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First Time With A Dude...Top Or Bottom?  

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  1. 1. First Time With A Dude...Top Or Bottom?

    • Top
      55
    • Bottom
      200
    • Flipped
      30
    • Just Oral
      52


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Posted

I'm gonna date myself here. I was 14 years old and got cruised by a 32 year old man in gimbels basement bathroom in a mall on long island, ny. He coaxed me into sticking my cock thru the glory hole, and I got my first blow job. Ballsy guy drove me home afterward, and he'd pick me up after school for sex for the next two years. Guy gave me a lot of firsts. First piece of ass, first rim job, first time I sucked a cock....etc. Majority of firsts were as a top.

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Posted

I was a bottom my first time actually fucking. However it was giving and receiving blowjobs that started me down the road of gay sex. I bottomed for a few years and discovered I liked being the giver instead of the receiver. So now Im 99% top. Cant say that I wouldnt ever get fucked again cause you should never say never however I get off on watching a bottom when theyre getting it in the ass by me

Posted

My first time, at the tender age of 24, was at a porno theatre in Times Square here in NYC. I had been a couple of times before, mainly doing research (watching the movies); it didn't occur to me until the second time that guys actually did something in the theatre. (One sat down next to me, and I started shaking so much that he eventually left without even trying.) By my third time, I was ready to touch someone, and I did...several times. I sucked one, and another sucked me. Fucking came several months later...

  • 6 months later...
Posted

My very first experience happened when I was about 19, and then it was just oral. I ended up sucking the guy off at first, but my little sister almost walked in on us. I quickly sent her away before I went back to my friend's cock. Since he was a little shaken up it was basically like having to start all over again. Was able to get him to blow in my mouth eventually though. But it turns out that the guy was in a bi-curious phase.

Posted

An older black man in his late 30's had noticed that my cut off shorts showed off my balls and offered me a bj i was a bit drunk and horny so i said yes, we drank some more and before i knew it he had my legs in the air eating my ass. i was moaning for more when he slipped his 8" cock slowly into my juicy ass...i was his fuck slut for the next year i was addicted to black cock and bb sex

Posted

I was 15 and it was with a friend of my parents that was a couple of years older. We fooled around and ended up in a 69. I was pretty nervous or my mouth was pretty good because he didn't last as long as I did. After a few minutes of me sucking him he came in my mouth without any warning. Not wanting to do the wrong thing, I swallowed it. He stopped sucking me after he came but finished me off later that night. We ended up sucking each other off a few times a month for about a year.

Posted

I was 17 my first time and he was 28. He was everyting a "first" should be, patient, gentle, encouraging. We sucked and fucked each other, and he taught me the joys of versatility. During our "summer fling", he also brought me to my first 3way. From that time on, I've NEVER had a condom on/in me.

Posted

Mmmmmmmmm started as oral but within a few months I was taking my older white neighbor's cock up my ass. Didn't really care for the anal part of things....he was lowasy at it BUT I loved sucking his cock. I was only 13.

  • 2 weeks later...
Posted (edited)

My first time came late. A lot later than it should have.

When I was 12, I was in a boarding school and this boy got me alone and blew me a couple of times. I had no idea about sex, straight or gay. So, when he asked for reciprocation, since he had been playing with it for some time and had pre-cum on it, I asked him, to dry it off. Remember, I had no idea about anything. I probably should have done it myself. I would have sucked his cock, but he got mad instead.

I thought there was something wrong with me. Unfortunately, I mentioned it to my mother, and he was moved to another building. My mother made it sound like the worst thing in the world and, after I returned home, checked every night to see that I was not playing with it.

Over the years, a lot of guys made passes at me, but I was afraid.

Finally a friend, who was gay, noticed how I avoided public showers and other things. One time when I dropped him off at home after work, he invited me in for a beer, and I went in. He had all kinds of gay porno on the table in the living room. I could not take my eyes off of the naked men, some sucking it, others getting fucked, some just naked with a hard-on. I was obviously interested, and he gave me some to take with me.

About two weeks later, I told him that I was interested in trying it. I had bought a dildo in the mean time and was fucking myself with it once or twice a night. I gave him a ride one night, and we went to bed together. When I saw a real live naked man with a hard cock, I moved between his legs, kissed the head of his cock (it was huge), and put the whole thing in my mouth. I sucked him in many different positions until he positioned me where he wanted me, and fucked me.

It was the very best sex I had ever had, and I have not touched a girl since (nor do I want to)!

Edited by Hotload84
  • 7 months later...
Posted

Bottom the first time at 15 with a guy I met off an IRC chat room. LOL Didn't actually top a guy myself until I was 18. On my 18th birthday actually. By that time though it was too late. My guys I've taken loads from is in the hundreds. I've bred exactly 3.

Posted

I had fantasized about gay sex my whole teenage life, never acted on it until I was 19, then went full throttle right to bottoming my very first time and did it raw. It was the best sex I ever had, my virginity was lost the very best way...with a hot top with a big cock. My virgin ass was broken in and fucked deep and hard and filled with jizz by the end of the night.

Posted

My first time with oral I got sucked. Did not really get into it. Even today I am not really into having my cock sucked. I do like sucking cock though. When it comes to fucking, I always got fucked--major bottom. Started getting my hole used and filled around 11 or 12. My best friend used me. I loved it. Did not top a guy until my mid twenties. I do like to fuck guys now too. Love dropping a load in a guy's hole. Did not pop my pig virginity until my 30's. Did not knowingly take poz loads until my 40's. I am not sure what is left to discover sexually, but I'll keep looking. It is always fun crossing new horizons.

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