[GAY] My (M32) first gay experience (m25)

I am no stranger to kinky sex – sex with strangers, in public, or crossing new boundaries; this story is all three.

A few years back I was dating this girl (name not important) and while she was alright, she was a massive cheater who regularly went out to find some new dick instead of keeping it at home. After the 2nd time, I got tired of her shit and dumped her. Her roommate, Eli, was a twinky fun-loving gay man that had lived with her for the majority of the time we were together.

During parties at her place he would always quiz me why I’d never tried to swing the other way, and I admitted on a couple of occasions that I’d kissed a guy here and there but never dove in head-first. He would flirt playfully, but kept our boundaries intact since he was respectful like that. He was shorter than me, maybe 5′ 7″ and very thin. He always wore light makeup and more feminine clothing. He kept his short crop of black hair very clean and always had a great smile. I, on the other hand was a little more of a man’s man. I am 6′ 1″ and fairly fit, but not buff. I typically wore the same blue jeans and style of flannel shirt everyday, but he said he liked the idea of “being able to turn a straight gay” so it didn’t bother me that we were too different.

Like I said, I broke it off with the girl and went on sort of a binge for awhile, going to a different bar every night looking for strange and found some willing participants but they were honestly very boring. Eventually I took to dating apps with the same results – every girl looked the same and basically had the same moves.

One night, in a fit of horniness, I texted Eli and asked him if I he could tell me the benefits of sleeping with a man versus a woman. My goal was to turn him on and hopefully have a little light sexting – dipping my toes in the water as it were. He went into great detail about how blowjobs from a guy were second to none and if I were interested I could come out with him clubbing one night and see if I couldn’t at least try flirting with someone. We sent messages back and forth, getting a little more risky each time. At one point, he asked if he could see my cock “so he could see if his friends might be interested.” I objected, stating how shy I was and how I want my first experience to be something that I fell into, not just parading me around like a piece of meat. I was partially joking but also very nervous about sexting with him. My cock swelled and my heart raced. He told me he would go first so I wouldn’t be alone.

His cock was gorgeous. Smaller than mine, maybe 5″ long and kind of thin around but it was very pretty. His picture was full-body and I saw all of his form in its glory. His thin frame accentuated the floppy cock I saw on my screen and I began to have second thoughts about dipping my toes in. I ran to the bathroom and shot a few pictures before I chose the best one and sent it back. My heart was pounding as I awaited his reply. At this point my cock was rock-hard and I was barely able to keep myself from stroking as I waited, and waited. Eventually the three bubbles popped up that showed he was typing. Then they disappeared. Then reappeared. Then, nothing.

I was disappointed – maybe he wasn’t into me? Maybe my dick looked weird in the photo or I’d crossed a line?

*ding*

“Come pick me up”. With a pin to the address where he was at.

I ran to my car, and raced to the address, not thinking about what was going to happen next. I was so excited I missed my turn twice and eventually pulled up to this smallish club on the outskirts of town. My breath came in short bursts as I texted him that I was there. A few minutes later, he came sauntering out with the bravado of someone that had drank a few courage shots. He came over to my window and waved at me, then ran around to the passenger side door and hopped in. We both sat there for a second, before he said “You have a really nice cock by the way”. I thanked him and asked what was next. He laughed and told me to pull into the parking lot on the side.

I pulled my car around and parked. My cock was bursting against the seam of my pants at this point and he noticed. He reached over and unbuckled my seatbelt, and stroked my cock through my pants. I shuddered in pleasure and nerves. He reached over with the other hand and put it on my belt.

“You just let me know if we’re moving too fast.”

He unbuckled my belt and pulled my cock out of my pants. I’m not the biggest guy in the world but I’ve never had any complaints. Fully erect I come to about 8″ and a couple inches around. He placed one hand on the base and the other brushed my face as he kissed me. Then, without a word, he slid the whole thing into his mouth. My back arched as he sucked and slurped on my cock, slowly jerking his hand and bobbing his head. My eyes rolled back and I twitched in my seat. After a few minutes of mind-blowing head. He leaned back and caught his breath.

“You want to fuck me now?” He slipped off his shorts and bent over the middle of the console with his ass presented to me. It was round and soft, and his tiny butthole winked at me as I shoved the head of my cock in without realizing, like something or someone else was in control.

I pumped and pumped. He grabbed my hands and pulled me into him. He was stroking his cock and doing his best to take every inch of me. I could feel the warmth of an orgasm flowing to the tip of my cock. I told him I was about to cum, and he pulled me in deeper.

“Dump it in my ass. Fill me up with your cum.”

I stroked deep into him and shot rope after rope inside. I Shook hard and fell against his back. I could feel his hand was still working away, so I reached around and jerked him until he came all over my back seat.

We separated and sat there for a second breathing hard. He giggled and pulled his shorts back on. He leaned over and kissed me gently on the lips.

“Don’t be a stranger.” He winked and got out. I sat in the car for another ten minutes or so before slowly driving away. I couldn’t believe that it had just happened. I got home, took a shower and laid on my bed naked before falling asleep. In the morning I had a message from him that just said

“I can’t wait for next time. Call me again when you’re feeling it”

Part 2 to come if anyone likes this story. Feel free to send me your opinions.

Source: reddit.com/r/sexystories/comments/sd74tf/gay_my_m32_first_gay_experience_m25