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Category: First Time Stories

Author: raerae

My first time was rather clumsy, awkward and embarrassing, at least initially. For a long while, I was never truly sure if I was into men sexually at all, though as a teenager I had kind of dallied but in a very playful and non-committal way.

I was at a party, which sounds common to many first times, and just so happened two of my friends there were gay and in fact partners to each other. They never made a big thing of it and I was very friendly with them but never before this in a sexual way. as the night drew to a close we were all finding a place to crash as most of us were staying, so many there was that the very large lounge floor became a pop-up bunk room of sleeping bags and bodies. I found a suitable corner behind the door.
At some point in the night I went to the bathroom for a pee and as I was washing my hands in walked Andre clearly having also just crawled out of wherever he was sleeping, which was as it happened in a bedroom with his partner, Josh. He was wearing just his briefs and sloppy tee-shirt, much like me except I wore boxers and a tee. He apologised having not known anyone was using it, and I also apologised for being too sleepy to have locked the door.

Thus went a slightly awkward, albeit bleary-eyed exchange. Still, it didn’t stop him going straight to the toilet and pulling out his cock to pee while I finished washing my hands. He clearly didn’t mind me being there. For some reason I lingered washing my hands having noticed him in the mirror behind me just seeing him from behind. For some reason I had a flash-imagining of his penis, at least wondering what it looked like. I was looking at his bum visible in his briefs as he done his business. Then I looked up and saw his head had turned around, as though he’d sensed my eyes on him.

I quickly looked away, he finished, came over to the sink and still I didn’t leave the bathroom. He smiled. I have no idea what I was still doing there. On washing his hands and drying them he jokingly commented if I liked what I saw. I feigned ignorance and claimed not to see anything, which was partly true, I couldn’t in the mirror from that angle. Then he said, perhaps you should get to see then and you can decide for yourself.

I must have looked absurd, a 26 year old guy blushing at his suggestion. He didn’t mind, his smile was welcoming and kind, and from where he stood there in this large bathroom just a few feet away, he lifted his tee and showed m his bulge in his briefs which was already quite impressive even though it wasn’t actually hard, as yet. Silently I nodded, suggesting I did like what I saw, but again not knowing why I was even still there, but I was getting a certain twitching in my boxers that I couldn’t deny.
Well, he said, I’ve shown you this much, how about you share also, it would only be fair, then I can decide if I also like what I see. Apprehensive I did, whatever else my thoughts were doing, I raised my tee up and he got a good look at my boxers which even though I tried to stop it, were twitching inside and definitely visibly growing.
His mile grew even wider. He then said he knew I wasn’t gay or anything like but, clearly, I was a little more than interested based upon my groins reaction to his simple request, and by the way, he did like what he saw too.

He took two steps closer and placed his palm on my groin, not asking just did it and I felt my cock grow almost rigid in one fell-swoop as he gently ran his fingers along the length, tracing its shape under the cotton. He told me to do the same to him, to touch him, and took my hand and placed it on his groin which felt hot and alive and was, like mine, growing beyond the confines of his underwear.

He began rubbing mine and it was all I could do to stop myself cumming there and then. I swallowed over and over, feeling hot and nervous and incredibly aroused. His touch was clearly practised and well-tuned to the male body. I found myself naturally rubbing him back as I felt him thickening inside his pants. I was excited; there was no getting away from it. I was horny.

His hand kept caressing me until he slipped without warning inside my boxers and I felt his fingers touch the flesh of my now hard cock: a cock now wet with precum. I strained to again keep from ejaculating as I wanted this to last as long as possible, but why, again I wasn’t sure. This was my first true and proper encounter of this kind with another man, and I loved it. He looked straight into my eyes making me keep looking down, feeling clumsy, almost virginal, which in this sense I was really.

He pulled down the front of my boxers and let my cock literally pop out onto his palm fully erect and teased my foreskin fully down. I was shaking inside, my legs felt strange and I was truly enjoying every second. He could see I was and started to wank me which was almost unbearably amazing. I slipped my hand into his briefs and felt his cock and it felt solid and soft at the same time, warm, thick, veiny and also wet to the tip with precum which I was now getting over my hand. I think I tried wanking him but didn’t feel as competent as he clearly was at masturbating another guy.

Down on his knees he went, wrapping his hands around my hips and took my now rigid cock into his mouth. Suddenly I was experiencing a kind of heaven I’d never known before. My balls were clearly ready to burst but I tried and tried to hold back. He was gentle, slow, deliberate, as my breath quickened with each lick of his tongue. He then stood again and without a word urged me to do the same, kneel and take his cock in my mouth.

I did, reluctantly at first, I stared at it, so close, so hard, so almost threatening, red and pink and glistening and smelling very masculine. His pubic hair tickled but I eventually tasted his tip, not sure what to do, the precum tasted odd to begin with then I found I liked it, its soft, warm sensuality. I sucked the very tip, and again, the way it felt between my lips, how it throbbed. His hips moved slowly, easily, and his cock slid further into my mouth, I took it gratefully, willingly, and eventually, slavishly.

After several minutes I had a substantial length of his cock in my mouth, not all as he was a good size, but enough for me, first time. Then he eased his cock out and stood me up, going down again on me, taking my cock into his mouth and taking me by surprise by slipping a finger into my ass, then sucking me harder now, more greedily, I had never felt this hard before, not even with the women I’d been with, and him fingering my ass too was too much as after about two or three minutes I exploded my load into his mouth, he clamped his lips tight and sucked every last drop, swallowing pretty much all of it.

I almost collapsed, then in a flash he was standing, my cock half way now between erect and limp having spent its lot and pushed me to my knees again and shoved his cock into my mouth. Without any thought I began sucking while he, effectively, fucked my face. I let him, he held my head and shoved his head deeper in making me take as much of its length as I could. I heard his breathing change, rapid, shallow, and then he too exploded and shoved his cock deep in, almost choking me as I felt his cock pumping his hot, sticky, male cum and seed down my throat.

I tried my best to keep breathing and swallowed at the same time feeling some escaping the corner of my mouth. He pumped the last drops of his cum, of which there was loads, into me then released me where I crumpled onto the floor, gasping but smiling, strangely enough. All I could taste was cum, and his cock on my lips still. He knelt beside me lifting my face to his and kissed me full on the lips. I didn’t know how to respond other than kiss back. Again, tasting cum now on his lips and tongue, my cum.

Eventually we both stood up, pulled our respective underwear back into place and he left the bathroom first saying, I think you deserve another date sometime soon, I will be in touch; and, he was gone.

After scrambling back to my sleeping bag, extremely disorientated by what just happened, seemingly on a whim by pure chance, I completely crashed. In the morning I woke and the first thing that came to mind was what had happened, taking a few minutes to determine if it was real or not. It most definitely had been, no doubts.

At what I could call the Big Shared Breakfast for everyone who’d stayed over I looked for him, slightly worried about what he might say but I didn’t see him or his partner. It seems he had work early start and had to go before any of the rest of us was awake. I felt a kind of relief, but also a shame at maybe that was it, one-off, even though he said I deserved another ‘date’ with him.

Later I discovered his phone number scribbled on a piece of paper in my pocket he must have surreptitiously had the chance to slip in, next to the number was three words, “call me, soon!”

© raerae