How old were you?

[pnwboy18]

I started putting the head of my dads cock in my butt at age 9. He let me sit on his cock while we watched tv at night, slowly stretching myself until I thought I was "ready". Finally, just after I turned 10, one night he started kissing me passionately and asked me if I was ready. I told him yes and he laid me on my back, put my legs in the air, and pushed every inch of his massive cock inside my little hole. I cried at first but then it felt so fucking good! It wasn't long before I felt him filling my guts with his hot cum and I was addicted. I couldn't get enough of him after that.

[Poles&Holes]

Topped at 23, bottomed at 28

[ktopper]

25 as a bottom. Around 27 as a top. Really liked topping. Started with girls at 15.

[livemanji]

14 dm me

[matyas]

14 with a guy a school dance but with no load,  1st load at 15 with bf and never stopped

[jd13]

I was 14, with a guy who was mid-20s. Met him at the local swimming pool. Only realised I was gay about 6 months before - everyone else fucking knew - and wanted my virginity to fuck off at the earliest opportunity. He made the moves and I totally responded. We saw each other regularly and he taught me a lot about sex, and who I should be in sex.

He fucked me a lot of times and even though it sometimes hurt, there was never any time when I didn't love it. He saw exactly who I was and unfolded it out of me.

Passed me around a few of his friends too. By the time we fell out of contact when I was 16, I was very sexually experienced, and within a couple of years I was using that experience to make money while at uni.

I owe a lot to that man. To this day I'm grateful for those days and nights we spent together.

[WDRN50]

20 with a guy who was around 30. Was curious and cruising the zipper store in London. He got me with his Irish accent we went back to his and he fucked me and unloaded in me. Definitely lost my v at first fuck and an amazing introduction to bb sex. Hot guy really liked him. 

[BlueSaphir]

22 as a bottom. 

[hornyirish]

44 minutes ago, WDRN50 said:

20 with a guy who was around 30. Was curious and cruising the zipper store in London. He got me with his Irish accent we went back to his and he fucked me and unloaded in me. Definitely lost my v at first fuck and an amazing introduction to bb sex. Hot guy really liked him. 

Have picked up so many men with my Irish accent , their legs just open and fresh cunt ready for me to use....

[WDRN50]

20 hours ago, hornyirish said:

Have picked up so many men with my Irish accent , their legs just open and fresh cunt ready for me to use....

Yes please......I'm one of those

[GuelphGuy72]

Late bloomer here.  22 first time I had sex with a woman.  28 first time I sucked a cock.  42 first time I bottomed.

[GexTrick]

had my debut sucking a high school friend at 12 or 13 but then had a denial phase (what a waste of time, I'd punch my old self in the face if I could) up till 17 when I had a cock in my ass for the first time (online hookup with a stranger), so I barely fall in the "Before 18" category.

I think I topped for the first time (again a online hookup) somewhere after I turned 18, early 19 at most but throughout 18 and 23 I was a bottom most of the time unless fervently asked to top.

But I'd like to add a third sort-of virginity loss which happened at 26 after two boyfriends (first one was only top and second one only bottom). Back then I was no virgin anymore but still pretty limited and vanilla, but then someone dragged me out of the vanilla zone and opened my mind to the real horizon of being a pervert and a pig and I consider this to be as relevant, if not more, of a stepping stone to my sex life.

[bibearbtm]

I never knew I had bi tendencies until my 20's, even though I loved certain things in my ass.  It never occurred to me to try a cock when I was a teen (although looking back, I really wish I had!).  My best friend came out to me in the mid 80's (while in college).  It didn't make a difference to me, but it got me wondering what gay sex was like, so I rented a couple of gay videos.  I found that I was very much turned on, and before long, had to try it myself.  I was married at this point.  I found another married guy  around my age who also was a gay sex virgin.  We rented a hotel room and flip fucked with condoms since HIV was a death sentence at the time.  I found I loved to get fucked.  By the early 90's, I found bareback porn and had to try it bare. It was very hard to go back to condoms although I mainly used them.  By the 2000's, I mostly did it bare by trying to sero-sort guys.  I used condoms if it was anon.  I went on Prep in 2014 and haven't used a condom since.  I stopped Prep during the pandemic and haven't been on it since.  

[Berdell]

I was 14 when I sucked my first Cock. It was a Friend from School. Took my first cock a year later when I was 15. He was a friend of my Father that was Homeless in his late 30S. when dad was working nites he would sneak into my Bedroom and I would suck him and then he would Breed me maybe 3 times a Week. He took my Virginity. He lived there almost 3 Years. Never forget all the good times and Dad never found out.

[PozSissySlut]

On 3/28/2025 at 9:33 AM, SashaTS said:

16. I had "borrowed" a pair of my mom's denim short shorts and an off the shoulder gypsy top. Went for a walk through the woods in a place known to be a cruise area. He was in his 40s and was my first bj and anal. I've never topped a man.

You sound exactly like me. I hooked up on Craigslist though. I lied about my age, before I knew it I had a hung black dude over at my house and was face down ass up with him pounding my tight sissy pussy as I was screaming into a pillow like I was getting murdered lol. He came 3 times deep inside of me it was absolutely amazing