[M]y surprise first time with hi[M]... | 2016

I'm excited to share this story of my first sexual encounter with the only man I've ever been with. I've never told anyone this much detail, although I jack off thinking about it at least once a week!

I've only ever been with women, never even kissed a man other than this fellow from Austria. I'd always known myself to be straight. I'd occasionally fantasize about getting blown by or fucking a very effeminate fellow, but almost always revert to a female fantasy before coming. Almost. I'd never never met a man I was attracted to.

Then one day several years ago, while backpacking around Europe, I was utilizing couchsurfing.org for cheap lodging and better yet, meeting interesting people.
In Vienna, one couch I surfed to (actually a guest room) was provided by the twenty something slight blonde man I'll call Florian and his 2 roommates (a m/f couple). I arranged to stay for 3 nights before moving on. The last night the four of us plus a few of their friends went out drinking and had good times getting shit faced.
Once back at the house, the couple went off to bed straight away while Florian and I continued our conversation that had been going on all evening on a vast variety of subjects. We really connected intellectually and it just kept flowing, as did the wine! Soon it was very late and I had to leave the next morning so I said I'd better pass out. We were drunk but still pretty lucid. Florian was silent for a moment, then in a different tone of voice asked if I'd "like some company". I suddenly understood the way he'd been looking at me for the past few hours as we'd gotten more drunk. Though I did notice his feminine qualities before (soft mannerisms, slight face & build, clean shaven, etc) I didn't consider being attracted to him or even if he was gay or bi or whatever. None of that had been in my thought process. However that suddenly changed now that he was making a thinly veiled move at me. I instinctually went with my social conditioning that I am straight with no grey area, & just smiled telling him I really just needed to pass out. He took it gracefully & I excused myself & passed out in the provided bed. Some time passed, then I awoke slowly to the sensation of getting a blow job. The room was almost completely dark other than blue light from a digital clock. I must have been asleep for a short while, because I was in a different position on my side than when I'd lied down on my back. Slightly confused and still mostly asleep, I didn't immediately object because it felt absolutely amazing but after a few seconds I realized that I was getting hard very quickly and that Florian had entered my room and had put my meat in his mouth! I pulled my pelvis back away from him and he let go of my cock with his mouth but held onto the base and the balls with the other hand. He said quickly and quietly "shhhh it's okay it's okay, this is okay just relax, just relax". As he spoke he squeezed the base a little bit and I became so rock hard it ached. This was my moment of truth, and in that split second in the dark I made my decision to go back to that amazing sensation I was experiencing seconds before and just relaxed, & let my pelvis rock back forward. I let out a sigh/moan & rolled onto my back and opened my thighs slightly. I saw the shadow of his figure a little better as he positioned himself over me. I could see that he was completely naked as he grabbed my boxers by both sides and gently pulled them down. I lifted up slightly so he could get them all the way off. We were both naked now. He really started to attack my throbbing super hard cock with his mouth and a hand, his whole head bobbing for my balls. My cock was being blown as well as my mind! I had to keep reminding myself that this was actually happening. He was stroking himself with the other hand. I thrusted into his mouth more, clenching my ass as he let out muffled moans through my cock, now drenched in slobber. Soon we were both getting more energized and louder. I was getting close to coming when he popped my dick off his tongue and moved up my body and we began making out furiously, him still stroking me, I reached down & felt his balls cinched up to his boner, which I began to feel and stroke. This was very shocking and exciting to my psychi! I was fully awake now but I wondered if I was dreaming again when he went down on me again for a moment, resoaking my cock in spit, then moved his body up higher. I understood that he was repositioning himself to get my cock into his ass. The thought of which made me throb like my heart was in my scrotum! He kept one knee on the bed and lifted his other leg slightly to open himself more, which made my erection throb so hard it hurt in that good way. I was so swept away in pleasure & new sensations that I didn't even think of protection or disease or what my best friend would say if I told him about this or anything besides this intense pleasure I was feeling & fixing to feel next. I felt my tip contact his smooth hairless taint and soft fleshy ass, then pressing against that puckered hole. He seemed to know what he was doing and with a little pressure yet without much trouble I was in there! It popped in a couple inches, & my cock throbbed so hard I felt some precum squirt out like a mini orgasm. I moaned and pulled back a bit as to not blow my load. He moaned deep and almost loudly and stabilized the base of my cock with a hand, then pressed down with his body to work me in there deeper. The sensation was indescribable, being so multilayered with the mental aspects and my new physical frontier we were entering together. I'd not even had anal with a woman before so this was all new & intensely exciting. I was trembling actually, I recall. He worked his way down my shaft until I was all the way in. I thrusted deeper, pushing moans out of his mouth. I felt his boner and sack as he worked his lower back in waves on my lap. He lowered against me, we tongue kissed while he pumped me. I held my hand on his cock stationary, so that when he pumped me with that smooth ass it also stroked him. His mouth right up to my ear, he told me how good my cock felt, asked me how nice his ass was, how tight it was, in his soft euro accent. With that I couldn't wait much longer. I told him I was really close to coming. He took his cock and began stroking it now as he sat up and rode my cock. I loved every bit of it, his balls slapped my lower abs as we fucked. I grabbed his slender hips and really started pounding him for the first time. I squeezed his ass and spread it. I was feeling totally in control of this encounter now as I savored all the sensation. He said "Come in my ass, come on, come on, come in me". I commanded him to squeeze my cock with his tight little hole as I smacked the boy's meaty little ass. (OMG I can feel it right now! I'm dripping a little bit as I type!) I felt him start to squirt on my stomach and chest and buck violently while i pushed in as deep as i could, and still thrusting my whole lower body vibrated as I came, gushing into him over & over. It was one of those orgasms that seemed to just keep juicing, & he was right there with me, moaning and rubbing his cock against my cum covered stomach as our thrusting slowed. He lied his head down on my shoulder & let his weight rest on me, my cock still in his ass, & still fairly hard. I held him against me, stroking his back gently to create those tingly sensations. After a moment he rolled off me & we toweled off.

We enjoyed a round two that night. If you're interested I'll post a part 2!

Cheers, gonewild stories!