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When did you bottom for the first time?


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Bottoming for the first time  

291 members have voted

  1. 1. How old were you when you bottomed for the first time?

    • <18
      143
    • 18-20
      59
    • 20-25
      47
    • 25-30
      15
    • 30-40
      18
    • 40-50
      7
    • >50
      2


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I'm just curious (and I love polls [especially on this site].) How old were you when you first lost your gay cherry? Meaning, when did you bottom for the first time? Feel free to share your experiences here.

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I made several attempts when I was about 16 with my friend who I was sucking but due to his size and my nervousness he never entered me jump ahead about five years my last year in the military I met up with a guy from a gay chat line went to see him to blow him. While sucking him he commented that I have a nice ass and could he fuck me, I wanted him to but explained I never did it before. He went easy and slowly till his dick filled my ass and he was riding me it was exquisite and thought this couldn't get better I was right until I learn about barebacking 

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When I was a teenager, watching porn I would sometimes try out my fingers. One, then two and later three or four (although mostly in the shower).

I'm a vers top, so my first experience with sex... I was the one topping.

Then after a few times... we decided to switch it up and it was amazing (although I'm still more of a top - i'd say 70% top, 30% bottom)

I was 16 when this happened

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I was 14, and it was Thanksgiving.  It was my best friend from across the street, he was a year older, and we had been fooling around for a year or so.  We had the house to ourselves and messing around.  He told me to bend over, fingered my hole with some lotion and then went balls deep.  He fucked me for about ten minutes and then blew his load in me, and I shot mine.  I had a lot to be thankful for that year.

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Took my first load up the ass when I was 11yo. A guy from the neighborhood seduced me. He was in his late forties or early fifties and really hairy. Caught me staring at his furry forearms and, sensing my boyish curiosity I guess, asked me if I wanted to touch them. Took me to his house and the rest is history...

I remember asking for a rubber but he said since he couldn't catch anything from a virgin like me there was no need to use one. Made perfect sense to me back then... :unsure:

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I grew up knowing I was gay, but never actually used anything other than jerking off for relief of sexual tension. I had my first blow at 17 with a neighbor friend, and though I wanted to get into some butt play, we never did. It wasn't until my third sexual partner that I had my chance at last. He was married, so strictly top because that's what he was used to. And I thought I would be a bottom, so we tried it. After a few unsuccessful attempts, we finally got there when I was 23, two years after we started sucking each other's cocks. It was late autumn of 2003, and I visited him at home one day after school. We went into his studio basement, and he bent me over a barstool while watching bestiality porn. He finally got it, and I had a quick flash of blackout. He fucked me good, and would have finished, but then there was a knock on his door. His student had arrived early, so we had to dress in a hurry, and as he was shoving me out the garage door, the student was coming in the front door.

When I got home, my ass was bleeding. It stopped after a few hours.

Later, he'd fuck me at my house, but always wanted condoms in case he had anything from the girls he was nailing on the side.

But I'm not a bottom - most of the gay men in my town are bottoms, and the remaining tops aren't very well-endowed. So I have to make do with toys and non-local guys. Or be a top myself.

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Let's say before 19 yrs old - a few years -  I was very Lucky meeting 2 guys - 1 Blk ( Top ) and 1 White ( Fem )  - both took their time training me - developing me - using me ! All paid off when they had their first party - being there pleasing the other Black men - developing a reputation with others . I was mostly bottom - pleasing Tops in sucking and cum dumpster but I will Top !   :)

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I was 14.  My mom’s 50-something year old uncle had just made it to the US from Cuba and was staying in our house.  He spoke no English, had no job, left his wife behind and was always drunk.  He had the biggest, fattest uncut cock I’ve ever seen and used to fuck me like a $2 whore on his cot every day after school when the house was empty before my parents got home from work.

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