First Time With A Dude...Top Or Bottom

[bipaunk]

My first was oral, both sides, I was 10

Edited July 18 by bipaunk

[Norcalfukkr]

I was an awkward teenager, didn’t have much confidence in myself, I was skinny, lean, swimmer body, super handsome according to everyone I knew, I just didn’t hold that positive a view of myself. I met an older man, maybe 15yrs older, and experienced.  He topped me, I subserviently bottomed and accepted his cock and cum load. If only I had more self confidence like I do now. I’d probably been a better fuck than I was that evening. I definitely am more aggressive and a power bottom when I ride cock now. 

[IllinoisCumdump]

My first time was just sucking dick. Second time was bottoming. I’d fantasized about getting fucked for a long time and it was even better than I’d imagined. I’ll top when needed but I’m a total bottom. 

[Guest Ronnie]

On 7/2/2025 at 6:55 AM, Whitebutt said:

I sucked and got sucked many times before I tried fucking. I bottomed for a gorgeous Asian guy. First time was good. After the second time I knew I was born to bottom.

Beautiful - my Uncle training me young - chatting - videos - Life - Females and Males loves Sucking Dicks - it's Normal from the beginning - now I am Addicted Raw Sex - Poz or Not !

[BBKev]

Oral only the first time (sucked and got sucked - shot my load in the guy's mouth). This was through a gloryhole at an adult bookstore in Manhattan. Only topped with condoms once I started fucking. Eventually a broken condom led me to bareback and a barter deal (legal service for sex) opened me up to be a raw cumslut

[PozTalkAuthor]

Very scared to bottom at first, so I topped him. Bottomed after a month or so. But we had fun exploring our bodies in many ways. Tongue, feet, fingers, etc. He was experienced.

And with my current guy I've been his very first male partner after his background with female (anal and genital).

My aim was to make him understand that an ass is an ass, man or woman. So I began with mutual nipple play, then oral, and then jumped on him, riding him. He bottomed after a short while - we trusted each other for a very long time.

And now? His second, is the one who's been my first. Like getting mutual first experiences back. All 3 of us are completely versatile now. 

[barenekkid]

I gave a few backroom blowjobs first but then invited someone over from gay.com to fuck me. I loved it so much I went out as soon as he left to go to the bathhouse for the first time and find another top to fuck me.