First Time with another man.

[bbonlybtm]

How did it happen?

Did it hurt?

Bareback or covered?

Virgin to man2man sex.

Nervous but more curious.

[bottom4bbfun]

How did it happen? I got talked into it. It was supposed to be just him giving me a blow job, but it turned into so much more.

Did it hurt? Yes, but "in a good way" (if that makes any sense)...and it was SO worth it.

Bareback or covered? Started off covered (at my insistence) but after a bit he pulled out and took the condom off without my knowledge, slipped back in me and finished bareback. I was surprised to discover cum leaking out of me, but again...it was SO worth it.

[bbonlybtm]

That's Hot

[Guest kybijosh]

Yeah it hurt at first but I relaxed and it felt hot and it was very raw. All but 2 or 3 fucks I received have been raw and MOST I've given have been raw......

[alexis]

It was many many years ago but i remember like it was yesterday giving me the final turn in my life of completely going bottom and gay. it  was with a man i had become friends with and seeing for months giving him oral pleasure and wanted to take my virgin hole i kept saying not now and my body and desires telling me yes he would use my toys on my in me i loved the feeling of them in me.. I was very nervous but wanted to have a man in me so bad, i knew i would be complete then, my emasculation complete. i planned one night we were meeting at the motel i was ready cleaned and ready for him i called him to the bed and submitted myself to him he took me it did hurt in a very exciting and fulfilling way, no condom bareback his load was my first and i loved it, I let him have my virginity that night and my hole has been open for men ever since..

[frombottom]

How did it happen: Craigslist hook up. When I saw his cock on picture I knew this is it. I drove over. he walked me to his bedroom and we got naked in ten seconds. I sucked him a while. He had a lot of tasty pre cum. Condom, lube and I was riding him in no time. H efucked me in several different positions. Mostly me on my back my legs up on his shoulder. But I wanted doggy. He gave it to me until I dropped my load handfree.

  Did it hurt? No. I trained my arse with a dildo. 

Bareback or covered? Started with condom. Finished with jizz leaking from my hole.  

 

[Freshmanmeat]

In high school lockers after school, coach left early and two teammates cornered me and pulled their musky uncut cock and $%@#$%#$ me to suck them off. Eventually, one of them reached around and fingered my ass. They pulled down my shorts lifted my feet up and pinned my feet to the lockers over my head. 

It hurt in the beginning as his dick was thick.

No condom.

These dudes seemed nervous because they came quick. The first guy busted in like 4 minutes. And his friend only lasted about two. 

My ass was leaking on the bus all the way home  

 

[Guest subbttmhole]

First time was an old AOL personals hook up. I was 18, he was in his 50's. HE said he was looking for a boy to suck his cock while he smoked his cigars. I went to his house, he was about my height, fairly stocky, balding read head. HE had on a tank top and some loose baggy shorts, you could tell he didn't have under wear on. HE lead me into his living room and he told me to undress for him. It was very awkward because I had never "undressed" for a man. As I undressed, he dropped his shorts and sat in his recliner. He turned on some music and lit a cigar and told me to get to work. He had a fairly thick cock around 6 inches long. I had sucked a few cocks before, so I got to work as he lay back and enjoyed his smoke, his moans let me know I was doing good. Even though I had sucked cock before, I had never sucked anyone with this guys stamina and soon my jaw was aching. I think he realized it and asked me if I wanted a break. I said yes. I stood up and walked over to get my shorts and he told me to stay naked, and he offered me a beer, which I accepted. After 3 or so beers and watching some porn, he wanted me to start sucking him again, this time he stood in front of me as I sat on the couch. First I started off controlling my sucking, but soon he took over and held my head. HE fucked my face deeper than I was used to and soon I was gagging and gasping for air. Then he pulled out and told me to turn around, kneel on the couch and hold on to the back of the couch. What, I said. He told me that since i couldn't suck him off, he was going to fuck me. I told him that I have never taken dick before, and I wasn;t sure that I could, plus I didn;t clean out. He told me he didn't care, and I was going to get fucked, I could make it easy or hard.

I reluctantly grabbed the back of the couch and stuck my ass out for him. He began pressing his cock against my hole, spitting a few times on it to help. I couldn't take it and pulled away. HE kept up with me and kept pushing into me, I was telling him to stop, I wasn't ready got off of me and pulled me over to the end of the couch and bent me over the arm. HE told me to stay there and he went into the bathroom and came back with some Vaseline. He greased up my hole and his cock and then began his assault again. HE slowly worked that thick cock into my virgin hole and I thought I was going to die, it hurt. When he was all the way in, he gave me some time to adjust,,You are a virgin, aren't you? I remember him saying. After I caught my breath, he started fucking, and not gently. HE fucked for probably 5 hard minutes before breeding my hole. As soon as he blew his load, he pulled out and wiped his cock on my ass. He let me have a shower and then told me to leave. I never went back there, but I developed a thirst for aggressive cock after that.