
That was enough to calm her for a few seconds. I worked my way deeper inside her, and my big, underside vein began to hit her g-spot easily in our position. She started breathing heavier and started moaning.
"Are you inside me?!" she gasped, finally rousing enough to realize what was going on.
"Doesn't it feel good?" I whispered, kissing her neck again. She squirmed against my mouth and grasp.
"Yeah, it's amazing" she said between moans. "But I'm not sure I'm ready for this. I've never done this."
I moaned as I felt her extremely tight pussy engulf my cock. Her warm walls closing in around my length as our most private areas met without any barriers.
"Really, we might want to stop" she said, though still moaning.
"Just give it a little more time" I said, my hand around her body now on her breast, twisting her nipple. I could feel her give in slightly and moan more. Soon, I felt her pussy go off in an orgasm, as my cock head rubbed against her g-spot over and over. I felt her liquid spray a little and her walls massage me in spasms. I watched her perfect ass jiggle nicely with each of my upward thrusts. I used my thigh to keep her leg propped up so I could get a free hand back. I used it to grab her ass and give her a playful spank, before moving around to the front of her body and rubbing her clit.
"Oh fuck, too much" she moaned loudly as the combination of my cock inside her and against her g-spot, along with my finger on her clit brought her to another new high. She orgasmed again and couldn't possibly fight me as I felt all of her resistance go limp. At this point, she was just moaning and taking it all. Her pussy was basically in a constant state of orgasm now, as I continuously felt it squeezing and massaging my cock. I eyed the device on the shelf as I felt myself slowly starting to build towards my own orgasm. I don't think she quite realized what was happening as my cock began getting stiffer inside her tight pussy.
"Oh shit, oh my god" she said as my cock erupted deep inside her pussy, warming the deepest insides of her pussy with my hot cum. "What are you doing?" she moaned as I continued to fill her up, feeling the big underside vein of my cock throbbing with each rope of cum that I fired off her cervix and deepest pussy walls. Her tight, spasming pussy only milked me, forcing out more shots of cum deep into her, until I felt it starting to flood back out. As I felt my last bit of cum ooze into Madison's pussy, I pulled out and watched a ton flood back out onto the bed.
"Why did…" she started to question but I grabbed her face and kissed her passionately. A few seconds later, my hand reached the device and begrudgingly hit the button.
That familiar bright light hit for a few seconds, and then I was back in my room again. This time, instead of planning my next re-do, I sat on the bed and stared for a little while. From the corner of my eye, I saw the device light up and knew another mark had disappeared. I almost went onto the computer to see how Madison was doing these days. I stopped myself. That wasn't what this device was meant to do.
[Wanted to make sure this whole series was posted again. This story was written a couple of years ago.]
I guess this was one unwanted side effect from the device.
Although I now had the power to go back and re-do just about every moment of my life where I had blown an opportunity with a girl, it didn't stop me from thinking about things after the fact. In nearly every single one of these moments, there was very little preventing what I went back to do. So, if any of these moments had actually happened, my life could have been completely different.
As I mentioned earlier, I didn't regret where I was at now. But I couldn't help being distracted by thoughts of how Amanda and Madison could have been, long term.
It had probably happened because I went back to re-do moments with two of my really good friends. In order to get my mind away from this emotional stuff, I needed to pick a moment with a girl I had never thought of as being more than a good time.
I started to think back to all of the prettiest girls I had ever known, and tried to think if there had ever been a chance with any of them. There were never many girls that I hung out with that I didn't consider a good friend. However, there was one moment that came back to me when I thought about my best looking friends.
There was a girl, Brittany, who was pretty famous and popular at my high school. She was a model and had dreams of making it big. She had dirty blonde hair and blue eyes, with a tan body, and a wonderful figure. She was just gorgeous, the type of girl who you would definitely call a 'ten', and was very sought after. I guessed she had about mid C cups, and all of her assets were pretty perfect.
She actually came over to my house one time to study for a test. I guess she considered me smart enough that she wanted to study with me. Unfortunately, when I say we studied, I really mean we studied. I was single at the time, too, so I had no excuse, other than the thought that she would probably have no interest. We never left my kitchen and she left after an hour or two with just a hug.
This one was going to be a bit trickier. The previous two girls were both great friends of mine, who flirted with me constantly and were obviously very open to things. How would I get to the point where sexual acts became a possibility with my high school friend who I only talked to during class on occasion?
Force was obviously an option. If anything happened, like her escaping or somebody hearing, I could just immediately hit the button and everything would be wiped out. I suppose this could be the last resort option, but I didn't want to waste a trip if it probably wasn't going to work.
The first thing I was going to have to do on this trip back was get rid of my parents. I remember they had been home that night and probably had an eye on the situation from time to time. Once I got them to leave, I had to try to seduce Brittany as best I could, or at least make sure something good came of things. If I could even get a little bit of action with a girl like that, the trip probably would have been worth it, just to live out that fantasy.
I focused myself, happy to not be thinking about anything relationship connected with this one. I grabbed the device and thought about a few minutes before she arrived that night. Then I took a deep breath and hit the button.
A long flash of light. This time it seemed like nearly a minute. I was going back probably about a decade.
Finally, I appeared in my old kitchen. My mom was in the next room and my dad was in the living room. I looked at the clock and saw it was 6:55, probably meaning she was going to arrive around 7:00. I took another breath and went into my act.
"Mom, dad, you're never going to believe this" I said with some conviction. They both came into the room rather fast asking what was going on.
"Tom is stuck downtown with no ride in a bad area" I continued. "He's really nervous and his parents aren't in town. Can you please get him?"
I was lucky that my parents were very caring people. Tom was a good friend and they rushed out without hesitating. Downtown was far enough away that I wouldn't have to worry about them finding out he wasn't there. By the time they got there, I was planning to be back in the present.
I looked in the mirror and barely recognized myself. I wasn't tiny, thanks to the sports I played growing up, but I looked so young and small. As I was looking myself over, the door bell rang. I opened the door and there she was.
Brittany was dressed in a white tank top and a jean skirt that went about halfway down her tan, shaped thighs. She was totally made up, as she always was, and flashed me a gorgeous, white smile as I invited her inside.
"You're a life saver" she said and hugged me. "I was going to fail this test tomorrow."
"No problem" I laughed and hugged her back tightly, feeling her busty chest press against mine through our clothes.
"So where do you want to set up?" she asked with a smile.
"How about my room?" I suggested. All that time ago we just went right to the kitchen.
She didn't seem to think much of it and followed me over to my room. I swallowed hard as I entered and saw some mess, realizing maybe this was why I hadn't suggested my room all of those years back.
"Sorry for the clutter" I laughed and tried to toss a few things out of the way. I made sure to clear off my bed.
"Don't worry, mine is worse" she laughed and tossed her book down onto my bed.
I sat down on my bed and she joined me. I looked into her eyes for a second or two, to see if I could gauge a reaction. She didn't seem to react much either way.
"So where do we get started?" she asked in a friendly tone.
"Well…" I started and opened the math book. I looked at everything and realized my mind was blank. While it was an advantage to have my experience sexually, it obviously put me in a rough spot, trying to remember things that I should have known back then. That meant I wasn't going to be able to buy any time studying with her, since I would just make a fool of myself. My mind quickly scrambled trying to think of what to do. I felt the device pressing against my thigh in my pocket and it gave me an easier state of mind.
"Brittany" I started with slightly increased breath. "I promise you that I will help you study and pass this test. I also swear that I didn't call you over here for anything else, but you just look so beautiful and I'm having trouble concentrating. I've always wanted to kiss you."
She sort of laughed, almost as if she had heard similar statements before. But she also didn't seem repelled, which was a good start. I figured if I could use my extra experience to turn her on, maybe I could do this the right way.
To my surprise, she moved in and gave me a strong kiss on my lips. I didn't know if she found me attractive, or perhaps she was just thankful that I was going to help her with the studying. I knew this was going to be my only chance to do things without true force. I quickly kissed her back with extra force, startling her a little as I kissed her deep and guided her onto her back on my bed.
"Easy there…" she trailed off as I started to kiss to her jaw, then her neck. I sucked gently on her neck muscle and let my tongue trail up and down. She stopped talking and only sighed quietly as I continued to do this.
"I promise you'll get a perfect score on the test" I smiled and went back to turning her on as much as I could by teasing her neck. I was firmly on top of her, with my legs spread out across hers lower body, as incentive to keep her from scrambling too much. I knew it was now or never, and that I was on a limited clock. My hand disappeared under Brittany's skirt and started to rub her panties.
"What are you doing?" she said, but it wasn't quite angry. In fact, it was with a mixture of moans. Shockingly, she was already wet, so I continued to let myself rub between her legs. I looked down at her gorgeous body and pretty face, and couldn't believe I was getting this chance.
"Just let me pleasure you for a little bit, and I promise I'll teach you everything I know" I smiled and kissed her neck harder. Now, I pulled up her tank top and saw a black bra housing a great pair of breasts. I saw her open her eyes and look down at me with an unsure look on her face, but I ignored it and pushed off the bra, revealing her incredible breasts. She must have spent some time tanning in a booth because her breasts were fully tanned, too. I took them into my mouth, sucking and flicking my tongue across her nipples, which hardened against my tongue. She began to moan, and I used the opportunity to continue to push the envelope, pulling her panties to the side and quickly shoving two fingers into her pussy. Before she could say anything, I was curled against her g-spot, and roughly rubbing over and over. My thumb rubbed over her clit and my mouth stayed against her nipples. Her moans quickly turned to panting and I felt her pussy tighten around my fingers as she came. Her nipples were rock hard against my tongue and her body shook from the sensations.
I glanced over at my clock while Brittany struggled to catch her breath. I really didn't have a lot of time. If I was going to go for it, I may as well try to go for it all. I started up rubbing against her g-spot again, adding a third finger so that it filled her more. While I did this, I subtly yanked down my shorts and boxers, freeing my cock. With a very quick maneuver, I pulled my fingers out of her pussy and immediately pressed my cock inside her.
"What the fuck??" she moaned out as I entered her.
"It's just my fingers" I lied. "I added more." I leaned up and started to kiss her neck again while I slowly fucked her. I kept my hand down between her legs too, in case she bought my weak lie. I was banking that she didn't have much experience, though her beauty probably had brought on a few incidents.
"No, pull out" she said, though she was moaning. I bent my head down and started to suck on her chest again, wildly sucking on her hard nipples, as her body told a different story than her words. I started to fuck her harder, as she knew anyway, my cock roughly hitting her g-spot with each thrust. She was lightly pushing against me, but when my fingers started to rub her clit, she wilted and her body shook violently. Her tight pussy clamped down on my cock hard, massaging me as I thrust in and out. As long as I kept my fingers on her clit, she didn't have the strength to move.
"Cum for me" I teased as her pussy squeezed me in rhythm. She slapped me a little but kept taking it. I wasn't sure whether or not she wanted it at this point. I continued to rub her clit in time with our fucking, and her body continued to shake. Again, I had to steal a long glance at her beautiful figure being taken to new heights by my cock. The situation was so arousing, and I had to get going anyway, so I didn't fight the feeling when my orgasm slowly started to build. I started to pound her harder and faster as I got close.
"Don't you dare" she said as her eyes shot open. I went back to sucking on her nipples, keeping her bouncing breasts in my face as my cock continued to stiffen inside her. With her gorgeous breasts bouncing in my face, I let myself release deep inside her tight pussy, rocketing load after load of hot sticky cum deep inside Brittany's pussy. I felt her cum again from my constant rubbing of her clit, and her spasming pussy forced out a few extra shots. I let myself empty completely inside her and quickly pulled out and pressed the button at the same time, just as her face started to form a scowl.
The long flash of light and I was back home. This time, there was no emotional issue. I smiled as one of my bigger fantasies had been fulfilled. The only downside now was seeing the marks on the side of the box drop down to seven.
I was feeling pretty good, and wanted to use another trip before I really got into any planning. As my mind thought about all of the girls of my youth, I stopped on a couple of Latina sisters that I used to play sports with from time to time. One in particular, Marie, was very cute, with tan skin, long, brown curly hair, brown eyes and a very busty chest. Back then, she was at least a large C, despite being in pretty good shape, body type wise.
I thought back to one of our days playing soccer together. This trip back would be similar in length to my previous one. I hit the button and waited for the decent timed flash of light to give way.
This time, the light barely diminished, as I appeared in the middle of a bright, sunny grass field. I recognized a few people that I used to hang out with, and I looked at my own outfit, seeing an athletic red shirt and black gym shorts. I had on some of those higher, heavy socks with black soccer cleats. It seemed as though the game had just ended, and most of us had a noticeable layer of sweat. A few feet from me was Marie, wearing a blue t-shirt and black cheer short shorts, with blue knee high socks and cleats. Her chest pressed out obviously against her top, and I wondered if one sports bra could possibly keep her in place.
Luckily, we played at a park that contained multiple, large bathroom areas with showers inside. The group of people started to say their farewells, and then people dispersed in different directions. I decided to follow Marie.
"Pretty good workout today" I smiled as we walked toward the nearest bathroom area.
"Yeah well, we'll beat you next time" she laughed. She had a noticeable Spanish accent. I guess we won that game.
I knew I didn't have much time to work as we quickly approached the ladies side.
"Doesn't matter, you still look better than me in knee high socks" I smiled somewhat suggestively and pulled my socks lower.
"Oh whatever" she giggled and playfully shoved me. She started to walk into the door and I followed her. "Where are you going?" she laughed again. Instead of answering her, I wrapped my arms around her from behind and kissed her neck. My lower body pushed against her nice ass as I walked her further into the luckily vacant room and towards the shower area. She moved her head to the other side to allow more room for my kisses on her neck as she started to sigh and moan. I brought her into one of the shower areas, and lifted her shirt up and off from behind her. Without any hesitation, I pulled off her sports bra, revealing her incredible breasts. Unable to resist, I quickly moved in and started to suck on them, taking a good amount into my mouth and running my tongue around her nipples. My mouth teased one and my hands bounced and played with the other, and then I switched back and forth.
I helped her pull my shirt off and it joined the growing pile of clothing on the ground. My erection pressed painfully and obviously against my shorts, so I decided to remove them and my boxers right then. I looked longfully at her breasts, and she was nice enough to catch on. We turned the water on to get a little lubrication and she got on her knees. She placed one of her massive breasts around one side of my cock, and the other wrapped around the other side. Not too many girls I knew could give a good tit fuck, but this was going to be the ultimate. She went up and down on my shaft, sometimes licking the tip with her tongue when I came up and through them. It was a pretty arousing sight to see my old friend with her big breasts around my cock. She let her breasts drop off me briefly, taking my cock into her mouth and sucking on me. Her tongue flicked around the head and the underside while she pumped me and coated me in spit. Then she put her breasts back around me and went faster. Sometimes she would hold me between them and suck on the head for a while. At last, she sucked me long enough to bring me to the edge, and then popped off and pumped hard with her breasts. My cock shot ropes of hot cum across her face from between her breasts, painting lines across her face and narrowly missing her eye.
I helped her back to her feet and pulled off her shorts, panties, and cleats, leaving her in just the knee socks. This time I got onto my knees and went between her legs. My tongue poked between her pussy lips and found her clit, which I started to lick quickly. I spread her lips with my fingers and started to suck on her clit, and her moans quickly echoed around the room. I slid two fingers into her pussy and pressed them against her g-spot, rubbing it consistently while my tongue flicked across her clit. This combination brought her to orgasm pretty fast, and I felt her pussy contract around my fingers as her stomach muscles rippled. I looked up and enjoyed the underside view of her large breasts. She struggled to stay on her feet while I continued to pleasure her. I stopped and kissed the insides of her thighs before returning to her clit. A few more minutes of this and she came again, squeezing my fingers with her tight pussy muscles. She muttered something in Spanish and backed away enough to regain her breath.
I had no intentions to stop here, though. I figured the best position with her would be doggy style. It would allow me a great view of her terrific ass, and I could grab her big breasts from behind. I took the liberty of helping her onto her hands and knees, and she was either too tired to question or had just decided to allow me to do whatever I wanted. Looking at her inviting position, I couldn't help but immediately press my cock into her pussy from behind. I buried myself completely inside her and gave her a spank before I started to fuck her in a fast rhythm. I reached around and grabbed her swinging breasts, playing with their fullness in my hands and her nipples in my fingers as I fucked her faster and deeper. I felt myself hitting her g-spot with each deep thrust. I grabbed her hair and brought her face around back towards me, which I eagerly kissed, feeling her moan into my lips. I spanked her with my free hand and I felt her cum hard on my cock, squeezing me over and over as she vibrated against my mouth. After her orgasm finished, I let go of her hair and returned my hands to her breasts.
"Aye, fuck yeah" she moaned. I let myself fuck her harder, making her ass shake as I pounded in and out. I brought one of my hands back to grip and spank her firm ass, as the other continued to play with her breasts. She managed to gather up enough strength to reach back and rub my balls, making me fuck her faster. I felt her soft fingers and the tips of her long nails massage my balls softly, as that and her tight pussy brought me close to the edge. I wanted to keep going but sometimes a situation is too hot and feels too good. A few more thrusts and I buried myself. Her hands remained on my balls as my powerful orgasm hit. It was one of those orgasms where it builds up and takes longer than usual to actually hit, but then comes out uncontrollably and ridiculously fast. I had to hold onto her breasts to help keep me from falling as my body shook. My cock was lodged deep inside her and was rocketing out cum almost quicker than I could handle. I could feel myself completely flood her insides and felt it already start to come out even before I stopped filling her. As my orgasm finally slowed, I pulled myself out from inside her and watched a ton of cum pour out. She collapsed onto the floor of the room and I let myself enjoy the sight as I reached for the device in my shorts.
I pressed the button and the light brought me back to my room. I looked at the device and saw six marks left. It wasn't going to be easy to narrow the rest down.
[Love hearing from my readers. Enjoy!]
Though the device had been guilty of making me question a few moments in my life, it was really giving me a great opportunity to get some things out of my system. There were too many moments that I had passed on throughout my youth, and getting the chance to re-live some was definitely going to be important in settling down into a monogamous lifestyle.
This next encounter was going to mark the halfway point. This was going to be trip number five, leaving me with just five more. I had to be careful to not waste any. So far, all of my trips back had been pretty perfect, and I had no regrets. I decided to go through all of my social media accounts and write down every girl that was even in contention at this point.
As I tried to narrow things down, I stopped on my friend Allie. As I mentioned, I made a lot of great female friends during college, but never got to act on any of them. Allie and I had a lot of the same classes together, and during one of our final semesters, it was announced that we'd be learning at a center far away from campus. We decided to car pool together to save on gas, so we ended up spending a good amount of time together.
Allie was the kind of girl I probably would have had no chance with. You've probably met a lot of people in your life who nod, laugh, and agree with everything you say. She was the type that called you out for anything if she disagreed or thought you were bullshitting. She was gorgeous too. She was a little taller than average for a girl, with dark brown long hair, model eyebrows, and light gray eyes. She had tan skin and, though she didn't show off much, had large breasts which I gathered were in the C range.
I volunteered to drive us often, and was funny enough that she seemed to enjoy my company. There was one day in particular where we were talking about how broke she was that I wanted to try something, but held back because of my relationship. I laughed a little as I remembered some of the questions that ran through my head that day. That would be fun to go back to, just to see what might happen. She was sexy enough that it was worth it, even if it didn't go perfectly.
I thought back to that day in particular and pressed the button on the device. A short flash of light went up as I went back probably four years. Sure enough, there I was, driving my car with Allie in the passenger seat. It appeared as though the drive had just started, which meant we probably had almost an hour until we arrived.
"Yeah, it sucks being a broke college student" she laughed from my right side. I looked over and saw she was wearing a tight green shirt, outlining her large breasts, and jeans.
"Yeah" I laughed. "You know, I actually read something online last night that I have a lot of trouble believing."
"What's that?" she asked, her curiosity piqued.
"The author actually claimed…" I said, still chuckling. "That after interviewing hundreds of college girls, over half said that they would flash a random stranger for five bucks."
"Hell why not?" she said, laughing with me. "Five bucks to show someone my tits? As long as they don't take a picture for the internet, why not? Not like it hurts me or anything. Free money."
"Guess you have a point" I laughed a little awkwardly. "The author wasn't making it up then."
"Hell no" she said. "When you're in college, quick money is the best thing that can happen to you."
"If you would flash a stranger, what about a friend?" I asked, looking over at her.
She returned my glance, a little curiously at first. "You know you could have just asked, instead of making up a story."
"What?" I protested, laughing more. "That's totally a real article."
"Uh huh" she giggled. "I'll totally look it up when I get home."
She was right. It wasn't a real article, but luckily she would never get to the point of finding out before I returned home, and then the situation would be gone. I could say whatever I wanted at this point to get what I was looking for.
"So you'll really give me five bucks?" she laughed again.
"Yeah, I admit I've wanted to see for a long time" I confessed.
"At least now you're being real with me" she said. "Don't crash the car." She winked and grabbed the bottom hem of her t-shirt, pulling it up over her head. Then she reached behind her back and unhooked her bra, letting it fall and then turning towards me. I tried to keep an eye on the road as I stared at her incredible breasts, which were even fuller than I thought and kept the tan appearance of the rest of her body. I would spend a second looking at the road and then two seconds looking at her breasts. She laughed and shook them at me before turning away.
"Okay, don't kill us" she laughed again, covering herself with her arms folded over her chest. I could feel myself getting aroused but I was able to hide it for now.
"Would you let me touch for another five?" I pressed my luck.
"Easy now" she said, but she still giggled. "I'm not a prostitute. I don't mind flashing since all you get is a mental image. I don't know about going to touch for money."
"Twenty" I said, flatly.
"Do it" she replied quickly. "Wait, show me some first."
I swallowed hard, praying that I had a good amount of money in my wallet. I pulled it out of my pocket and glanced inside, seeing three twenties. I pulled one out and gave it to her. She smiled and turned back towards me, removing her arms. I took one hand off of the wheel and lightly squeezed her right breast. I bounced it and massaged it before changing to the other.
"I honestly don't get why you guys like boobs so much" she laughed.
"I don't get it either" I laughed too, but kept squeezing. I grazed over her nipple, and heard a small gasp.
"Easy big guy" she laughed and looked down, catching sight of my obvious erection. "Wow, impressive. Didn't think you were packing." She said looking at it and I could feel my face getting hot. There was some brief silence.
"Tell you what, this one is on the house" she smiled and started to rub me against my shorts. After a few seconds of this, she unzipped me and took me out of my boxers. "Wow, even better than it looked before" she smiled and bent down to take me into her mouth.
I had received road head once before, but it was from a young, inexperienced girlfriend and it wasn't much. This was a whole different experience, as she expertly worked my cock in her mouth. She took it out, licked all the way up and down and then plunged back down on my length. I kept one hand on the steering wheel, put one hand back on her breasts and did everything I could not to crash. I certainly didn't want to die in the past.
She took her free hand and scooped my balls out of my boxers next. She played with them a little as she worked up and down my shaft faster, her tongue playing with the sensitive underside of my cock head. I let my hand find one of her nipples and started to gently twist it. She didn't stop me and instead added a few vibrations to the head in response. She bobbed up and down my shaft in a frenzy as I squeezed her breast and kept my fingers around her nipple. I was glad that we were on a highway and that I didn't have to deal with traffic lights as she brought me closer to the edge. She brought her mouth off of my cock and took my balls in her mouth, sucking on them as her hand pumped my shaft. Then she popped back onto my cock with her mouth and sucked firmly and let her tongue run wild.
"Oh fuck" I moaned, squeezing her breast harder and twisting her nipple roughly as I felt my cock starting to stiffen. I felt more vibrations on me and she didn't slow down as my climax rushed on. I didn't know if I should warn her, but before I could decide, cum was shooting out of my cock uncontrollably. I felt my balls pump without any sign of stopping and my big underside vein contracted with each pleasure-filled spurt. After squeezing her breast more I put my hand on her head as I continued to rocket cum into her mouth. I heard her make a choking sound and I had to let her up. I had to give her credit though because she swallowed the copious load.
"Holy shit you cum a lot" she said breathlessly. "I can't lie though. That was fun."
The experience had actually taken up the whole drive, and soon I was exiting the highway and approaching our destination. I was wondering if this was as far as things were going to go.
"I feel bad" I started. "I really would like to return the favor."
"You mean…oral?" she asked, seemingly weighing my proposition.
"I won't charge either" I smiled at her and laughed.
"Okay, okay, you're on" she said. "You better be good."
We climbed into the backseat, fully aware that we would be late. She laid out in the back and I unzipped her jeans, pulling them off. She was left in just a black lace thong, which I admired before pulling it down her sexy legs. She was fully shaved and just as tan down there as everywhere else. She must have been one to frequent tanning beds. She spread her legs for me and I lowered myself between them. I started by spreading her lips with my fingers and letting my tongue slowly poke her clit, before rubbing it back and forth against her. My heart was beating a little bit fast, a mixture of arousal and nervousness after her intimidating challenge. Soon, I ramped up the pace with quick, rough tongue lashings against her clit and she started to respond. I saw her grabbing her breasts, playing with her nipples as my tongue went to work. I took her clit into my mouth and sucked on it and then slid a finger deep into her pussy. I angled it against her g-spot and went back to roughly licking her clit back and forth.
"Fuck, yes" she moaned and breathed hard as I increased the pressure. It was really turning me on to have such a sexy girl responding to my advances. I added a second finger into her pussy and it joined the first against her g-spot, rubbing quickly against it while my tongue never quit. I actually went faster and more animated than I probably ever had in my life. Her stomach started to heave up as she got more into it. Suddenly, her body tensed up and then stiffened, as she grabbed onto the seats. She had almost a frightened look on her face and before I knew it, she pushed out my fingers and squirted on my face. I sucked on her clit through her orgasm as she screamed, her juices coating my face.
"Holy…fucking…shit" she said, trying to calm down. "No one has ever made me squirt before."
"Then it's only fair I get a reward" I smiled and quickly climbed no top of her. My cock was rock hard again and she barely got to look up before I barreled my cock into her tight pussy.
"Oh fuck!" she screeched as I wasted no time getting into a good rhythm. Each time I reached the depths of her insides, I pulled right back out and thrusted all the way back in. I didn't know if she wanted me to fuck her, but she wasn't stopping me. She was still having trouble getting strength back from her squirting orgasm just minutes ago. I had my hands on her large breasts, sometimes letting them go to watch them jiggle, but mostly squeezing their fullness as I pounded her with everything I had. Sensing she was approaching another climax, I brought one hand to her clit and rubbed her furiously. Within seconds she was shrieking and gripping for the seats again as she came hard. Her pussy went off in a vice grip around my cock and I felt juices run all over my length.
There was something so incredibly arousing about taking a "ten" to the height of ecstasy and watching her writhe in pleasure under your body. I watched her gorgeous face twist in different positions as she experienced new sensations. I smiled as her perfect breasts bounced up and down with each thrust. And I was really turned on, watching my cock disappear completely inside her tight pussy every time I pressed in.
She attempted to run her hand up and down my chest as I slammed in and out, but her lack of strength meant her hand quickly fell back down to the seat. I scooped up her firm ass in my hands and used the new angle to slam into her more.
"Fucking fucking fuck!" she moaned and panted as she came again. Her pussy was massaging my cock in a wild orgasm as I finally felt myself starting to build. She was in far too much pleasure to even realize it as my cock got stiffer and firmer as it pulsed. I thrust into her harder and faster than before, a few more times, and then buried myself as far as I could inside her.
"Ahhhh!" she screamed as my hot cum quickly shot out, burrowing deep into her pussy, faster than I could ever remember. My body bucked against her as I grabbed onto her breasts again for support and in lust. It took at least ten seconds before my orgasm even slowed, and I could already feel my cum flooding her completely and starting to threaten to come back out around my cock. A few more thick shots of cum sprayed deep into her pussy before I collapsed on top of her. I gave her a hard kiss, forcing my tongue into her mouth and wrestling with hers, before I blindly grabbed my shorts, found the device and pressed the button.
A quick burst of light and I was back home. Now that was satisfying.
That was the halfway point. The most incredible device in the world only had five marks remaining. I knew from this point forward I would have to make sure that I did the most regrettable moments. If I didn't do something during this opportunity, I would regret things even more, knowing I had the perfect chance to live out anything right here.
I had a couple of girls that I was definitely going to include, perhaps even saving them for the end. I really only had one or two chances left that I didn't already have mentally filled. Thinking about how satisfying my last trip back had been, I decided to focus on remembering any major crushes I had. If I could live out one of my long term crushes, I might be able to fulfill just about everything in the end.
College had already provided me with some great inspiration, so I started to think back towards high school. I had only lived out a couple from that time period, and I know I had at least a few crushes back then.
Suddenly, the thought came back to me. I had very few "major league" crushes during my youth, but one of them was definitely during my freshman year of college. There was a girl, Kaylee, who was in a few of my classes that year. The next year, she moved, and I remember being devastated. I was very shy back then, and never made anything resembling a move. All I did was do anything silly during class time to try to make her laugh. That and I tried to avoid blushing any time she said something back to me.
The funny thing is, I found her much more attractive back then than I did now, which is probably why I almost forgot about her. Granted, all I saw were pictures these days, but she seemed to stand out more back then. She was a short, athletic girl with a fit body, black curly hair, green eyes, some freckles, and tan skin. I can't even communicate what it was that drew me to her back then, and I'm completely serious when I say that I wouldn't even make a play for her now if I could. But I was head over heels for a year, and I'm not sure I ever liked anyone more than her from a stupid young lust crush point of view.
The tricky thing was going to be even thinking of a time where I could potentially make a move. We had nearly our entire interaction at school, and even though I had the opportunity to go back at any time during the visit, that seemed like a losing proposition. I had no problem risking a failed experiment when it came to a girl like Kaylee, but I needed to at least give myself a chance.
I laid back on my bed for probably ten minutes trying to think back to those days. Had we ever hung out outside of school? No, it's embarrassing to say we never hung out once. Had there been a going away party? There might have been, but I wasn't sure that I was invited. I made her laugh a lot by being consistently silly, but I don't know if we were ever really genuine friends. But I was remembering my only possible chance, as a picture came back into my mind. I remember there was a picture of her in a bikini from a pool party that year. I had, of course, looked at that picture a lot.
It was either at one of our mutual friend's birthday parties, or perhaps it had been her going away party. I know I was at that one, though. I was pretty confident that if I could think of the picture, I could go back to the right moment.
I grabbed the device, thought of that memory, and hit the button. I was trapped in white light for a long time. This time I was going back over a decade. Just when I started to get a little worried, I appeared in the backyard of my friend's old house, with music blasting and seemingly dozens of people running around and jumping into the pool. I looked down at my body and almost fainted at how much smaller I was back then, body wise. Still, I had done most of my growing at that point, both height related and where it mattered, too.
I didn't want to stand out as looking too weird as I adjusted to the surroundings, so I went over to the snack table and poured myself some soda. I used this opportunity to look around the backyard. I had to hold in a few laughs as some people that I still considered friends were running around as their freshman selves. We were all such losers, myself included, and I knew this was probably going to be my most difficult attempt to pull off.
I had just agreed to jump into the pool with one of my friends when I froze. I cursed to myself when I remember the device had to be in my swim trunks. I wasn't about to take my chances getting that thing wet. I quickly ran inside the house to where people had left various items of clothing. I found my pile and stashed my device in my shorts. Then I ran back outside and jumped in. This was the first time that I allowed myself to experience a little bit more of the past. I played volleyball in the pool, snacked on some junk food, and joked around with old friends. On the occasion, I fumbled with some old knowledge of who was relevant in sports and on television, but I made it through.
I had to turn some focus towards Kaylee as the sky darkened. She was there in the bikini from the picture, a blue and green two piece that showed off her tight, athletic body and developing perky breasts. Her curly hair was all wet and I had many memories of us laughing in class. I joked around with her a little, flirting as best I could and getting some laughs. However, it was becoming apparent that this was going to be a tough atmosphere to make a legitimate move. It was one thing, during my last experience, to fool around with a college car pool buddy in the car and get her in the mood. It was another to try to seduce an acquaintance in the middle of a pool party with all of our friends. I only had one option to do this the right way, and it would've possibly changed the course of history had this machine not been so good at wiping memories.
"How about seven minutes in heaven?" I proclaimed from the side of the pool. Yes, that's right, one of the shy kids just said that during the middle of a pool party with a bunch of judgmental people. It's funny how brave you can be when there are no risks involved.
I heard a number of different reactions. A few of my guy friends started to crack up and tease what I had just said. A couple of the prude girls said 'ew' and I think one splashed water onto me. I saw a few girls pondering it. I decided to go for it all.
"Well, anyone who has the guts can follow me into Chelsea's room" I said as I got up and out of the pool. I had learned that this was Chelsea's birthday party, so my original thought was correct. I didn't turn back as I dried off a little and walked confidently into Chelsea's room, all the while holding my breath that Kaylee would follow.
Slowly, a few people started to trickle into her room. The majority of people coming were girls, which I guess was a good thing. Worst case scenario was I got to experience a few different girls. But too many guys and I might not get the chance I wanted. When all was said and done, ten people had come in. Six girls and four guys. One was Kaylee. I knew the odds weren't good, though, so I made a declaration.
"I don't know if you guys have had how this works" I started. "If you land on someone of the same sex, you get to choose who to go in with."
There was a smattering of both positive and negative reactions, but I quickly grabbed a bottle and got the game going. I knew I had just given myself almost 50/50 odds. There were nine other people and three were free choices, along with Kaylee herself. So four out of nine. I grabbed the bottle, took a breath, and spun it around the room. I could feel each fiber of the carpeting scratch my knees as I waited for the bottle to slow. I looked in temporary horror as it slowed and skirted passed Kaylee. Just as it looked like it was going to stop on Chelsea, I lost my balance and fell to the floor, rocking the bottle into one of my best guy friends.
"Guess it's your choice" he laughed, and luckily there was no argument after my fall.
"Kaylee" I said, quickly, firmly and I'm sure unlike my normal personality back then. I heard some ooh's go up from a few girls and her eyes widened in apparent surprise. She blushed a little and got up, following me into Chelsea's closet. I opened the closet door and closed it behind her, knowing I was going to have to do this in a hurry.
"Just relax and let me help you enjoy the next few minutes" I said softly to her and quickly kissed her. There was a small light on in the closet, giving me just enough of a view of her. I was thankful for that because this was one I really did want to see. She kissed me back a little, somewhat tentatively, and it was the first time that I had let myself think that she might be really inexperienced at this point.
"I promise this will be incredible, just let me take control" I said again and kissed her lips hard. Then I kissed down her neck and felt her body tense a bit. I rubbed my hand down her soft, still wet arm. I didn't have time to draw this out, so after feeling her melt even slightly from my lips and tongue on her neck, I untied her bikini top and tossed it off. I started to suck on her small but perky breasts, feeling her nipples harden in my mouth. My hand cupped one breast as my tongue teased the other, poking her hard nipple with my tongue. I easily took the entire breast into my mouth and concentrated on her nipple. She had fallen over onto her back, and it was incredible to see her tight body in the bikini that I had so often gotten off to from that picture.
I was trying to keep time in my head. I had guessed that about two minutes had gone by and I knew I needed to hurry.
"Wait" she said when I untied her bikini bottoms. "I think you're nice but this is a little much." I didn't slow down though and immediately buried my face in her tight, young pussy. I moved my face back and forth and let my tongue harshly brush against her clit.
"Holy shit" she moaned, obviously never experiencing anything like this before. I took her clit into my mouth and sucked on it before mashing my tongue against it more. Her tiny body began to heave up and down and her moans got louder. I wasn't sure but I thought I heard one or two of my guy friends laugh and high five from outside. It didn't take long to build her up and she quickly came hard, as my tongue mercilessly lapped against her clit over and over.
As I had hoped, this had taken a lot out of her. She laid on her back, panting and trying to catch her breath. Though I was short for time, I wanted to experience everything, so I turned her over briefly to see her tight, firm little ass, before letting her go back into her resting position. I imagined I had about three minutes left, so I stripped off my trunks.
"No wait" she said, still trying to recapture her breath as I climbed on top of her and moved my cock between her legs. "I've never done this be…oh my!!" she hadn't before she started the sentence, but had by the end as I entered her tiny entrance. It was a struggle but I quickly pushed my way inside her. I looked down and it was hard to hold myself together, seeing the girl I lusted after for so long, stuck underneath me, impaled on my cock. I started to get into a nice rhythm and bent down to suck on her breasts, which jiggled softly which each thrust.
"Keep it down in there!" I heard Chelsea giggle and yell as Kaylee's moans filled the closet. I'm sure they couldn't exactly guess what was going on, and could only imagine their reactions. I was loving every second of this. She was so tight and I felt her walls barely give in to accommodate me on each thrust. I kissed her lips again and felt her moan into the kiss as I picked up the pace. As soon as I let my hand trail down to her clit, she came again, this time on my cock, and I felt her tight pussy go off in spasms. I actually had to slow down this time, as it was too tight to continue through. I held her petite body, feeling every inch of her soft skin, and then ran my hands through the curly hair which I had admired so many times in class. I sucked on her bottom lip as we kissed hard, and she whimpered in front of me as I my cock continued to burrow deeper into her pussy. I gripped her hair again and went forehead to forehead with her, using the small amount of light to look into her eyes, which quickly shut again as I fucked her harder. She was breathing wildly, all over my face, and the passion was incredible.
I dropped my fingers back down to her clit again and, with a few rubs, sent her into another strong orgasm. She opened her eyes and looked at me in bewilderment and with what looked like the equivalent of a "tapout" or "I can't take it" face. Her mouth was wide open allowing her to breathe as fast and as hard as she needed to. The reality of that year in school was I would have given anything to kiss her. Now, here I was, taking her to heights she had obviously never experienced. The look on her face of ecstasy and amazement combined with her incredibly tight pussy to quickly bring on my orgasm.
It was one of those times where you start to feel it build and then it's just there. Before either of us could even say anything, I impaled her pussy fully on my cock and felt my orgasm take over my body. My body shivered and hips bucked into her as I filled her up with more ropes of cum than I could count. Each time I thought I was done, I spasmed and another contraction of my big underside vein sent more cum deep into Kaylee's pussy. I kissed her hard and grabbed her breasts as I finished filling her. I could tell she was too overtaken by the entire situation to even have a response.
"Times up lovebirds!" I heard from outside the closet. My heart missed a beat when I realized that I left the device in my shorts, outside of Chelsea's room. This was going to be awkward, but at least no one would remember. In fact, I decided it might be fun to go out naked and show the girls what they missed out on.
"You have no idea how long I've wanted that Kaylee" I said, giving her one last set of kisses, first on her mouth and then down her tight, exhausted body. Again, I was extremely thankful for the amount of light I was granted, as I took one last look at her gorgeous body and creamed pussy before reaching for the knob.
"Ohhh!" I heard from my guy friends as they covered their eyes and looked away. A couple of the girls shrieked but I caught at least three of them staring in amazement when they saw me come out, still keeping most of my hardness. I'm pretty sure one girl licked her lips and looked to be planning out a future visit to the closet as I disappeared into Chelsea's living room to get my clothes. I heard a few people leaving Chelsea's room to try to talk to me as I pressed the button.
That very long flash of light, and finally I was back home. I returned extremely satisfied, but felt a twinge of nervousness as only four marks remained on the device.
[Had to re-post to fix something. I would appreciate negative votes coming with an explanation of what they didn't like. Please don't troll. Thanks for reading!]
For the first time during this experience, I actually had more girls in mind than trips back remaining. That meant it was time to stop jumping back into the first thing that came to mind, and to start truly planning this out.
I brought up a document on my computer and typed out the names of every girl I was still considering. A couple has stars next to them, indicating I was already committing to the idea of going back to see them in particular. I had two stars, meaning I only had two trips up in the air. Then I listed all of the girls that remained in contention.
"Shit" I said audibly after seeing 11 names written down in total.
Now came the hard part. I had to eliminate seven of the nine maybes. Ironically, this took me longer than all the time I had been gone in total so far. Luckily, the device didn't burn any real life time while you left, so it was only about an hour after I had left the first time.
Slowly, one by one, I eliminated girls from the list, like some kind of playoff sporting event. After the first round of cuts, I was left with eight total names, so six maybes with only four spots. I couldn't break the deadlock at this point, so I decided this was enough of a start to allow me to make my next decision. One way to decide this list was to just go for one right now.
As I looked over each individual name, the image of the girl flashed in my mind. As each girl came up, I thought about all of the possible scenarios with them. Most of the girls were from my college days, again suffering from the same fate of being on lockdown during that time. After enough thought, I finally settled on my choice. There was a girl, Stephanie, who was in a few of my classes during college. She was a little above average height for a girl, with shorter but cutely styled black hair, brown eyes, and tan skin. She had a really petite body, which probably meant small B cups, but incredibly shaped arms, legs, and stomach. She was a runner and went to the gym regularly.
Even though I was in the midst of my relationship, I remember flirting with her regularly. The one night that really made me think about things was when our friend, Allie, said something in front of everyone.
"I know it's awful of me to say since you have a girlfriend" she looked towards me. "But I really picture you two as a couple."
I'm sure there was awkward laughter and some blushing. But she wasn't totally wrong. We probably would have made a good enough couple. Stephanie was really pretty, too. It had been a shame to have never gotten a shot.
I had clearly made my decision. I grabbed my device, thought of those words, and hit the button. A brief flash of light and I was about four or five years in the past.
It took me a few seconds to get my bearings, but I was with a bunch of my college friends, on campus during a class break. I had clearly just said something funny because Stephanie shoved me playfully and everyone was laughing. A few seconds later I heard a familiar sentiment with a slightly different ring.
"You two should just go out and get it over with already" Allie laughed. As I had remembered, there was laughter, and I saw a small blush on Stephanie's tan skin. Someone poked their head out of the door and said class was starting again and we all made our way back inside.
"Damn it" I thought with a laugh. "Here I am back in school."
I had forgotten how long these days could be. I had to sit through more than an hour of boring lecture before we finally got out. A few of us left together and started walking away from the building. The sun was setting on a relatively nice afternoon, and as we made small talk I finally stopped and looked at Stephanie.
"Hey, do you want to go do something tonight?" I asked her with a smile.
"Finally!" I head Allie yell, eavesdropping nearby.
"Y-yeah, sure" Stephanie smiled, seemingly surprised that I finally asked. I had no idea how the time line appeared to her, since this device was able to make her believe I was single without really taking into consideration how long we had already known each other. It made for a lack of an explanation on why I waited so long with some of these girls.
"How about a movie?" I suggested. There was a nice movie theater that was within walking distance. She nodded and the two of us went off, but not without some teasing from Allie.
"Have her home by eight please" she giggled, and I remembered the two of them were roommates at a nearby apartment complex.
As we made our way to the theater, there wasn't much talking. I might have made a little bit more of an effort to keep a steady flow of conversation, but something about knowing the device couldn't last made me a little lazy. I mean, sure, I could stick around longer, but I wasn't sure what it would accomplish. At worst, it would be a waste of time, and at best, it would just be more memories, which were a bit of a double-edged sword sometimes. A few of these trips back had been amazingly satisfying, but others were nearly haunting. To know the relationships I could have had over the years was almost tougher to deal with, as opposed to the total what-if games.
We got up to the ticket counter, and I looked at the choices with a smile. All of these movies were so old at this point, so I picked something at random and paid for us. She thanked me and we made our way into the back of a pretty sparsely filled theater. The movie started and I put my arm around Stephanie. She was only wearing a tank top and pants, clearly unsuspecting of what was going to end up happening today. I felt her firm, petite arm and shoulder as I kept her close to me. About halfway through the movie, she moved back towards her seat and looked at me. I wasn't about to play shy during this trip back, and quickly moved in to kiss her. The two of us sat in the back of the movie theater for about an hour, making out and slowly exploring each other with our hands. Our tongues wrestled and danced and my hand felt her small, perky breasts against her tank top. It was clear that she had been ready for me to ask her out for a while because she wasn't depriving me of access to anything.
After a while, I dipped my hand underneath her tank top and felt her soft, smooth skin on her petite, hard body. I felt her hip bones sticking out, ever so slightly, as they do in really fit girls. As I started to make my way higher, the credits hit and the lights went up. I cursed to myself and laughed. I gave her one more kiss and stood up to leave with her.
The walk to her apartment was too short, but was filled with hand holding. We stopped as we reached her door.
"You can come in" Stephanie said. "I really don't think Allie will mind" she continued with a laugh.
"Coming inside on a first date?" Allie laughed as soon as we got inside. "Now, now kids."
"That's what she said" Stephanie laughed and shoved her roommate. "Now go entertain yourself."
Stephanie and I went into her room and she shut her door.
"I have to admit I've been hoping you'd ask me out for a while" she laughed and blushed a little.
"Yeah, I don't know what took me so long" I laughed in response. "I guess my dream the other night made it obvious for me."
"What dream?" she scooted towards me and looked at me with interest.
In reality there had been no dream. But I figured a story like this could only lead to good things.
"I really shouldn't say" I laughed.
"Please tell me!" she insisted.
"Well" I started. "It involved you, me, and a shower."
She looked at me with a little bit of surprise at first, but her face quickly turned to a smile. She got up and opened her door, poking her head out and looking around. Then she motioned with her head for me to follow her. The two of us power walked our way to her bathroom and she quickly locked the door.
"You know she's going to find out anyway" I laughed.
"Oh well" she giggled and looked at me. She pulled her tank top up and over her head, leaving her in just a black lace bra. She brushed a strand of hair out of her face and bit her lip. I took my own shirt off and then embraced her for a kiss. She reached into the shower and turned the water on, which only served to expedite the process. Water running meant she wanted to be in there, and being in there meant we would be naked, and in a hurry.
She broke our kiss to slide her jeans down her fit, slender legs, leg muscles briefly showing as she stepped out of them. Then she turned away from me, quickly unhooked her bra and slid it off, followed by her black and white lace panties, and stepped into the shower, without giving me anything but the view of her gorgeous, firm and tanned ass. I removed my bottoms and boxers and joined her in the shower. I saw her gasp as my erection gave away my size, but her eyes were brought back up as I kissed her. I made my way from her lips to her neck, and then to her breasts. I took nearly all of her small, perky breasts into my mouth, running my tongue around her rock hard nipples. I stepped back long enough to admire her figure, seeing those hip bones subtly sticking out. It wasn't a malnourished look but rather the look of a really skinny, fit girl.
Before I could finish admiring her body, she dropped to her knees and her soft hand grasped my cock. She pumped me a few times before licking up and down the big underside vein. In a matter of seconds, she was on the head, sucking on it and playfully flicking her tongue against the sensitive underside of the head. My breathing increased and I placed my hands on her head. She didn't waste any time in making me feel good, as her hands went right to my balls, and she massaged them while starting to suck more of my cock faster. Her head quickly bobbed up and down as her hand went from my balls to the base of my cock, sometimes sliding her finger against my underside vein.
It was probably the best blowjob I had ever experienced, and combined with the arousal of the situation, I knew this was going to be a quicker one. She pumped me harder and never took her hand off my balls, rubbing them just enough to really get me going. I felt her tongue slide around my head and she grinned as she felt me getting stiffer. This only made her more determined and she pumped harder, licking the tip while I was still inside her mouth. My heavy breathing turned to grunts as she expertly brought me over the edge, letting me burst inside her mouth. She licked the tip and rubbed my balls as I came hard, holding her head for support, before she finally popped her mouth off of my cock and took some on her face. I shuddered as I watched myself paint her gorgeous face, as she took it all with a smile. She was so good that my head was spinning slightly, and I gently sat down on the floor of the shower. I knew this would be a good position to return the favor anyway.
She looked down at me, cum dripping from her cheek, as I gripped the insides of her firm thighs and got onto my knees to bring my face to the level of her beautiful shaved pussy. I spread her legs just enough to get my face between them, spread her tight lips with my fingers, and slowly let my tongue poke her clit. She was aroused enough that even this light touch set her into a series of moans, before they turned louder once I really got going. I roughly flicked my tongue against her clit, sometimes sucking on it, as my hands gripped her tight ass. She had a hand on my head, to steady herself as I had done, as I sucked harder on her clit.
"Fuck, fuck, yes" she moaned as I worked on her clit. She was built up enough that she quickly went over the edge, and I watched in amazement as her tight stomach rippled in orgasm. It was a beautiful thing to watch her skinny frame cum hard. As much as I wanted to continue the oral assault, I was pretty sure we both really wanted a little bit more. I stood up and she looked at me seductively. I steadied my legs on the bottom of the shower and invited her to climb onto my body. I knew she was skinny enough for this position to be possible, and she excitedly wrapped her arms around my back and let me lift her weight off of the ground.
It was pretty easy to keep her petite body off the ground, and now I just needed to line her up. I lowered her just a few inches to point my manhood right between her legs. With a swift move, I impaled her tight pussy on my cock, burying myself as far as she would take me. She let out a scream and I knew by now Allie was probably listening from outside the bathroom.
"Fuck…me" she panted as I lifted her up and down my cock, thrusting inside her as I brought her down. Her small, perky breasts jiggled with the fuck and I moved my head in to suck on them. I then kissed up to her neck and finally she brought her head down to kiss me hard on the lips, moaning into the kiss while I fucked her. I felt her try to scream against my lips as her tight pussy started to spasm. She was cumming hard and her tiny pussy squeezed me over and over.
"Please…don't…stop" she said breathlessly as I continued to fuck her in this sensual position. I had my hands on her tight ass now, and bounced her up and down my shaft. She threw her head back in pleasure as her nipples got even stiffer. Seconds later she was cumming on my cock again, rhythmically squeezing me as her pussy contracted on me. It was getting difficult to hold myself back from how good it felt, especially when she came.
"Go ahead, cum in me baby" Stephanie cooed as she felt me start to stiffen inside her tight pussy. "Don't be shy, I know how much you came before. Fill me up. Flood me. I want it all" she continued to dirty talk me and then bit down on my ear lobe. Before I knew it, I dropped her pussy until it was completely stuffed with my cock and unloaded. The ropes came out uncontrollably quick. I struggled but managed to keep her in the air while my cock flooded her insides. I looked down and could see the base of my cock twitching slightly with each rope of cum that spurted into her pussy. As I finished filling her, I let her legs drop back to the ground, though I left my cock inside her. We kissed passionately as the water continued to cascade down on our spent, naked bodies.
For once, I didn't feel like immediately returning home. As I looked down at Stephanie's naked, petite body, I knew I had to at least experience a little more of what things could have been like. I kissed her one more time and stepped out of the shower, drying off with one of the towels and getting dressed. As I walked out of the room I was greeted by Allie.
"Way to go stud" she smirked and applauded. "That sounded like quite the performance."
"I don't think Stephanie will disagree" I chuckled in response.
"Definitely not" Stephanie laughed as she emerged, dressed in just her underwear.
"I knew it was only a matter of time for you two" Allie laughed.
"Do you want to stay over tonight?" Stephanie asked, biting her lip.
"Sounds like a plan" I smiled.
"Wait a second guys" Allie said. "I have a test tomorrow and I need some sleep. I can't have you guys keeping me up all night."
"Oh don't be jealous" Stephanie laughed. "We'll hold it down."
The three of us watched some television and snacked for a while. Finally Allie got up and turned to her room.
"Remember, keep it quiet" she winked and disappeared into her room.
"Should we turn in too?" Stephanie asked with a laugh.
I nodded and we made our way into Stephanie's room. She didn't have the largest bed, but that just made things more compact for us. I sat down on her bed and Stephanie started taking her clothes off.
"I hope you don't mind, but I sleep naked" she grinned as she was already down to underwear again.
"I don't always sleep naked, but when I do, it's when I'm with you" I quoted partially from a commercial that was stuck in my head from my current time.
"What the hell are you talking about?" Stephanie laughed.
"Oh, nothing" I laughed too, realizing that commercial was still years away.
I started to take my shirt off, and by the time it was over my head, Stephanie was next to me, completely naked. She watched eagerly as I removed my bottoms and boxers, revealing my once again painful erection. She giggled a little and brushed it, gently letting her fingers run over me.
"How about a little game?" I smiled.
"What did you have in mind?" she asked, hand still teasing me.
"Let's do a little 69" I started. "Whoever makes the other cum first gets to decide what position we fool around in next."
She grinned excitedly and quickly got into position. Without warning, she plunged her mouth down on my cock, sucking eagerly and pumping my shaft up and down.
"Okay, go" she giggled a few seconds later. I laughed before parting her pussy lips with my fingers and quickly starting to lick her clit. A few seconds later, I pushed two fingers into her tight pussy and curled them against her g-spot. That started her moans, increasing in frequency and intensity as she tried to take more of my cock down her throat. I wrapped my lips around her clit and started to suck on it as my fingers rubbed her g-spot over and over. From the intensity of her moans, I knew I was in good shape to win this. I felt her trying to pull herself off my mouth.
"Oh no you don't" I grinned and grabbed her tight ass, forcing her pussy right back into my mouth, sucking and lapping at her clit furiously, as my fingers continued to work their magic.
"Oh fuck" she shrieked as I could already feel her tensing up. My tongue danced across her clit without resting and I could feel the vibrations increasing on my cock. She rubbed my balls, trying to bring me closer, though I knew she wasn't going to get there in time. She confirmed that by giving up on her pursuit and putting her face on my thigh.
"Fuck, fuck!" she screamed as she hit her climax, her pussy muscles clamping down on my fingers. She shook on top of me as I smiled against her pussy and licked her through her powerful orgasm.
"Guess it's your choice" she panted, trying to come down from her high.
"Well, I need a few minutes anyway, so let me think about it" I laughed and invited her to rest in my arms. As she laid with me, I let my hands roam her petite body, feeling the soft skin of her thighs, arms and body. She hugged me tightly, and this was yet another time where the device was leading towards reflection. It wasn't easy to see how much fun I could have had, on a pretty regular basis, nonetheless. Still, I was thankful to at least be getting a glimpse. I blew a lot of great opportunities, but I don't know anyone else that got a chance to go back and re-do them, even temporarily.
"Okay, let's do this" I smiled after a while. I helped Stephanie onto her hands and knees, and she got into position when she realized what I was doing. I stared at her tight, firm ass and got behind her, pressing my cock against her lips. She moaned and my hands rubbed up and down her back. I gripped my cock and found her opening, shoving my length inside and spreading her walls again as I entered. I could feel my cum from earlier giving me extra lubrication as I quickly started to pick up a fast rhythm.
"Oh fuck yeah" Stephanie moaned as each powerful thrust from my end made her ass jiggle lightly. I reached around and cupped her perky breasts, playing with her nipples as I worked my way in deeper. I could feel myself sliding against her g-spot, and Stephanie started to play with her clit. It wasn't long before she climaxed, squeezing her tight muscles around my cock as she moaned in ecstasy. I grabbed her hips and started to bounce into her harder. Our bodies started to make slapping sounds as they came together roughly.
"Shut up you guys!" I heard Allie yell from outside. That made both of us laugh, and I took a hand and came around in front of Stephanie's face, putting it against her mouth. Her moans were muffled but it seemed to turn her on as she bounced back against me harder, meeting my thrusts. I felt her mouth open against my hand as she started to cum again, another series of spasms going off around my cock. All of the rough orgasms she continued to have were taking their toll on my stamina, forcing ahead the timeline of mine. As I started to get stiffer inside of her, she brought one of her hands back to rub my balls. My thrusts got wilder and more desperate as I neared the finish. Her hands and fingers worked on my balls, bringing the rush on just a little quicker. A few more thrusts and I knew I was there. I pushed myself deep inside her and waited that extra second that happens sometimes before a powerful orgasm. She continued to rub me and then I felt the first twitch as cum streamed out in fast, thick ropes inside her. I shook and bucked against her as I couldn't seem to unload myself quickly enough. I pulsed and spasmed and felt myself emptying everything I had inside Stephanie's depths. I ended up falling on top of her, still buried inside, as the last twitches sent a little more of my seed inside her.
We laid like that for a bit until we both regained control of our breathing. Then she flipped over and kissed me hard, running her hand through my hair. We laid there until we both fell asleep. The next thing I knew, the sun was out and it was actually time to get ready for classes. I couldn't see going through a day of school, and any more of this experience was just going to show me more of what could have been. I went over to my clothes and took out the device. I turned it over and my eyes widened as I noticed the faces of every girl that I had been with during my trips back were now engrained on the device. I didn't know what it meant, but my heart raced at the idea that there was something I didn't quite understand going on.
I took a deep breath and pressed the button. The familiar flash of light filled the room and I was back home, once again. Another line disappeared from the device, leaving just three remaining. I turned it over and noticed Stephanie's face was now there, right after Kaylee's picture. What in the world did it mean? I guess it could mean nothing, and was simply another form of tracking, just like the lines. I touched the faces of the girls, and nothing happened. I ran my finger across the three remaining lines; nothing happened. I shrugged my shoulders and put the device down.
"Three left" I said out loud. "Damn it." I looked at my list of potential choices and knew there was at least six or seven very worthy possibilities. The only way this was going to work was to get a little creative. The rules of the device said that I could go back ten times. That means, if I could work multiple situations into the same trip back, I could possibly attack this list a little more completely. The only problem with that, was I could only go back to a specific time, so if I wanted to do more than one experience, it would need to be with two girls that I was exploring at the same time. I also might not have an in because I wouldn't be able to go back to a specific opening from more than the first choice, as I had been doing.
I started to group my list. I split it into high school and college acquaintances. I looked to see if any of the girls even knew each other. There were two that I had definitely decided I was going to go back and try, so that meant this was the last real toss up.
So far, I had really only concentrated on friends. That was a safer option, but it also meant I was missing out on some potentially exciting, more spontaneous encounters. There was more than one time, mainly during college, where I talked to a girl who I really didn't know after class. It was always exciting, but I knew I could never explore things further. I could try going back to one of these moments, and then try to find another during the same trip. There were two specific times that came to mind.
I remember being in a really difficult science class at one point. The teacher was difficult to understand and the subject material was rough. There was a blonde girl with those trendy glasses who was probably model material. After a particularly tough lecture, we went to the local Starbucks and talked for a while. She gave me her number, and it remained uncalled in my contacts list for years until I deleted it.
The other situation that stood out was from one of my night classes. If I remember, the class was fun, but long, and there were two girls (they were friends) that I had only briefly gotten to know during the year. One had brown hair and soft blue eyes, with light skin and average height, while the other had darker brown hair, green eyes, with more tanned skin and was shorter. For some reason, during one of the last classes of the semester, the three of us walked out together and talked for a while. I was making them laugh with some of my impressions and eventually one of them gave me her number (and took mine) and told me we should get together during the winter break. That, of course, never came to be, either.
As I thought about it, it occurred to me that, of course, these happened years apart. There was no way I could put myself back and get near both of these events. I laid there for a while before I had a brainstorm. I could go back to the later of the two events, which was the incident with the two girls. I could play that out, and then call the girl from the Starbucks day. It might result in an extended trip, and who knows if the first girl would even remember me, but it was the only chance to get both of those in during the same visit.
I grabbed the device and pressed the button. A normal time of light flashed as I went back about four years again. There I was, walking out of class, talking to the two girls. Kacey was the fairer skinned girl and Nicole was the more tanned one. As we laughed and joked, I remembered back to how good I felt about myself that night, keeping the attention of these two beauties.
All of a sudden it dawned on me and I cursed myself in my head. Yes, this was the scene in my mind, and the last time I had ever really talked to either of the girls, but there was no set up that night. We talked about doing something that winter break. As much fun as it was to re-live some of these moments, I really didn't want to be trapped here for weeks, even if it wouldn't cost me much current time. I had to do my best to push up the time line of this encounter. As we approached the point where we went our separate ways, Nicole took her phone out, just as she had done.
"Let me get your number" she smiled. "We should totally do something this winter break."
"Yeah definitely" I responded and gave her my number. "You know, we could do something sooner if you guys are free."
"Oh?" Nicole smiled again. "What did you have in mind?"
"Anything where we can all hang out and get to know each other more" I answered.
Nicole exchanged a glance with Kacey. "Why don't you come by our apartment complex tomorrow?"
"Sounds fine" I said, careful not to sound overly excited.
"Great, see you tomorrow" Nicole said and we separated. Now I had a day to kill in the past. I couldn't make any gains in the present, so this was probably going to be a waste of time. I decided to walk around campus for a while and see if I could bring back some more memories. I saw the spot that I ate lunch and the building that I had most of my classes. I even recognized the occasional passing face.
I let out a deep breath and grumbled a little. The point of the device wasn't to keep me trapped here waiting for situations to happen over time. I looked down at the floor and a few seconds later ended up bumping into someone.
"Oh I'm sorry" I said as I looked up. "Leslie?"
"Hey!" Leslie laughed and hugged me. "Oh my gosh, it's been so long. How have you been?"
"Good, good" I laughed. Leslie was one of my more long term friends at college. She had black hair, brown eyes, and was very busty. I had always guessed that she was in the larger C range. She was a smart girl but was always kind of ditzy. I always thought she would be the type of girl who would do anything if you made a convincing enough argument.
"What are you doing tonight?" I asked her with a grin.
"I was just planning on doing some studying" she responded.
"You have to hang out with me" I said. "It's been way too long."
"What did you want to do?" she asked.
"To be honest" I started with a smile. "I've always wanted to sneak into the school pool after hours."
"What?!" she said in her over exaggerated tone and laughed.
"Yeah, let's have some fun!" I said excitedly, grabbing her hand and pulling her towards the pool. "Let's not even get bathing suits. Let's just go in in our underwear."
"You're crazy!" she laughed, scooting along with my pulling. Before long, we were just outside the fence of the pool on campus. Everything was pretty dark. The fence wasn't all that high, and I easily pulled up and over it. I helped Leslie get over it, too, and we stood next to the pool. I started to take my shirt off and urged Leslie to join me. There wasn't a lot of light but there was enough to see. I was really curious to see her without a shirt on, and I felt my heart rate increase when she grabbed her shirt and pulled it off. Her breasts looked even bigger than I had thought as they sat in a sexy blue bra. Soon, we were both in our underwear. I knew making a ton of noise would be a bad idea, so I quietly walked down the steps of the pool. It was a little cooler than I had hoped, but still maintained a little warmth from the day and heater.
"Come on!" I said in a hushed tone. Leslie giggled and then made her way into the pool with me.
"It's cold!" she whispered.
"I'll keep you warm" I chuckled and grabbed onto her, wrapping my arms around her body and my legs around her hips from the side of her. I pretended to lose my balance and grabbed onto her breasts to keep me from falling.
"I'm sorry!" I whispered to her. I breathed easier when she laughed.
"Oh it's ok, they always get in the way" she giggled.
"I have to admit" I said, unwrapping myself from her and standing in front of her. "I've always been kind of attracted to you."
"Really?" she asked, seemingly surprised. She gasped slightly when I slipped my finger underneath one of her bra straps and pulled it off of her shoulder. I did the same to the other strap and her bra lost its support, sliding off her large breasts. I immediately had to grab them, their fullness just fitting into my hands. Her nipples were hard, either from the water or, I hoped, from getting turned on. I moved my face down and took her breasts into my mouth. I sucked on their fullness and made sure to dance my tongue across her hard nipples. She was moaning slightly and hanging onto my hair.
"Let's move this out of the water" I suggested, helping the two of us rise up on the edge. After I played with her breasts a little more I got bolder. "Leslie, you have to let me titty fuck you. I've wanted it for so long."
She must have been at least a little turned on because she nodded. I slid off my boxers and smiled as I heard the familiar gasp when she saw my size. She got up onto her knees and pushed her large breasts together with a smirk. I angled myself towards her and got my length between her breasts. Most girls struggled to pull this off with me, but Leslie engulfed my shaft, and the water from the pool helped her a little with lubrication. I thrusted between her large breasts and she moved them with me. Sometimes, she licked my tip when it popped through. I held onto her shoulders and head for support as I let myself fuck her chest quicker. Occasionally, I would drop one of my hands onto her breasts so I could grab them and enjoy their size. One time I popped through her breasts, she sucked down on my head and swirled her tongue around, starting to build me.
As soon as I felt myself starting to get that familiar feeling, I really got into it, thrusting roughly between her chest. I had my hands on her shoulders now to support both of us as I picked up the pace. She took my head into her mouth again and sucked for a few seconds, and I could feel myself getting stiffer. She took her mouth off of me just in time, as I hit my climax and started to shoot big ropes of hot cum all over her face and chin. She shrieked slightly as my big load hit her, but I continued to fuck her breasts, relishing the experience. As my orgasm started to slow down, I took my cock from between her chest and shot the last of my load onto her breasts.
"Wow, that was a lot" she giggled and rubbed my leg.
[Apologies but I'm finally back. My first order of business is to finally finish this series. Then, not to worry, I will be continuing my much demanded Sisters By The Pool series!]
"That was a lot of fun, but I should really go study now" Leslie said. I could have pushed for more, and more than likely succeeded, but I already had two other situations I was waiting for on this trip back. This had killed a good amount of the night, anyway, so I wouldn't have to sit around waiting for tomorrow night to come.
"We'll hang out again soon" I smiled and hugged Leslie, both of us getting dressed. I walked her back to the library, where she was originally headed, and gave her one more hug. Then I started off towards my place.
Not much happened from the time I got home to the next afternoon. I lazed around, ate whatever was around at that time all of those years ago, and watched some television. As day turned to evening, I looked up Kacey and Nicole's address. They were within walking distance of the campus, so I knew there was no rush. I spent a little extra time making myself look good, put on a blue polo shirt and pants, and started off towards their apartment complex.
As I walked, I cursed myself a few times in my head. It was so painfully obvious how many opportunities I could have had, times that many people do experience in college, which never came to be.
All of a sudden, I looked up and got the greatest surprise of my trips back. There was my fiancee in the distance. Running into her here definitely wasn't part of the plan, and I didn't even know if the circumstances meant we even knew each other in this current, temporary reality.
I panicked. I didn't even wait to see if she spotted me. I reached into my pocket and hit the button, quickly sending myself back to my bed at home again. I laid there for a few minutes, taking long, steady breaths. The last thing this machine should've been for was to run into my current girl in the past. Did it mean anything? Had I screwed something up by seeing her?
"Relax" I said out loud. "Remember, nothing from these past realities actually has an impact."
Slowly, I started to calm down, and went back over to my computer. The list of names had been mostly successfully completed. There were a few names that I wasn't going to get to, and a couple of more just joined that list after the recent incident. However, with only two marks left on my device, I knew the last two choices were already made. The two who I had already starred before I took my first trip.
It was time to finally get my shot with Melanie. Melanie was, perhaps, the most interesting case of anybody I would go back to see. Of all the girls I knew over the years, Melanie was my longest term friend. We met in early high school and were still friends to this day, which is something I couldn't say about most of the people I had already gone back for.
The length of my friendship with Melanie made for an interesting dynamic. The device allows me to go back to any moment with someone, but when there's ten years to choose from, it is hard to pick which moment would make the most sense. Do I go back to early high school, and try something during the early part of our friendship? Do I go back just a few weeks, when I ran into her at the grocery store? Which moment did I most want her in the past?
The only thing I knew for sure is that I wanted this one badly. Melanie was one of the nicest girls I had ever met, but she was also a bit of a wild badass. She had teased me throughout the years for not taking enough chances and risks, which was ironic, since one of those risks probably would have led to me going after her. Although she clearly liked me as a person, I know she didn't think much of me sexually, probably as a result of how calm and decent I always presented around her. But, this was going to give me the chance to finally show her what I had, even if the memory would be only mine.
There wasn't a perfect moment to go back to. There was never really a time we were super close to doing something naughty. The only night that was really coming to mind was a night in late high school, when she came over my house to watch one of those trendy movies that everybody but us had seen. Back when you could still rent a movie. Damn, this was a long time ago.
I settled on the moment, hit the button, and went through the flash of light. After a bit, I was returned to that moment in the past. I was on my old living room couch, watching the terrible move, with Melanie next to me.
Melanie wasn't what anyone would classify as insanely attractive. She was more cute than anything. She had shapely black hair, with bangs that went over part of her face. She had nice green eyes, and an extremely petite, tan figure. That night, she was wearing a black tank top and jeans.
It was late on the Saturday night, but the movie was probably only somewhere in the middle. My parents had already gone to bed for the night. If I remember correctly, we had simply watched the movie, and then I drove her home. I was convinced to change things pretty quickly.
"This move sucks" I said, turning my attention to Melanie.
"Yeah, it does" she giggled in return. "But it was your idea to watch it."
"Only because I didn't want to be the only one who hadn't seen it anymore" I continued. "But I'm over it. Let's do something else."
"What's on your mind?" she asked, smiling cutely at me.
"Let's go up to my room and think about it" I suggested. She seemed to catch onto what I was thinking, but she also seemed a bit confused. As usual, there was her constant thought process that I didn't have a dirty bone in my body.
Still, she got up and followed me, perhaps just to see what random thought of mine may have accidentally given off such an inappropriate vibe. Her look did change when I locked the door behind us, though.
"What is all this?" she asked, laughing again.
"Overdue" was all I said in response, before I wrapped my arms around her petite frame, kissing her hard and bringing her onto my old bed. Her initial, wide-eyed look of complete shock made the whole trip worthwhile, as I started to kiss her heavily.
It seemed like she wanted to ask something else, but I was still kissing her too passionately. I pushed my knee between her legs and started to rub myself against her jeans. I could feel a slight vibration in the kiss now, from her moans, as I briefly broke the kiss to yank off her tank top. Her slender, tan, petite body was revealed before me, as I eagerly bent down to kiss her body. She writhed and giggled in response, as my hands found her lacy green bra. A quick unhook, and her perky, B cups were finally free.
Over the years, I had gotten off to Melanie more times than I could count. As I said, it wasn't because she was the hottest thing I had ever seen. There was something about unconquered territory, that for some reason, seemed like it should've been mine, that was so arousing.
That can explain some of the excitement that I felt, finally seeing her breasts for the first time. I had often pictured what they might look like, as I had gotten off to her pictures. Now that they were waiting for me, I couldn't resist taking them in my mouth. I bent down, pushing my face against her chest, and then taking one in my mouth. My tongue flicked and ran circles around her quickly hardening nipple. My hand found her other breast, squeezing it, before starting to tease the nipple between my fingers.
Melanie was hanging onto my hair as I worked her perky breasts. My free hand reached down and undid her jeans button. To my surprise, Melanie wasted no time in shaking her own jeans off, obviously wanting every bit of what I had in mind. She had matching green panties on underneath, which I wasted no time in removing, too.
Just like that, I had Melanie completely naked on my bed. Yet another moment I could have just as easily had during my youth. But, at least I had the next best thing.
I smiled down at her, knowing I was finally going to be able to impress her with my abilities and attributes. I stripped myself down, showing myself off to her. I could see the disbelief in her eyes, as I showed her what I had to work with. Before she could stare for too long, I was between her legs, mouth around her lips. My tongue poked between her pussy lips and found her clit. She desperately started moaning and panting as I started to move my face back and forth. I brought my tongue against her clit roughly, and moved from side to side, my hands sliding underneath her to grab her tight ass. Her skinny legs started to shake and she grabbed my hair again.
"Finger me" she purred between moans as I continued to tease her clit with my tongue. I took one hand off her ass and brought it under my mouth. As soon as I slid two of my fingers inside her tight, wet opening, her moans turned to screams.
"Just like that" she yelped as my fingers curled against her g-spot, all while my tongue danced across her clit. Her legs were now shaking uncontrollably as I fingered her roughly against her g-spot.
"Oh god I'm cumming!" she shrieked as her petite stomach started to ripple. To my surprise, she started to squirt as her pussy contracted around my fingers. I pulled my fingers out and started to rub her clit furiously. This only forced more juices to squirt from her pussy, some hitting my face, as her entire body spasmed and shook. She continued to moan and writhe as she endured what appeared to be a mind blowing orgasm. Finally, she collapsed, flat on her back, and tried to recover her breath.
"All this time, I never would've guessed" she said breathlessly. "That was the most amazing thing I've ever felt. In fact, I think you've earned a little reward."
She was recovered enough to get back onto her front. She had me lay back on the bed, which was always my favorite position to get head. Nothing lets you relax more and last longer. Plus, having her on her front side made her breasts look fantastic, and I couldn't resist reaching down and groping them. She licked the tip of my cock a few times before taking the head into her mouth. She wasn't going to do much teasing, as she started bobbing on the head, licking the sensitive underside and sucking. She popped off it with a loud sucking sound, and then plunged down. My eyes went wide as she descended the length of my cock, finally settling down nearly three quarters of the way down. No one had come close to that point, even today. She gagged ever so slightly, and then started to bounce her mouth up and down on my shaft. I felt her tongue wrap around me as she worked on getting as much of me down as possible. Just as I had always suspected, Melanie was a bit of a freak, and she was displaying it here.
After a little bit more of that, she pulled herself off again, and licked the full length of my underside, forcing a shiver through my body. She giggled and then brought her tongue to my frenulum. Targeting the most sensitive spot on my cock, she started to drag her tongue quickly up over and over. Her hand gently massaged my balls as she continued to lick the sensitive underside of my head. I rolled and pulled her nipples in response as the sensations were driving me crazy. She plunged her mouth back down on my cock, now just sucking on the head again, while pumping my shaft quickly. She continued this until she could feel me starting to tense and stiffen. Then she returned to the underside of my cock, licking roughly as I approached orgasm. I groped her breasts hard as I felt myself going over the edge, starting to launch powerful ropes of cum high into the air. The hot ropes of cum landed all over Melanie's face, and some into her hair. It was one of the more intense orgasms I could recall, as I shot my load all over her pretty face.
"Wow, that was quite the load" she giggled cutely, licking a little trail of cum off her cheek.
"You earned it" I smiled. My attention was still on her tight body. I wanted to feel every bit of it. I moved closer to her and started to rub her back, and then moved down to her ass, squeezing the perky ass cheeks in my hands. I gave her a playful spank on both sides, before turning her back over and starting to suck on her breasts again. This wasn't the time for talk, or even rest. I wanted to savor every sexual moment I could experience with Melanie.
"I wish you had done this sooner" Melanie laughed as I explored her body. I had no incentive to talk about things, though I shared her sentiment. We laid there for a bit, feeling each other all over, as I waited for my manhood to return to strength.
After the blood started flowing again, I knew it was time to show Melanie the time of her life, at least in this capacity.
"What are you going to do with that?" Melanie teased as she saw my full shaft again.
"Why don't you get on your hands and knees?" I grinned in response. She smiled knowingly and turned around for me, sticking her gorgeous ass in the air for me. I moved in behind her, rubbing my cock against her clit, lubricating myself on her juices. If she thought I was going to take this slow, she was going to be in for another surprise.
I put just the tip of my cock into her entrance, and then reached up for her hair. I pulled her hair back, making her body jerk slightly backwards. That motion fed more of my cock inside her, and I buried the rest into her tight pussy. She shrieked and moaned as I entered, my shaft pushing her unprotected tight walls apart as it made its way inside. I kept a tight grip on her hair, keeping her head bent slightly back and up, as I started to fuck her hard. My cock easily hit her g-spot with each thrust, and each powerful motion made her cute ass jiggle in front of me. I used my free hand to smack her ass again, causing her to yelp in response. It felt incredible to be inside of her tight pussy with no barriers separating us. With my hand still on her hair, I used my free hand to reach around and start to rub her clit. The combination of my hand on her clit and my cock hitting her g-spot time and time again quickly brought her over the edge. Her pussy squeezed and contracted around my shaft, barely allowing me to stay inside. It was about time we looked at each other during this passionate fuck, so I pulled out during her orgasm, allowing a little cum to squirt out.
I adjusted her so that she was on her back. I put her legs onto my shoulders and entered her again. It was incredible to watch the contorted look of pleasure on her face as I started to ramp up the rhythm again. It took a little bit of flexibility on her end to accommodate the position, but we were both enjoying it. But, I wanted to be closer to her, and eventually put her legs back around me. I bent down and started to kiss her hard as I slammed myself into her. My hands had migrated back to her breasts, squeezing them and playing with her nipples. Our deep kissing allowed me to feel her moans into my mouth, as I continued the hard fuck rhythm. She started to shake again, and I pounded myself into her tight pussy harder, quickly building up another orgasm for her. Her pussy started to spasm around me again, but this time I didn't allow myself to exit her. I continued to fuck her through her orgasm, causing the rest of her body to shake. Her eyes were mostly closed, but when they opened, they were partially rolled upwards. When we weren't kissing, her breathing was ragged, as she tried to steady herself under me.
"So. Fucking. Good" she said breathlessly as I mercilessly pounded her. Another round of hard fucking and she was cumming again. This time I pulled out and rubbed her clit, allowing her to squirt on me again. Before she stopped shaking, I was back inside her, still feeling her muscles squeezing my cock. It was getting harder to last inside her, especially with no barriers. I could feel every ridge of her insides, and the fit was very tight. My hands reached down for her breasts again as I felt myself slowly starting to stiffen inside her. There was definitely no thought of pulling out. I could see goose bumps forming on her smooth, tan skin as I reached a rock solid point inside her. I buried myself as deep as I could manage and paused as I felt myself nearing the edge. I let her tight, warm insides bring me the rest of the way, as I hit the point where ecstasy fully hits and the cock stiffens to an unbearable point. In that moment, no matter what happened in the world, there would be no way to stop the inevitable. I grunted and squeezed her perky breasts as I started to unload, hot cum spurting out in quick, thick ropes. It was one of those orgasms where you can't unload fast enough, as I bucked between her legs and each shot of cum made the thick underside vein of my cock contract in pleasure.
Melanie was flat on her back again, as I filled her completely. She had a slight grip on my arms, but her strength was mostly gone. I allowed myself to empty completely, filling her with all the hot cum I had inside me. As I finished emptying inside her, I leaned in and kissed her hard again. She kissed back with what little energy she had left.
That was it. Mission accomplished, in my mind at least. I could stay in the moment longer, but if anything, that just might get me more used to a reality that was never going to happen. I had a particular urge that I needed to get fulfilled, and this incredible device had allowed me to do it. I stuck around long enough to let her fall asleep next to me. But, it was time to get going, and I knew it. I picked the device from my pants pocket and looked at it. I looked from the device, to Melanie, and back to the device. While part of me wanted to stick around, the majority of me felt extremely satisfied in how the night had gone. Melanie was never the type of girl I would have ended up with long term, but nights like this should have happened.
I took a deep breath and hit the button. The normal flash of light hit and I was back home, once again. The device made a sound that I'm not sure I had heard before, as it removed the second to last mark. One line remained on the side of the device. The box then glowed a bright red, before returning to its normal state. Was it warning me of something? Was it just letting me know I only had one trip left? Was it starting to malfunction? I had to admit, I was getting nervous as I started to think about my final trip.
[Finally, the end of my series. This has been a blast to write, and I hope everyone has enjoyed it. Definitely worked really hard on this one, so I apologize to those only looking for a lot of hot action. This is meant to be the end, but if I get enough huff over the ending, I'll consider an epilogue. Still, use your imagination. :) Let me know what you think!]
This was it.
The final time I'd ever be able to use my glorious device.
I stared at it, and the one remaining mark on the side. This incredible contraption, which had allowed me to re-do so many moments in my life that I had blown, was responsible for teaching me some valuable lessons.
It had taught me that, generally, girls who I had interest in, had a varying level of interest in me, too, over the years. That was a nice ego boost. However, it had also shown me how many incredible moments I could have experienced, but didn't get to take advantage of, whether it was due to my fears or relationships. These moments could've turned into absolutely nothing more in some instances. Or, they may have become long term, meaningful relationships. In fact, every single girl could've changed my current life.
It's a simple fact of life. As much as we swear, when we meet a new person, that we will not allow them to change who we are, some degree of metamorphosis always takes place. It isn't always an incredibly tangible amount of change, but we have to adapt, or the relationship generally fails pretty quickly.
End up with one girl, and you move away at 18 to join her at an out of state college. Wind up with another, and you're still living at home, attending community college. Maybe another one convinces you to go into business together at a young age, halting your intended plans in their tracks.
Of course, that isn't the case for everyone. But it is distinctly possible that your significant other has shaped your destiny, and had you ended up with someone else, you may be a completely different person right now. A different person, with a different job, in a different location.
These thoughts swirled throughout my head as I rolled the device in my hand. Granted, a good amount of the girls I had gone back to see were never going to be long term partners. I don't know that for a fact, but I had a pretty good idea.
That's what made my final planned trip of this journey all the more difficult.
I was in high school when I made one of the stupidest decisions of my life. I had gotten myself suckered into one of those long distance relationships with someone I had never actually met. We chatted online all of the time, talked on the phone every night, and planned future trips that would eventually bring us together. It was months later when I found out everything was a lie, but that delay cost me a golden opportunity.
I'll never forget the day. It was summer time and I was chatting with my friend Noelle on an instant messenger.
Noelle and I had been friends for a couple of years, and had recently spent a long school year in a difficult Chemistry class together. She had an Oriental appearance, though no accent, with naturally tan skin, and brown hair and eyes. We had done lots of chatting, and plenty of flirting, as we attempted to survive the year. One of our good friends had already pointed out what a great couple we would have made, which only made us laugh awkwardly together. The school year finished up, yearbook signatures were left, and tentative hang out plans were in the air.
One thing led to another in our conversation, and the discussion of relationships came up. She knew about my long distance relationship, but decided to inform me that she would want to date me, if I had been available. Silly me, still believing in the power of long distance relationships back then, was not tempted enough by the idea, and remained in my current situation. As I mentioned, that situation crumbled only a few months later, but Noelle had been transferred to a new school that year, and our friendship quickly drifted apart. As they say, out of sight, out of mind.
Noelle went onto have two long term relationships. The first one lasted for years, and culminated in her going away to school with him. When that ended, she quickly rebounded with another one, and ended up marrying him. She had proven to be a catch.
When my eventual fiancee came along, it did a lot to alleviate how I felt about the situation. But it was something that I always regretted. If I hadn't been wrapped up in that joke of an internet fling, would Noelle and I have made it? Would we have wound up going to school together, and eventually got married ourselves? And, perhaps more complicated, would I be in the same position of wondering about other girls anyway? Did I currently feel like this because I was bored with a long term relationship, something that would be happening regardless of who I was with, or was it the actual girl?
There were far too many questions in my head. Not that it really mattered at this point anyway. I had one more chance to go back, and there wasn't a doubt in my mind it was going to involve Noelle. I was going to go back to that internet conversation, and make sure I didn't make the same mistake twice.
I walked around for a few minutes, hearing the floor creek beneath my heavy feet. I took a few deep breaths to steady my nervousness. Finally, with a slight tremor in my hand, I hit the button.
A long flash of light. A brief pause. And I was in my old cloth chair in the computer room. I jumped slightly when I heard what almost sounded like a nuclear warning siren coming softly from the device. It flashed red three times, and then returned to its normal state. Another warning that this was it? The noise and colors were starting to freak me out, but I returned the device to my pocket and looked at the computer.
There it was.
"Well, if that internet thing doesn't work out, I wouldn't mind going out with you lol"
My heart missed a beat at the painful reminder of the message. I got up from the chair, walked around the room, and looked at some of the old pictures. There was a hint of burnt popcorn in the air, but I was too fixated on the situation to care about eating in the past. I re-gathered myself and sat back down.
"Actually, I ended it. I can't do the internet thing anymore" I typed.
"Oh im sorry [" she responded.
"It's ok" I continued. I couldn't quite get back into internet speak. "Why don't we hang out tonight?"
"Sure ] where?" she answered.
"There's a park in the next neighborhood over. We can go there around 8 tonight" I suggested.
"Ok see you then!!" she wrote back. A few seconds later the door slamming sound signified she had signed off.
"Only about a decade late" I kind of chuckled to myself. It was time to see how things could've started out.
I didn't want to do anything too differently. Back then, I always wore a t-shirt and shorts, and I wasn't going to suddenly change things. This was going to be an interesting night, but I had to make sure to be my old self, to an extent. A dash of extra cologne, perhaps, but nothing more.
That night, as I got set to head out, I got an unusual surprise.
"Where are you going?" my mom asked.
"Shit" I cursed in my head. I had managed to avoid my parents throughout these trips back, but apparently that wasn't going to last. My parents were always sticklers to know where I was or where I'd be going.
"Just hanging out with the guys" I said calmly. She gave me a studious look, trying to detect if I was lying.
"Ok, just don't be late. I'll call the cops" she said, at least half serious.
I rolled my eyes and left the house. The walk to the park was pretty short, and the weather was pleasant. I took a long, deep breath, and the fresh air felt nice. Sometimes, a long breath of the outside air has a way of invigorating your mind. I felt fully alive as I arrived at the park.
Luckily, due to the late hour, there was no one there. I was a good ten minutes early, so I decided to explore a little. Whoever said playgrounds were just for kids hadn't been to one in a while. I climbed up the slide, sat on top of a giant rock, and kicked some sand around. Then I went over to the bench and waited for Noelle. A few kids rode by on their bicycles, yelling loudly, causing some echoes throughout the park. Not long after that, Noelle walked up next to me.
"Hey" she smiled. Noelle looked as good as ever. Her long, dark hair was straightened, and there was a certain sparkle to her brown eyes. Her small, cute nose scrunched slightly when she smiled. She was dressed in a plain pink shirt, covering her above average bust, and jeans.
"Sorry again about…her" Noelle said, giving me a hug. With me sitting down, and her standing up, the angle was awkward enough. As I looked towards her direction in the embrace, I got a great shot of cleavage. After a few more seconds, she sat down next to me.
"That internet stuff never works" I laughed a little, looking at the ground. "I figured I would end things before it just got more difficult."
"Probably for the best, for both of you" she said, offering a smile.
"And for you too" I teased, poking her side. "After those comments about wanting me."
"Oh shut up!" she giggled and shoved me playfully. "I was just trying to let you know you had options!"
My smile waned slightly at her comment. She was right; she had let me know I had options. And I had taken the wrong one when it counted.
"What's wrong?" she said, concerned when she saw my reaction.
"Nothing" I shrugged it off, even offering a small laugh.
"Well, I can't lie" she continued with a slight blush. "I'm glad you're available."
"We did have a lot of fun this year" I laughed awkwardly, feeling my face get a little hot, too. "I've wanted to be with you for a while."
She grabbed my hand and looked at me, somewhat expectantly. Did she want me to ask her out? What would the point of that be, given the situation? Was I really going to open this can of worms for my own emotional state?
"Do you, uhh" I started clumsily. I was still weighing the pros and cons in my mind. "Do you want to go out with me?" I finally blurted out.
"Of course" she smiled and gave me a huge hug, pressing her body against mine and squeezing. Normally, the feeling of her breasts against my chest would have only had me thinking about one thing on these trips back, but my mind wasn't quite right. I had just entered a hypothetical relationship in an alternate reality, which didn't actually exist, nor had any bearing on real life. This device was supposed to give me the chance to live out fantasies, rather than recreate long term relationships. I certainly wasn't going to spend months in this world, with nothing really counting. To tell the truth, I was still a little nervous of what an extended stay might do to my reality, too.
She rested her head on my shoulder and grabbed my hand. I could feel her sigh contently a few times, relaxing against me. I turned towards her and kissed her cheek. I could smell a pleasant, flowery shampoo scent from her hair. I had to fight my emotions for a few seconds, as this alternate world was beginning to seem a little too real.
"Why don't we check out the park?" I suggested, smiling and standing up. She nodded and followed my lead, now lacing her fingers with mine. We walked over to the playground and started to swing, side by side.
The night moved on, and we eventually ended up inside the bottom of the slide together. It was just open enough to see the night sky, and we star gazed, hand in hand.
"This has been a great first date" she smiled, as close to me as possible. I was reminded of how gorgeous her smile was; her teeth were so straight and white. Finally, under the starry sky, I moved in and kissed her. It was tentative on both sides at first, but became more comfortable as it continued. Our lips locked over and over for a good five minutes before we added any tongue. Once the french kissing started, endeavors grew in passion, and the breathing intensified. Her tongue swirled around mine, and then mine chased hers and wrestled with it. I finally opened my eyes and couldn't help but let out a chuckle.
"What's so funny?!" she asked.
"The static" I responded with a grin. Moving around on the slide had caused her hair to stand up in a few different places.
"Oh gosh" she said, running her hands through her hair, trying to get things to calm down. "I can't let you see me like this!" She laughed and headed up the slide. I quickly got back into the slide and followed her. She barely reached the top when I caught up to her, putting my body on top of hers, both of our bodies angled slightly down in the entrance at the top of the slide. I kissed her a little bit more passionately this time, and slid my hand under her shirt, feeling her soft, smooth skin against my hand. I could feel her tense slightly, but then adjust as my hand rested on her body. I wanted to tear her clothes off, just as I had done so many times on these trips, but something inside me wasn't letting me.
Still, I did want more. I lifted her shirt slightly, exposing just a little of her body. I started to trail kisses across her, making her shake beneath me.
"That tickles!" she giggled as my lips explored her petite body. I slowly allowed myself to move higher up her body. At this point, her shirt was just under her bra. I looked up at her for a little reassurance. She seemed to pause, before giving me a tentative nod. I lifted her shirt up over her bra now, revealing her C cup breasts, housed by black lace. It hooked in the front, and the temptation was too great. I snapped the clip and let the bra open up, now exposing her bare breasts. I noticed her perky little pink nipples immediately stiffened in the open air. My hands ran up and cupped her breasts as I kissed back down her body, making her shiver again. My mouth then moved north again, pausing on top of her left breast. I took some of it into my mouth, before wrapping my lips around her nipple. I sucked on it gently, and watched as her eyes shut in pleasure. I moved to the right and repeated my actions, sending a shiver through her spine.
By this point, my erection was pushing painfully against my shorts. I moved between her legs and started to grind myself against her, through our clothes, causing a few more moans to escape from her mouth. I put my hands back on her breasts as I moved back up to kiss her, this time with some increased passion from her side. It seemed as though I was succeeding in getting her aroused, as she even started to grind back against me sometimes. Still, if I was going to take any of these slow, it was going to be this time.
My kisses started to move off of her face, and down to her jaw. She lifted her head and I quickly found my way to her neck, focusing on whatever spots made her squeal and writhe. My hands massaged her breasts as I continued to tease her neck. I dropped one of my hands from her breasts and started to walk it slowly down her body. I was curious if I'd get any push back, but she didn't react as I reached the point just above her jeans. Not feeling any resistance, I decided to undo her button and zipper, giving me just enough room to work with. I could feel her hold her breath as I dipped my hand under both her jeans and panties, slowly approaching what felt like a shaven area. I finally reached her pussy, moving a finger between her lips and gently starting to rub her clit.
I positioned us so that my arm was around her back, holding her up slightly elevated, as my other hand remained inside her jeans. My mouth moved in to suck on her breasts, as my fingers rubbed circles around her clit. Finally, I dropped myself lower, and slowly sunk one finger deep inside her tight, wet pussy. She let out a deep, long moan as my finger curled and moved against her g-spot. I brought my lips back to hers again, kissing her hard as I slowly started to move my finger against her g-spot. When I felt she was ready, I added my middle finger with my index finger, and put it in the same spot. My two fingers filled her nicely, and her moans were felt throughout the kiss.
I started to pick up the tempo, fingering her faster, causing her to moan and breathe quicker. As I picked up speed, she continued to get wetter, starting to produce some squishing noises as I tried to bring her closer. My mouth found her breasts again, tongue circling around her hard nipples as she started to whimper. She looked at me with lust and then threw her head back. I watched as her stomach muscles started to ripple and contract, and her pussy began to tighten around my fingers. Her whole body started to shake as she climaxed violently.
Making her cum must have been pretty mind blowing for me too, because it felt like the world was spinning. When I regained my senses I realized we were actually moving! The two of us were tumbling down the slide. We went around and around a few loops, trying to get a grip, but in vain. My fingers were still buried inside her as we reached the bottom, both of us emitting a hearty laugh from the situation.
"Mmm, that was so good, thank you" Noelle smiled up at me, extending for another kiss. At this point, her half naked body was exposed to the world, but the park remained otherwise vacant.
"I should return the favor, right?" she grinned wickedly at me. She moved on top of me and kissed my neck, before sliding my shorts slightly down. "Wow" she marveled, getting her first look at my manhood. A bit of anxiety seemed to line her eyes, though there was still definitely lust. She seemed to be tentatively positioning herself, moving her face closer to my cock.
"I'm sorry, I…don't have a ton of experience" she laughed nervously, as she tried to find a comfortable position. Finally, she seemed content enough and started to lick at the head. My hands ran through her hair, and then down to her chest, as she started to take some into her mouth. Anyone walking by would just see the back of her head bobbing up and down, with most of my body veiled by the end of the slide. She wasn't the most skilled, obviously, with a lack of experience, but the arousal of the situation made it feel as great as anything. She pumped my shaft with her small, soft hand, as her tongue danced around and explored the upper part of my cock. After a little more, she slowed and smiled at me.
"I've heard guys like this" she giggled, moving her chest onto my cock, and sticking me between her gorgeous breasts. Aided by what remained of her saliva, she was able to move me up and down between them for a while. When that dried, she licked me all over, and went back to work with her chest. The grin on her face, with her eyes looking up at me, was really turning me on. Whenever I slipped out, she would giggle and readjust things. As she gained some confidence, Noelle started to bounce faster, and started to bring me closer.
"I'm almost there" I warned her as I began to stiffen between her breasts. I saw another wave of anxiousness creep onto her face, but she didn't slow down at all. A few more pumps and I could feel myself hitting the edge, pausing as things built to the ultimate peak. Then, I started to burst, no control over where I would shoot. I saw Noelle's eyes widen and her mouth open in surprise as I started to splash her face with my cum. Ropes continued to spurt out, some clearing her face and launching into the air, while others hit her chin. She even looked down and took a few shots on the forehead as I shivered slightly in pleasure.
"Was that good?" she laughed and started to wipe a little of my cum from her face.
"Yes, it was great" I smiled back at her. She looked wonderful with some of my load on her face. Noelle got bold and decided to take a taste, unsure of what else to do with the mess.
"Not bad" she giggled. After she had cleaned enough off, she laid back next to me again.
Now came the dilemma. I wanted to get my chance to go all the way with Noelle. I could push for things tonight, and try to wrap up my last journey. I could wait, as I probably should, and try another time. But, then I would be forced to live my old life until at least the next time we saw each other. There were so many complications with spending extra time in this world, and every time I interacted with someone, I risked not knowing about something current, or getting into trouble somehow.
Then it hit me. I was already late for curfew. The last thing I needed was to get stuck in an alternate world on punishment. Of course, I could always sneak back out during that, but what if my mom followed through once, and actually called the police? My shot here would potentially be down the drain. I needed to get things done tonight. Plus, any more of this relationship stuff with Noelle, and it might throw me off too much in the present. It was obvious how well we worked together, even from a small sample size.
"Noelle, do you trust me?" I asked after a long silence. We had each covered up enough now to at least be decent if anyone came by.
"Of course I do" she said, sitting up slightly to look at me. "What's up?"
"I…" I started, before pausing to let out a deep breath. "I feel like I need you. Now. I know it's too soon and seems crazy. But something is telling me that we should just go for it. I feel like this night was meant to be remembered for our entire lives."
She looked at me uneasily. The idea was obviously shocking to her. She was tentative enough during third base. I imagine she had never gone for home.
"I really like you" she started hesitantly. "I want to. It would be amazing to have my first experience be with you. It's just…so out of character for me. I'm such a good girl. I'm a goodie two shoes. Everyone knows that. You see me at school. I've never taken a risk like this."
I paused, gave a warm smile in return, and looked down. I shook my head with a small chuckle. She basically just described the entire reason I was in this situation. Too many times playing it safe. Too many opportunities missed. How could I convey that, though, without giving everything away?
"I'm like that too" I began. "I'm not a straight A guy, or anything, but I rarely take risks either. Like right now – I'm out too late. This is the first time I've done anything like this since I got in trouble as a little kid. I don't like taking risks either. But…I guess I'm tired of it. Nothing that exciting has ever happened in my life. Of course, nothing that bad has happened either. That's the blessing and curse of not taking risks. Sometimes, I just wonder what things would be like if I took a big chance on something. Tonight…this has already been one of the best nights of my life."
She looked at me for a bit and smiled. Then, without saying anything, she started to kiss me again, with more passion than before. It appears that my words had struck a chord with her. Heck, they had struck something in me, too. I didn't know what this would do to me, emotionally, but right now, I didn't want to be anywhere else.
"Race you back to the top" she grinned, and quickly made her way back up the slide. Although we were in public, she obviously wanted to be at least slightly out of sight. People could still see us from the top of the slide, but it would've taken a bit more searching.
I immediately followed her up the slide with a big smile on my face. My heart was pounding, though little of it had to do with any physical exertion. When I made it to the top, Noelle was sitting on her jeans, completely naked.
"What you said made a lot of sense" she smiled. "There's plenty of time to be safe. Let's just be wild youth tonight."
I removed my clothing and invited Noelle to climb onto my lap. I steadied myself against a wall of the equipment. She crawled onto my lap, my cock sitting just in front of her pussy, as we started to kiss. Our tongues intertwined with the two of us holding each other for minutes straight. Finally, I tugged on her ass a little, and she moved herself directly on top of my cock. The two of us exchanged a meaningful, mutual look of excitement, before she slowly lowered herself. My unprotected cock pushed its way into her, spreading her as it entered. Luckily, it appeared that she had masturbated enough to not cause any major first time issues for us because she wasn't pausing much to deal with discomfort. It was a tight fit, but the scene was incredible. Watching myself disappear, inch by inch, into Noelle was so arousing.
When she had taken as much of me as she could manage, she paused. She bent down to kiss me again, and my hands explored her backside, squeezing her ass. She then started to bounce, riding me at a slow pace. As she increased the rhythm, I looked up and watched her breasts bounce. I couldn't resist taking them into my mouth, flicking my tongue across her nipples. The extra pleasure caused Noelle to pick up the pace again, starting to ride me at a steadier pace. My cock felt incredible, pushing up against every inch of her warm insides, feeling every single ridge and wall.
"Ohhhh" she moaned as she bounced on me quicker. I could tell she was getting close, as her body started to tense. I reached down and started to rub her clit, sending her into a louder series of moans. A few seconds later, she crashed down on my cock, holding still as she contracted and spasmed all over me. When she finally regained her wits, she started to ride me again.
"Let's change positions" I smiled as I slowed her motions and slid out from under her. I leaned back and invited her to lean against me with her back. We basically assumed the spooning position as I maneuvered my cock back between her legs. One of my arms went under her body and wrapped around, hand holding onto one of her breasts. The other raised her upper leg into the air, as I pushed myself back inside her. From this angle, the large underside vein of my cock could easily rub against her g-spot with each thrust. My left hand continued to squeeze her breasts as I thrusted upwards. I could feel her full breasts jiggling slightly into my hand when I relaxed my grip. This position also gave me control, as I started to pick up the pace faster than before. I used my leg to hold hers high enough in the air to give me access, using my now free right hand to rub her clit. The more intense fucking, combined with my constant pressure on her clit, built her up a lot more quickly this time. It wasn't long before she was shaking in my arms, her pussy squeezing and releasing my cock rhythmically, as her head dropped against my shoulder in ecstasy. I nudged her face so that she was looking back at me now, and started to kiss her again. My left hand dropped from her breasts to her stomach, holding her in place as I started to really slam into her.
"OHHH MMM" she broke the kiss, unable to breathe fast enough like that. My lower half was slapping against her now, as I used all of my energy to fuck her hard. Soon enough, her body went stiff in my arms, as I felt her contracting around me more powerfully than before. Her mouth opened, but nothing came out, as she came hard on my cock. I was doing all the work now, as her energy had been completely sapped. Her powerful orgasm had started to build me closer, and I could feel myself starting to thicken and stiffen inside her.
"Are you sure?" she looked back at me, a little panicked as I grew inside her.
"Yes, remember, wild youth tonight" I smiled reassuringly at her as I brought her face to mine in another kiss. Our lips remained locked together as I buried myself inside her one more time. The world seemed to freeze in the moment when I went over the edge, waiting for the inevitable explosion. My hands took a firm hold on her breasts, holding me steady as it finally hit. Noelle and I kissed passionately as my cock contracted, moving up and down slightly inside her as I shot my hot seed. I could feel thick rope after thick rope spurt inside her tight, warm pussy. Every time I thought I was ready to slow down, a few more shots emptied into her. Finally, we both collapsed, spent from the incredible night.
"You're right" Noelle said, trying to catch her breath. "This really has been the best night ever."
Just then, I heard my phone go off from my shorts. It was clearly my parents. First would come the constant calls, followed by some sort of panic, and probably a search. This was such a difficult moment.
"Aren't you going to answer that?" she asked me, phone ringing for a second time.
"No" I shook my head. "It's going to be fine."
Was this the end of the journey? I wanted to experience more, see how this relationship would've played out. But what would the point have been? To deal with all of this trouble in a life that didn't actually exist. To either prove to myself that things wouldn't have been all that different, even if I had made a different choice that fateful night online. Or, to show myself that I really had made a big mistake. That things were really good in this alternate life. And that I had to eventually go back knowing that. As much as I wanted to know, I just couldn't see spending days, months, even years in a world that didn't actually count.
With tears starting to form in my eyes, I reached into my shorts. This was the only way. I had been granted the chance to re-live some incredible moments. Some moments were extremely satisfying. Others were bittersweet, but worth it. This…this was some combination of incredible and heartbreaking.
Before Noelle could ask me what I was doing, I pressed the button. Nothing happened. I looked around, fright starting to take over, as I remained in the current world. All of a sudden, I realized everything but my body was frozen. Noelle was there, but completely still. The clouds in the night sky were motionless. There was absolutely no noise, save for my ragged breathing.
Then, the device vibrated, causing me to drop it to the floor. It expanded slightly, and started to engrave something into its side. Ten boxes appeared, each one filled by a caricature of every girl I had gone back to see. A light flashed, lighting up the girls, one by one. Then, one more box formed under the ten girls, with an image of my fiancee.
The nuclear warning siren rang again. It was the same as what I had heard previously, but it was much louder and more intense. In red letters, the device lit up a final message to me.
"CHOOSE YOUR FATE"
Then the siren again. And a number.
"10…9…8…"
"What?!" I shouted out loud. The device was counting down. The 10 girls pictures lit up, individually, and then my fiancee's lit up.
"7…6…5…"
The siren was getting louder. What did it even mean? Was it asking me to choose between all ten girls and my current life? Was it asking me to choose one of the girls? Was it symbolically allowing me a restart on my life?
"4…3…"
What the hell would happen if I didn't choose in time? Would I be trapped in this frozen world forever? Had I thrown away a great, uncomplicated, albeit somewhat stagnant life, for this crazy device?!
"2…"
I had to do something! I wasn't going to spend my life in purgatory, or whatever plans this thing had for me. The time was obviously intended to make me choose whatever my first desire was. I reached out.
"1…"