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Tell Us Your 'first Time' Stories


Dikkidoo

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So as per the title, why don't we start up a thread with all your stories? I did look around first to make sure one didn't exist so I hope I'm not repeating anyone!

Doesn't matter if they are cringeworthy or embarrassing, I love reading them.

My first time was when I was 19. It was also my first time enduring any kind of sexual encounter.

I agreed to meet up with a hot, tall guy (around 6ft 4inches) who was 38 years old. I was totally nervous but super excited all at the same time, but I agreed to meet up with him as his home after chatting online.

When I turned up, we started chatting and the kissing, and then he took me to his bedroom. We carried on kissing and then I would soon go down and suck him off. Swiftly after starting I blew my own load in my underwear. Totally lame!! It was beyond embarrassing but I was so excited at the time, it was all I could think about and could I couldn't control myself.

After that we agreed to meet again and he introduced me to anal, he was HUGE. He hurt but it was amazing. Definitely confirmed I was gay ;). We remained FBs for a long while before I went into a relationship with someone else. He's in am open marriage so it was never going to be with him.

Still good friends though.

Edited by Dikkidoo
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Well, I reported on this in another thread. It was in 1977 (before internet existed), when I was 17, about to turn 18. I had just moved away from home to study in a big city. I had never had sex with a guy but knew girls didn't interest me and guys made me horny.

 

Just after I had moved I found out there was a sex shop near to where I lived. Was nervous but went there and asked to see a gay movie (first time). There was a hot guy, maybe late 20s/early 30s behind the desk. I went into the booth and started jacking to the movie. Moments later the door opened and the desk guy came in. He had closed the shop.  He dropped his pants and fed me his cock.

 

I sucked it (first time) and then he turned me around, lubed himself up and fucked me. I wasn't prepared of course but luckily there was no 'accident'.  He fucked me for about ten minutes while I was still watching the movie, eventually shooting his load up my ass.

 

I went back many times on the same day of the week when I knew he was working.  Eventually, however, I discovered the park around the corner from where I lived actually turned into a cruising site at night.  From then I cruised the park late at night , which, as I was a poor student, saved me the video fee.

 

I was fucked hundreds of time in the park.  At first I was picky but later on I let any horny guy have a go at my ass. The cruising in the park was incredibly hot, seeing men move around and fuck and suck between the trees and bushes.  Eyeing me in my tight jeans and hot butt (still 17/18 yo) and invite me over to join them.  I cruised the park most nights of the week, going commando in my jeans (easy access) and then sneaked back into the house where  my room was late at night before going to class the next day.

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Hmmm, first time sucking was me responding to a Craigslist ad.  Afraid to meet him at my house for the first time, I met him at a nearby fast-food place.  We retired to my car and talked briefly.  He followed me home and I sucked a cock for the first time.  I was in my early 50's at the time.

 

First time fucked was a different situation.  I had met and been readily orally servicing my present F/B for about a year or so on weekends and got bold on one encounter.  He was multi-orgasmic at the time and after sucking and swallowing the first load out, I took the initiative and told him I had never been topped before and would he be interested in being the first?  He was and he did.  I got my first load raw.

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My first time going bareback was when I met the guy at his place.  We  were naked and i was on my knees sucking him off when he said "Get on the bed.  I want to fuck you."

 

"Are you going to use a condom," I asked.

 

"No," he replied.

 

"Okay, just pull-out when you're close."

 

Sometime later he he was fucking away, doggy style, when he said "I'm close and I'm gonna cum in you."

 

"Don't, pull out," I said.

 

"Too late," he replied as he pinned me to the bed and pumped his load into my ass.

 

Later that night he texted me saying that had I resisted him he would have handcuffed me and made me take his load.  A few days later I was back at his place for a repeat, and specifically asked him to cum in me.

 

:-)

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First time bareback.... 2007. Met a guy who became a fuck buddy. I don't know that we ever discussed condoms. It just happened. But once we did it without, I never looked back. He ultimately was the one who infected me. I wasn't chasing but it happened. Best sex I ever had was with him. What I wouldn't do to have more with him. He introduced me to poppers. He was like an animal on poppers. Lost control and fucked me senseless. Great times. Great memories.

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I was 16 and it was the neighbor. He had a pool and I used it for swimming from time to time. He would teach me on how to improve my strokes and afterwards we would relax in the sauna. First he was wearing shorts in the pool (nice package still visible when he got out) and a towel in the sauna. Slowly he reduced his clothing and we started chatting about this and that. Soon beers in the sauna became our thing and discussions became more intimate. He pulled the truth or dare card on me, and in the end I had to wank him off. It got me hard and he saw it. The next time, he asked whether I wanted to do it again. He then taught me how to give a good bj and a week later started playing with my hole. From then onwards I would always sit at the dinner table with a hole full of cum.  

We fucked for around 8 months until his company moved him to Asia...

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I was 16 and my curiosity was getting the best of me. Had been looking online and chatting with one guy in particular for a few weeks from a few towns over. I was left home alone one day for a few hours and decided to chat again with him. Next thing I know I'm sending him my adress and my hearts pounding the whole time wondering what I've just done. He showed up about 30 min. later, I answered the door, let him in and it was all a slight blur from then. My nerves were racing something fierce. I do remember him teaching me how to suck him, he rimmed me (heavenly) and fucked me doggy. I had no clue about safe sex then so it was bareback. The whole time in my mind I was saying no, no, no I shouldn't be doing this. But something else was pushing me along. After ward he left and I thought things over and actually enjoyed myself. It was all downhill from then on. He was 44 at the time.

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I was 16 and on the swim team. My buddy came over to my house and looked at porn. After a while we

got naked and stared to touch each other. He told me to lay on my stomach . He then got some baby oil and slipped his dick in my ass.,it was not long before he groaned and shot a load in me.,

After that we fucked for the rest of the year. He always fucked me raw and came inside. I realized that I loved being a bottom and taking loads in my ass

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Full story here:

warning -long story ahead, but after reading all the good stories here I wanted to add mine too, let me know if you like it and I can write some more.

I was 19 when I got my cherry popped by a cock. Before that I was already playing with my ass for some time, with toys and whatever was at hand back in the days.

But the idea of having a real cock in my ass was still the fantasy.

So I started using gayromeo (the most popular here) and started talking with a guy who was around 30 and had a nice tick cock and straight with a nice vein on it.

After sharing pics and talking what each of us wanted to do, we agreed to meet in one of the nights at his place.

Needless to say that during each talk my heart was racing,and my cock was hard as a rock - including note when I remember this.

When I got to his place he was in his underwear only, with his cock already starting to show signs of excitement after he saw what a nice twink he was going to fuck.

We both striped, and I was fascinated seeing my first cock. I started liking his balls and cock which dropped precum and had an 'interesting' taste for a first timer like me.

After several minutes he started to play with my ass, putting 1 to 3 fingers in me and stretching my hole with lube.

He was into getting sucked but I wanted to get fucked already, as my heart was going to jump from my chest.

He put on a condom ( sorry guys but I always was into safe sex) and lubed his cock and my ass.

I got ready in doggy style with my ass eager to get fucked.

He wasn't particularly slow getting in and started pumping right away. Took me a minute to get used to something pumping in my ass that wasn't a vibrator that I was always in control.

While he was fucking me faster now he also stated to stroke my cock but i had to stop him as I was going to cum instantly from all the excitement going on.

After several minutes of pumping, could not have been more than 10 minutes which seemed longer, he said he was going to cum.

With a few more strokes and grunts, he stopped and I think I felt even through the condom something warm inside.

He slowly pulled out and see that the condom was full of semen. Reading all the bb stories here now I wish for this to have happened bare and had my ass filled with spunk.

With him still inside I started stroking my cock and in a minute I had the strongest orgasm ever, with a dozen cum which I never imagined I can shoot in one session.

We dated for several more weeks and had more interesting fuck sessions, if you like this one I can add more.

Thanks for reading all the way through,I know you have a Bonner just like me when I was writing this.

Edited by drscorpio
As requested by poster
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Nothing will ever match the excitement the first time I sucked cock aged 17. My heart was beating so fast and my cock was throbbing like it was about to explode. The guy was much older and I told him it was my first time which got him more excited also. All the fantasies I had since about 14. All the cock pictures in magazines I had wanked to. The gay sex videos I had secretly bought and watched over and over again. To then have cock in my mouth was just a dream come true.

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  • 2 weeks later...

I was 27 my first time.  I grew up in a very religious culture. When I was 19 I got up in front of my church and "confessed" my attraction to guys. Gay was not an option for me. I married a woman, who happened to be a member of the church where I had "confessed" and was present when I did. They all circled around me and prayed for me, nothing was ever said after that.  I was very tied up by my ideas about god and that's why I was 27 before I had my first gay experience.

 

In keeping with the situation... I was living in L.A. at the time. A religious organization I supported had just bought a large ship and was docking it at San Pedro. The ship was being converted into a hospital ship and I would help on Saturday, spend the night on board and leave on Sunday.  The first time I worked, they bunked me in a room with "Skip."  He was a cute guy, about my age. After work, he took me on tour of the ship. He had a great ass and wore short shorts, was nice going up the ladders behind him. That night, I turned in before him. I have no idea where he was, he lived onboard and was somewhere on the ship with friends. When he returned to go to bed, it was late and the small berth where we were bunked was very dark, you could only see shadows. I stared hard in the dark, pretending to be asleep, as he undressed down to his underwear and got under the covers on his bunk.

 

Over the next few hours we played a game of cat and mouse, each of us moving provocatively, slowly removing our covers and stripping off our underwear while we were each on our own bunks. It's like we were giving each other a slow, erotic strip show, but it was so dark you could hardly see anything, and it was impossible to be sure of what was really happening... there were supporting sounds, but.... After a few hours of this I got so horny that I crawled over to his bunk. It was hard to make anything out in the dark, but without a word, he turned toward me and guided my mouth to his cock. It didn't take long at all, and my first cock exploded in my mouth and down my throat and I hungrily swallowed. After he came, he turned over without a word and I crept back to my bunk and fell asleep. In the morning when I woke he was gone and I never saw him again.

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