Tell Us Your 'first Time' Stories

[jz48811]

First time with a guy I was 17 - fuck, I had dreamed of messing with a guy for years...can't believe I had to wait so long:(  I got into a porn arcade with no ID somehow. I can't believe I had the nerve to even try, I didn't look older than I was and they asked for ID every time I went back there after turning 18. Anyway I got lucky that time. I was in the video booths for probably five minutes, still trying to get my bearings and overwhelmed that I was seeing gay porn for the first time ever (it was the early 80's) when a guy came from behind me and put his hand on my butt. In about 30 seconds I was on my knees sucking him off, then I unloaded in his mouth. Drove back to my parents house with a smile on my face and the taste of sperm in my mouth!

First time getting fucked think I had just turned 19. I was drunk coming home from a party and a guy in his 40's picked me up, a hot furry Italian guy. Went to his house and had a lot of fun. He tried to slide his dick into me a few times but I was so fucking wasted it didn't go to far! 

First time really getting fucked was shortly after than, a Hispanic guy with an enormous uncut cock, way bigger than my poor ass was ready for,  and after all these years still one of the biggest dicks I've had! He fucked me in about every position imaginable and I remember having to keep my hand off my dick so I didn't cum. 

[paintedgrey]

I wish I had a big long sexy story. My first time, in early days of cruising on the net, I logged onto a chatroom on yahoo, they had nice obvious names back then, and there were a lot of them. Found a local guy within minutes, asked if he'd fuck me, then drove to his house, went straight to bedroom and fucked. Beginning to end, from first contacting him to leaving his house after, maybe a hour at the most. Never saw him again. Sexy huh!

[Pozlover1]

On 12/24/2019 at 9:32 AM, leatherpunk16 said:

In the autumn of 1997, I had to move to an apartment with my grandmother. It was a cheap-looking affair: a one-story building with four apartments in it, and we all shared one basement. There were no walls in the basement to signify which corner belonged to which tenant. I wasn't there very long before I noticed that my neighbour had a private room in this basement. His name was Jeff and he was just a couple years younger. I finally met him one night while I was doing laundry downstairs. He and his twerpy little brother marched up to me in that weird way teenagers do when they are on a mission, and started a conversation. I remember very little about it - mostly getting to know one another. This boy was CUTE and his name was Jeff. By this point in my growth, I knew I was gay, but I never had any opportunities to do anything about it. In fact, I wasn't even sure of my inclinations toward men. I hadn't really decided, and it was 'uncool' to be gay at my school, so I kept up appearances when I had to.

Jeff was in fairly good shape, slender and defined, and had sweet eyes and lips. Since I had few friends and he was right next door, Jeff and I hung out quite often. We played video games in his basement, talked about school things and life issues, watched straight porn, and smoked quite an unhealthy number of cigarettes. We would also share a bottle of liquor from time to time. One night in the early spring of 1998, we really pounded the bottle hard, and were drunk as skunks. The room got really quiet, and Jeff was stroking himself a bit and watching me silently. Then he suddenly asked me, "Wanna fuck?" Just bluntly like that. My dick instantly stood up and I said "sure". 

He broke out the lotion, put some on my dick, and bent over for me. I just went with instinct. We agreed on a time limit - just a few seconds to "see what it's like". A few seconds turned into several minutes, and neither one of us wanted to stop. He muffled his moans into a pillow and I just slowly screwed him. Took my sweet time with it, but my inexperience kept telling me to just jackrabbit his hole. Jeff was surprisingly loose for a virgin. I don't remember my thoughts at the time. Eventually I felt that shudder when the climax is about to be reached. I kept it quiet so no one would guess what we were up to, and gave a few hard thrusts, and planted that seed deep. 

Jeff's demeanour suddenly shifted, like he didn't expect me to actually cum inside him. He just lay on the bed, shocked and silent, and I leaned against a wall, totally spent. My mind was blown, and so was my load. I lit a smoke, and just enjoyed the come-down. Jeff quietly withdrew himself, and went out of the room to "spit out a goober", but I think he actually went to the floor drain to squeeze that cum back out. He was gone way too long for just a spit. He came back in, sat down, and joined me in a post-fuck high. He rolled a blunt and smoked it, and just continued to look toward me, but not AT me. Almost no words exchanged. 

Hot story, right? I knew I was gay right then, and I had just bred my friend on a spur of the moment. Evidently, Jeff didn't think it was so hot. A week later, he tried to kill himself. When he came back from the hospital, I offered it to him again, and he absolutely refused. I think he couldn't handle his new-found sexuality, even though he initiated the whole thing. And by the end of the month, he was going to start going to the Catholic school across town, and suddenly moved his home over there. I never saw him again. 

I'm glad I made this discovery with a trusted friend, even if he didn't take it too well. I hope he's okay, and that he accepted his sexuality when he was ready to. I'll probably never know what happened to him.    

I knew one boy who did that. The guys on my job at Burger King were giving me a rough time and he tried to help me out, rather unsuccessfully, in the short time he worked there. I only knew him as the band leader at the football games where he tossed the baton and marched quite flamboyantly. A short time later he took a 20 guage or .410  shotgun to his stomach. Our orchestra leader broke a lot of rules to let a friend and I cut class to visit him in the hospital. This was before they put the gate on the student parking lot.  He had no explanation and I didn’t press him. Later I figured it out. 

Edited January 11, 2020 by Pozlover1

[Guest gwmcatcher]

Senior year of college. Late 1970s.  I was working part time in a local restaurant. One of my fellow waiters, short, cute, with a nice hairy butt, took it upon himself to seduce all the still closeted guys at the  place. Me included. 

Once I had his raw dick in my hole, all my doubts about whether I was gay or not disappeared. 

Unfortunately, I “fell in love” with him (I was naive) while he went back to his boyfriend and working his way through the rest of the crew.

I’m glad he wanted to fuck me though.  It pulled me out of the closet a lot faster than I might have otherwise. ☺️