Sex with [m]y best [f]riend thanks to the world’s greatest wingman, the hot tub. Also featuring [m][f][f][f] non-participants.

I'm a details person, which I think is rather the point of these stories. Nevertheless, I'll let you know where the naked time begins if you want to skip ahead.

In the early fall before my senior year at college, my best friend and I made plans to meet up with another one of our closest friends the evening before move in day on campus. My best friend (Rachel) and I (Rob) each lived a few hundred miles away from school in opposite directions and our other friend (Kate) lived just a few towns over from school. The plan was to get there mid-afternoon, spend the day/night partying, then drag our hungover asses over to school and help each other move in as we were sharing a house that year. Let's be honest though, it was really all just an excuse to have an extra day to party together before the semester started.

My departure time the day of relied on my finishing packing for the move, so I was, of course, hours late to Kate's house. I got there just in time to miss the end of dinner and, not wanted to be rude, insisted that I had actually eaten on the way because I knew I'd be too late to eat there. Completely untrue, but I didn't want to impose on her parents any more than we already were. (They decided to spend the night at a spa/b&b so we wouldn't wake them up if we were being noisy.) So it was on an empty stomach that the partying (and boozing) began. None of us were huge rager kind of people, so the party was small, with just six in attendance. Aside from Rachel, Kate, and I, there was Liza, Kate's girlfriend from home who I knew pretty well (she visited often, though she and Kate frequently spent the entire visit sequestered in Kate's dorm leaving us to just listen through the door) and another couple, Sam and Jenni, whom I had never met before (high school friends of Kate's.)

It was a cool autumn night and we wasted no time putting on our bathing suits and jumping into the hot tub. Between the hazy steam generated by the hot, bubbling water meeting the cool air, the lack of food, and the strong micro-brew I brought, I was feeling pretty good in no time. Luckily, most of the rest of the party were petite girls and got tipsy nearly just as fast. Before too long, we were engaged in a game of "Never have I ever", which is a college staple when partying with people you don't know. Basically each player holds up the same number of fingers and take turns naming things they've never done and anyone that has puts a finger down. After it became clear that we had all had similar experiences and it was impossible to "get" each other, we ditched "never have I ever" for "truth or dare", which allowed for far more excitement than the first game.

Some sexy stuff here

Frustrated with the lack of juicy information so far, the game started with all truths. A few highlights included learning that Liza had gotten her clit pierced since we last saw her and now can orgasm in seconds from just squeezing her thighs together and that Sam and Jenni stole a quicky when they went off to change into their suits and that (after much needling) she admitted that she had swallowed his load less than two hours before. Next round, I think Liza must've been excited at the idea, because when she became the first one to choose dare, no one had any doubts as to what it would be. She didn't exaggerate, it took her less than 30 seconds to progress from nervous giggles and embarrassed hesitation to coming hard in front of us with her hand over her mouth, just as red-faced as before, but for a totally different reason. At this point, there was certainly a spark of sexual electricity in the air, but the mood was still generally lighthearted and joking, while Liza just basked in her post-orgasm endorphins.

I know what you're thinking, here's the part of the story where the dares become bolder and bolder, girls flash the guys, then have to get topless, the the guys get naked, then bottoms come off, and before you know it, my dick's inside my friend underwater and no one can tell. That's how these stories normally go, right? Well, you're wrong. What actually happened was that we were out of beer and all needed to piss badly. The girls scampered off the far side of the dark yard, as they're wont to do, while us quick peeing guys were tasked with grabbing more beer inside after we were done. By the time we got back, the girls were already back in the tub (I'm pretty sure we got played) and we all started in on our fresh beers.

Warning: Clothing optional area, you may encounter naked people beyond this point

Someone asked if anyone had any ideas for another game and I replied "I do. Why the fuck are we still wearing bathing suits?" I'll grant you, not the greatest segue, possibly because it actually makes no sense as a response to that question, but it got the point across and none of us were sober enough to even spell segue, so I got away with it. I knew everyone was drunk and feeing good, but I still had expected some resistance to the suggestion, but I'm pretty sure I wound up the last one naked, because while I was waiting for their reactions, everyone else just threw their suits onto the patio, where they lay haphazardly until morning. Now, I can't speak for girls, but there's no comparison between wearing a suit and being nude when in the water. Among the many inventions of satan, the mesh lining inside of a guy's bathing suit is right up there with some of the worst of them. Tangling, twisting, chafing, and clinging, they cause at least four kinds of scrotal discomfort, while nude bathing allows water to flow freely around the most sensitive areas, suspending my junk in perfect balance and comfort.

After marveling at the sensation for an indeterminate amount of time, I became aware of my surroundings. Everyone seemed completely at ease with their nudity. The girls made no attempt to hide themselves underwater and sat back with their breasts on display. As I mentioned before, they were all pretty petite and as they were in little bikinis before hand, I was unsurprised to see that Kate, Liza, and Jenni all had smaller breasts (b-cups if I had to guess.) One of the things I love the most about women, is that their bodies are all so different from one another in are beautiful in so many different ways and from my privileged vantage point, I could see how true that is. Kate had perfectly round, pink, silver-dollar areolae that encircle the tiny, raised point that is her nipple, which probably wouldn't have even been visible if she weren't chilly. Liza had the tiniest areolae, surrounding pink, pencil-eraser nipples, the kind that just beg to be sucked. And, though I tried to be subtle with her boyfriend right there, a few stolen glances told me that Jenni (who was Korean), had medium-dark brown nipples that looked ready to cut glass. As for Rachel (whom I had seen naked many times), she was one of those girls that's 5'1", 110 pounds and blessed with DDs capped by perfect little pink buttons that are perfectly placed on her unfairly perky tits. Even though I had seen them before and had never seen Rachel as more than a friend, I never minded seeing them again. All and all, I was enjoying myself rather much.

At that point, we had been drinking in the hot tub for several hours and it had become stifling, so we decided it was time to get out and cool off. Over-heating and fortified by beer jackets, the temperature outside felt perfect and everyone stayed naked as we stood around in the dark yard chatting, though what about, I have no idea–things had gotten a little hazy by this point. Though it was dark, our silhouettes were enough to tell that there wasn't an unfit person there (oh to be 21 again.) Everyone being athletic, there wasn't one pancake butt, flabby stomach, or untoned leg among us and though the steamy hot tub allowed for covert glances, it was now pretty clear that everyone was checking each other out. Eventually our core temperatures dropped to normal and we were starting to feel a little chilly by this point. And, as shrinkage began to become a real concern, we headed in, still naked, to have a dance party, which was surely one of my most bizarrely amusing things I've ever been a part of.

In the bright lights inside, there was no need for sneak peeks. It was full-blown, balls-to-the-wall, putting everything right out there, nakedness. Jenni was grinding on her boyfriend who occasionally would lift her off of the ground and spin her around, revealing a fully-shaven, perfect innie pussy, just a small slit in between her legs, while Sam's uncut dick started to swell. Kate, having never been with a man, was fascinated by my body and learned first hand the difference between cut and uncut dicks. Once she started grabbing/rubbing my ass, I felt myself stiffen and stopped her before I had a full-blown erection. That battle was lost shortly after however, when Liza started showing off her newest piece of jewelry by sitting spread eagle and pulling up her hood, giving the room a full view of her flushed pussy, with her swollen clit and inner labia just peeking out of her slit. Here, the change in atmosphere was unmistakable–my now fully hard dick incited some teasing comments, but there was definitely an edge of excitement that wasn't there when it was just lighthearted joking. Kate crawled over to Liza and began kissing her passionately while her position on all fours gave the rest of us a clear view of her tight asshole and tight pussy from behind.

It was starting to get heavy and as much as I'd like to say we had an orgy, that's not what happened (sorry for the reality check.) As we were so drunk, we decided that things had gone far enough for the night and to cool off before regrettable decisions would be made. This was all well and good for the couples–they were just going off to fuck in the rooms they were going to sleep. Meanwhile, my best friend and I were left naked on the couches in the basement where we had to sleep and which contained exactly zero articles of clothing to put on. Now, I thought Rachel was beautiful from the moment I met her, but we hung out a few times where nothing happened and we really got along so it just worked out that we became just friends. I pretty much never hook up with girls I consider friends no matter how attractive they are–I guess friends just go in a different category for me than women I consider as potential sexual partners and that's just that…unless something like this happens, apparently.

As a result of simple casual fun, or convenience, Rachel and I had seen each other naked many times and, while we checked each other out, it was never more than curiosity, or to make embarrassing comments about each others bodies as a joke. We'd never come close to even kissing before. Now, for the first time, I saw her body for as beautiful and sexy as it was. Her wonderfully disproportionately large breasts, flat stomach, dark-brown hair, wet, and hanging nearly to her tight, round ass sitting on top of her perfectly toned legs. And between them, the delicate folds of her pussy, which I had only even seen covered by a neatly trimmed bush. The fact that she was completely shaved only increased the newfound feelings of intimacy.

Glancing down she said, "Someone's worked up. I've never seen you hard before." She mockingly looked me up and down a few times before proclaiming "not bad" and winking. Not ready to sleep, we talked for a bit, mostly about how it'd been a really crazy night. After a few minutes, she noticed that I was still hard and teased, "hey perv, want to point that thing somewhere else?" Being coy, I asked "what do you mean?" "Look at that thing, you'll put someone's eye out!" "Well, what do you want me to do about it?" "Just make it go away." "Rachel, you know enough about guys to know there's only one way to make this go away." At this, she dramatically rolls her eyes and says, "fine, go relieve yourself, you dirty perv." Sitting there painfully hard, in front of a knockout, I didn't need telling twice.

As I started stroking myself, I noticed her look over a few times out of the corner or her eye, trying to be sneaky. "Ugh I can't believe you're actually doing that." "You told me to," I replied. Turning to face me, she said "look you're jerking off in front of me, it's weird!" "Want to help, then?" "Don't be weird!" And then the sounds of Sam and Jenni's pent up energy started from the next room. As they got louder and Jenni's ragged breathing turned to moaning, then to screaming, Rachel got quieter and quieter before her own breathing became ragged. When I looked at her, she was pinching her nipples and teasingly tracing around her pussy. I waited until she started lightly circling her clit to say something, "guess I'm not the only one in need here." She yelped and jerking her hand away, smiled sheepishly, "…got carried away…" she mumbled. "Don't stop for my benefit, you look so sexy." She flushed, but began lightly rubbing her body again. I was drunk and going slow, so I was not ready to come any time soon, even with the amazing noises and sights I had to enjoy. I closed my eyes for a bit and when I opened them, Rachel was staring right at me. It took it as a cue to get up and walk over to her.

I knew I hadn't misread the situation when Rachel took me in her mouth without hesitations and simultaneously plunging two fingers into her soaking wet pussy and moaning deeply on my cock. Any consideration of the potential awkwardness of fucking my best friend went right out the window. I needed her. After a few minutes of incredible head, I pushed her onto her back on the couch and teased my way down her body, stopping to tease each nipple before moving farther down. Taking care to kiss every inch of her body, I finally lightly brushed her aching lips with mine, sending an electric shock throughout her entire body. I love licking pussy, so I made sure to take my time and build up her orgasm as slowly as possible until she had wave after wave of orgasms.

After a short, rather content break, we got back to business. After delicately getting her sensitive pussy was ready to go again, I was rewarded by having my dick taken to the hilt down her throat. In danger of spurting my whole load down her throat, I laid her on her back again and slowly slid inside of her. She was still a bit sensitive, so we started slow but before long she was begging for it harder and faster. Fed up with the awkwardness of fucking on a couch, I picked her up, put her on the floor, and started pounding her as hard as I could. Her screams became louder and louder until she tensed up in orgasmic bliss for the second time of the night. The clapping coming from the next room let us know that it had been Sam and Jenni's turn to listen. Between that and the fact that I had just pushed her all of the way across the room, we couldn't help but start laughing.

Once we composed ourselves, we had to switch positions owing to the rug-burns on her back, so she rode me for a few minutes, which was one of the most amazing sights I could ever imagine and allowed me to grab those huge tits while they bounced in my face. Once I felt like I was going to come soon, we switched to doggy and I fucked her pretty slit from behind until I shot load after load of cum deep into her inviting pussy. I did know she was on birth control, so it was only pretty irresponsible to fuck bareback, not completely irresponsible.

The next morning….nothing was weird. We joked about everything, neither pretending nothing happened, nor making a big deal out of anything. Rachel and I went back to being best friends, roommates, and never had sex again.

Source: reddit.com/r/gonewildstories/comments/3kea1q/sex_with_my_best_friend_thanks_to_the_worlds

8 comments

  1. >It was full-blown, balls-to-the-wall, putting everything right out there, nakedness. I feel like someone should actually have to *put their balls on the wall* to describe nakedness this way.

  2. Fantastic! So many stories on this sub seem to be written by creeps, but you seem like a stand-up dude. A+

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