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The first time I got bareback was with a guy I had hooked up with a bunch of times before, mostly for oral, but we did anal with a condom before. Anyway he came over my place and we exchanged oral a couple of times making each other really hard and he ate my ass which drives me crazy. After he ate my ass he got up between my legs and told me he wanted to tease my ass with his cock a little bit. Now having hooked up quite a few times before I had no reason to think he'd try anything, but after he teased my tight hole for a few seconds he pushed forward and shoved his cock balls deep into my ass. I remember my eyes popping open when I realized what he had just done and that his cock was in me raw, and then I just moaned and told him to fuck me. The rest of the night we fucked bb I even took him ass to mouth and rode him. The only thing that disappointed me was that he didn't breed my hole when he came, he gave me a facial instead, but I did suck his cock clean and ate all the cum from my face as well. That was my first time, it wasn't planned but it was hot. What about yours?

I have to say it was unplanned by me. I was invited to a guy's place, he had a sling we could use. After getting up in there I could see he was nice and hard! He pushed right in no questions asked, I was in heaven and couldn't wait to take his load. After he pumped me full, he said he didn't use condoms because they wouldn't let him come. That was all I needed to hear. I went home a happy man that night!

Planned. I went to a bathhouse for blackout day. Got in the public area, stuck my ass up in the air, did my poppers, then took 22 anon loads.

Planned through online sex site. Took 2 or 3 hookups to really start to enjoy it. Now I can't get enough .

Unplanned. I realized after he was pumping me for a while. I lulled him even deeper.It was great.

Well, I was 13 y.o. when i got fucked first time. That was in 1978. Nobody thought about using condoms that time. It was before the virus.

My first time was totally unplanned. It started off as just oral, the guy was going to give me a blowjob. Then I started sucking his cock in return, but he wanted my ass...I made him put on a condom, but he took it off after a bit and finished inside me bareback. After he pulled out I noticed the "dry" condom on the floor and only then noticed that his cum was leaking out of me. It was worth it though.