An Unplanned Threesome [FMM]

By my Junior year of college, I felt I was pretty well set, sexually. To my young mind, anything two people could do together, I’d either done it, or I wasn’t interested. I was cool, collected, thoroughly in charge of myself. I had a very respectable collection of FWBs that I could rely on at pretty much any time to scratch any itch I may have.

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One afternoon, I was relaxing with one of my FWBs, who was a bit heavier on the “friends” part than most. Kyle was as casual about sex as anyone I’d ever met. He was, of course, always happy to satisfy my desires, and he was more than capable, but if we got together and just talked or watched TV, that was fine, too. His roommate, Bill, was the exact opposite: high strung, desperate, a walking hardon always on the verge of a panic attack. This particular afternoon, Bill was out doing whatever Bill did with his afternoons, while Kyle and I were laying on his bed, watching TV. About an hour in, I got a bit impatient. I enjoyed watching TV with Kyle, I enjoyed talking with him about whatever happened to be on, but I’d come over on my afternoon off with intent. So, being the little spoon, I started grinding gently against his crotch. Kyle wasn’t one to chomp at the bit, but he certainly knew how to rise to the occasion. In no time, he was pushing back against me, his hard dick pressing between my cheeks. He snaked a hand up my shirt and pulled my bra down, grabbing one of my tits and pinching my nipple between his fingers. He knew exactly how to turn me on.

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Just as we were getting to the point where heavy petting wasn’t enough, Kyle’s door flew open, and there stood Bill, red-faced, clearly upset. Kyle, ever unflappable, stopped actively groping me, but didn’t remove his hand. Bill, of course, slammed the door behind him and stormed to his desk, not taking any notice of what was going on. I looked back at Kyle, who rolled his eyes like this sort of thing happened all the time. Being a sucker for a guy in need, I gestured for Kyle to move his hand, which he did without hesitation. Like I said, sex was like a hobby for this guy. I sat up on the bed and asked Bill what the problem was.

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His was a story as old as time. He liked a girl (incidentally, a girl I knew. She was a bitch.), he pursued the girl, and the girl was absolutely uninterested, in the “laugh in his face” kind of way. I tried to talk him down, but he was as high strung as ever, and seemed intent on throwing a pity party. So, where words failed, alcohol picked up the slack. Shots led to more shots, and Bill actually started to mellow. I, on the other hand, started to get frisky. Without thinking, sitting next to Kyle on the bed, I started rubbing his dick through his pants. He rose to the occasion quickly and put his arm around my waist, running his fingers along the hem of the short skirt I’d worn (not my usual attire, but I had come over with intent, damnit!) All the while, we maintained a (more or less) consistent conversation with Bill. That all changed when Kyle, who had managed to position me with my back leaning against him to give him a better angle to reach, and conveniently gave Bill a better view, found my clit through my panties. From that point on, pretty much all conversations were over.

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I don’t know how long Kyle sat there, fiddling with me through my panties. I do know that, having already been at least somewhat horny for over an hour, and it having been nearly a half hour since his cock should have been inside me, combined with the alcohol and, oddly, the cursory awareness that I was being watched, had kicked me into overdrive. My hips were moving of their own free will, I was making noises I didn’t know I was capable of, and, as good as Kyle’s fingers felt, I knew I needed more. Somehow, I got enough control over my own body to pull free enough to be able to push him down on his back. I stood up and peeled off my panties, leaving my skirt on. Kyle made short work of his basketball shorts, letting his slightly above average, skinny cock wobble free. I don’t know that I could have resisted him if I’d wanted to. Like it was second nature, I straddled him, lining him up and sinking onto him, burying him to the hilt in a fluid movement. If Kyle’s neighbors were in, they were definitely aware of what was happening. Hell, maybe the whole hall was. Kyle, being a master of his craft, was already moving his hips, as much as he could, by the time I came down from that initial high, leaving me coasting on smaller waves of pleasure as I started humping back.

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From behind me, I heard an unfamiliar sound that somehow weaved its way through the buzz and bliss. Looking back, there was Bill, his heavily lidded eyes fixed on us as he stroked his shaft. It was more impressive than I had expected, shorter than Kyle’s but thicker. He noticed that I had seen him, we even made eye contact briefly before his eyes returned to the spectacle at hand. I’d never had sex in front of an audience before, but it was exciting. Eager to give him more of a show, I pulled my shirt over my head, throwing it at him playfully. By the time he had untangled himself, my bra was gone, leaving my tits, D cups of which I was very proud of (I’ve since lost enough weight to take them down to a C cup) jiggling slightly every time my pelvis met Kyle’s, on full display. Bill clearly enjoyed the sight, and I gave them a little extra wiggle, flashing him a wink before returning my full attention to the matter at hand, hunching over Kyle and grinding my hips against him, my auburn hair falling over my face as I pinned his arms to the mattress. I’m not often a completely dominant person, but I was intent on getting exactly what I needed that afternoon. Kyle didn’t resist.

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I lost myself in the simple, carnal, repetative act of fucking. Fortunately for me, Kyle had stamina for days. I don’t know how long we would have continued exactly like that if Bill hadn’t, for the second time that afternoon, interrupted.

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This wasn’t as jarring or intrusive of an interruption as before. I barely registered it at all at first. It was just a hand on my back, perfectly innocent. I wrote it off as Kyle just trying to position me for a better angle, until I drunkenly remembered that both of Kyle’s wrists were still in my hands. Glancing back, there was Bill, his face flushed, his pants around his ankles, lust almost startlingly clear in his eyes. Sober me would have probably felt like a line had been crossed. I barely knew Bill. I was drunk, though (classic excuse, I know), both on booze and dick, so it was oddly okay. More than okay. All shyness flew out the window, and I leaned back, releasing Kyles wrists. Bill left his hand where it was, giving me the support to lean back further than gravity would normally allow, my tits on full display. I made eye contact with Bill, whimpering as Kyle, his hands now on my hips, adjusted to the new angle and humped me the best he could. With one hand, I pulled up my skirt to give Bill an unimpeded view of his roommate fucking my pussy, while my other hand cupped one of my breasts, gently pinching the nipple. In my younger days, I was obsessed with porn. At that point, I had never felt more like a fucking porn star, fucking for the entertainment of another. My whole body was buzzing as I grabbed Kyles wrists again, using them to pull myself back into an upright position, returning my attention to Kyle, who was showing the strain from being used as an instrument for my pleasure. I settled into a more easy, rocking motion, which he seemed to enjoy very much. Next to us, Bill, emboldened by my having used him as a prop in our show, laid down on the bed beside us. Kyle didn’t react at all. He kept his eyes on me, his hands on my hips to gently thrust into me with every thrust. Bill just watched for a while, loosely stroking his cock while Kyle pounded at me. When he caught me watching, he, in his jittery, nervous way, stopped, looking bashful.

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What I did next would have only occurred to my sober mind. It would have been a fleeting thought, quickly dismissed, especially with someone like Bill. In my state, though, it seemed like the most logical idea in the world. I caught Bill’s eye, licked my ruby red lips, and gestured with a simple jerk of the head for him to come closer. A look of wonder on his face, he propped himself up on his knees, roughly in line with Kyle’s head, removing his hand from his dick, letting it wobble in the air. Without a second thought, I leaned forward and took it in my mouth. Bill twitched violently in my mouth, and, for a moment, I thought that what had promised to be an exciting new adventure had come to an early end. Bill was a trooper, though, and somehow held back. Kyle never missed a beat. As with most things sexual, the introduction of his roommate into the mix seemed to have not even fazed him. After several minutes of me, for the first time in my life, being plugged from both ends, with nothing but the sounds of heavy breathing and my muffled moans, an odd combination of the complete control of giving a blowjob and the complete loss of control that comes from getting fucked, I was thrown for another loop when Kyle took one of my nipples in my mouth. The added sensation caused me to lose focus on Bill, losing myself to Kyle’s expert techniques, carefully honed over our time together.

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I don’t know how long I was lost in pleasure, completely unaware of anything else around me, but I was brought rocketing back to reality when I felt Bill, who had moved from the bed, pressing gently against my ass. I shot upright (it’s not a pleasant surprise, I don’t care how sexually free you may be) and spun around, ready to tell Bill off for even trying, especially with a tool as thick as his, ESPECIALLY with no warning or lube. It was clear, though, that Bill was aware he’d overstepped his bounds. He looked like a kicked puppy. So, being a sucker for a guy in need, I gestured for him to lay down on the bed, explaining that he wasn’t built for anal sex, but he would be perfectly suited for other kinds of fun. With a simple kiss on Kyle’s forhead, I slipped off his long, slender member and climbed on top of his roommate. I spared Kyle a glance to ensure that his feelings weren’t hurt. He just shrugged and climbed off the bed, casual as anything. With my attention back on Bill, who looked like he’d caught a glimpse of heaven, I lined him up. Taking him, even as wet as I was, was a slower process than with Kyle. A little extra girth is a wonderful thing. Fireworks of pleasure were setting off in my brain as he stretched me in ways that Kyle, expert though he was, could not. He wasn’t the biggest I’d ever had, but he was definitely significant. Upon taking his full length, I took a moment to savor the feeling. Every breath he took caused him to move inside me ever so slightly, I was, once again, lost in pleasure, gently rocking my hips back and forth. He may have been a twitchy, stressed out mess of a guy, but Bill’s dick was exquisite. It wasn’t until I felt a hand on my shoulder that I opened my eyes. There was Kyle, a semi-familiar purple tube in his hand with “Astroglide” written in white letters on it. I looked to his face. He didn’t say anything, but his look, eyebrows raised, was clearly asking for permission.

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I took a moment, not moving, just staring at the tube. I had certainly tried anal sex before, but it wasn’t really something that I looked to do on a regular basis. Still, how often would I get an opportunity to take two dicks at the same time? I’d seen it in various videos over the years, and it looked…interesting…and Kyle was slim enough that it might be alright…

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In for a penny, in for a pound. I nodded, and Kyle disappeared from my view. I leaned forward on Bill, my tits pressing against his chest. He did his best to rock his hips forward, which did a bit to calm my nerves and put me at ease. I looked him in the eyes, as close as I’d ever been to him. As tends to happen, with his dick inside of a woman, Bill’s nervous energy seemed to have calmed. When I felt Kyle’s lubricated fingers probing at my asshole, an absolutely unique sensation beyond any description, I gasped out, and Bill looked like he was ready to tell him to stop, but I shook my head. After working the lube thoroughly with his fingers, working past the initial discomfort that comes with an anal invasion, Kyle removed his fingers. Moments later, I felt Kyle’s hands, complete with two lube-coated fingers, grip my hips. When I felt the head of his dick, slightly bigger than his two fingers, press against my sphincter, I instinctively kissed Bill, causing his whole body to seize up. The resulting twitch of his dick gave me the burst of pleasure I needed to get past the sensation of Kyle’s head popping inside me. He didn’t ram it home, thankfully. He pushed forward, slowly, but steadily. It wasn’t until he had rested his hips against my cheeks and stopped that I realized that I was shaking uncontrollably.

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Full does not describe the feeling. I had a fleeting thought, wondering how I was supposed to do anything, how I was supposed to move with this much inside me. The word “stuffed” comes closer, but still falls short. Kyle was courteous, giving me ample time to get used to the feeling. I wondered how much experience he’d had with this sort of thing, but thought better of ever asking him. As I got used to the sensation of barely having enough room to breathe, I put my hands on Bill’s shoulders and propped myself up, marveling at the feeling as two differnet tools moved independently inside me as I did so. I was glazed in sweat, my hair was sticking to my forehead, but I was oddly proud of what I had acheived. Looking back as best I could, I nodded to Kyle, letting him know I was ready. Slowly, he pulled his dick out of my lubricated asshole, and slowly he eased it back in, causing me to say some very unladylike things for the entire floor to hear. As Kyle established a rhythm, I tapped on Bill’s chest, slick with a combination of both our sweat. He was limited in his range of movement, but he did his best to fuck me. The effect was divine. With two dicks working my two holes, I felt like I had left my own body. I was a being of pure sexual pleasure. All discomfort had left me, all inhibitions were forgotten.

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No man has ever gotten me off, but the combined efforts of Bill and Kyle came as close as anyone. They might have been able to manage it, but every man has his limits. Overwhelmed by the onslaught of sensations, I missed the signs until I felt the telltale twitching and warmth as Bill unleashed his load inside me. With a primal groan that left my throat raw, I collapsed on top of him, feeling his spent dick shrink inside me, leaving me with an odd feeling of empty sadness. Kyle wasn’t far behind him, having been teased longer than Bill had been. He had set up a quick but steady pace, mercilessly fucking me, not caring about his roommate who was trapped underneath me. Bill, for his part, seemed perfectly content. When I finally felt Kyle’s pace change, becoming irregular, I tried to push back against him as best I could, but I was met with a primal growl and a smack on the ass before he roughly held me in place by the hips. Tensing up, Kyle let out an uncharacteristic roar as he pulled me against him with all his strength. The weird thing about anal, for me, at least, I could feel the twitching, the motions of him popping inside me, but there was no sensation of the actual load. He seemed to go on forever. Once fully spent, though, he pulled out quickly, and in one movement, stumbling back. I took a moment, feeling the cum starting to ooze from my ass, suddenly supremely tired. I managed to roll off of Bill, landing on my back, still twitching slightly, absolutely drenched in sweat. I wanted to tell them something, thank them, or ask them how it was for them, but I drifted off to sleep before I could find the words.

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–

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When I woke up, it was already dark. One, or both, of the roommates had courteously cleaned me up and put me under the blankets. Moving was difficult. I ached, understandably, and I still felt oddly empty. When I managed to pull myself into an upright position, wincing slightly as I put weight on my ass, still wearing nothing but my skirt, bunched up around my waist, Bill was nowhere to be seen. Kyle was sitting at his desk, typing away on his computer on what looked to be a term paper of some kind. We made polite conversation while I got myself dressed, struggling to find my shirt until I remembered that I had thrown it at Bill what seemed like a very long time ago. Kyle, as usual, didn’t seem interested in discussing what had just happened, so once I got dressed and checked my hair and makeup in the mirror, I said my goodnight, and left. I was walking a bit crooked on my way back to my room, but I had a smile on my face. I felt the kind of calm that only comes in the afterglow of a supremely good fucking. I’ve never managed to set up a scenario quite like that again, but a girl can dream.

Source: reddit.com/r/gonewildstories/comments/ay1kta/an_unplanned_threesome_fmm