Bottoms: How did you lose your virginity?

[unknown_rican]

Hi All!

So, how did you lose your virginity? Was it with a bestfriend? Did you lose it during a random hookup? How did it happen? Any regrets? Did it hurt?

 

[craigsmith]

I was young when I lost mine to a friend. I cant tell you how old I was but younger than I am now. I used to finger myself as I jacked off and once I started sucking cock, I wanted to feel it inside me. SO I asked my friend if he would fuck me. We only had Vaseline so I greased up real good with the Vaseline and sucked him and got him real wet and hard. Did it doggie style. He fingered me with 1 then 2 then 3 fingers and when he shoved it in me - it felt good and did not hurt. I guess the foreplay was needed. From then on he fucked me all the time for several years until he moved away. I always took his load inside me too. That was before the HIV times.

 

[AtomicMouse1950]

Which time?

 

[EquusAZ]

My first was with my second BF. It was the first big weekend of me topping and he convinced me to btm for him (MUCH smaller than me). It was awkward but worked. 1/2 way through I found out he'd set up a video camera and caught it on tape. LOL. At least I have a memento of the occasion. :biggrin1:

 

[MuscledHorse]

All I can say here is that it was with an older school bud. The experience was amazing. THe first time I took his cock in me I came so hard I can still remember it clearly and it made me hungry for more. He taught me a lot and helped make me the sex-is-a-sport-among-males horndog I am today.

 

[milwjocknow]

My first was thru a glory hole, at a truck stop porn store. I had gone many times before I knew that some of the booths had holes. Once I figured out what they were for, I sucked and fucked my way thru 25 bucks worth of quarters. The very first to enter my hole was a mid twenties farm boy, with a huge smile, and a beautiful average dick, and balls like a bull that kept slapping the wall between us. He came back for round two later, and came in my booth with me.

 

[Novaboy]

Someone put a cock in it.

Sorry, couldn't resist. I answered an add and paid for. Not a good experience as he wasn't really hard or into it. First time I'd really done anything.