My First Anal

I was 17, looked a bit older and went into the adult bookstore. The booths in the back I locked the door in my booth and watched porn. I changed to tranny porn and really got hard. I had my cock in my hand and watched this twink tranny get pounded by a big cock. I came out of my booth and trolled around. I didn't have a girlfriend and was horny as hell. I peeked in a couple of open booths stood and watched a guy give another guy a BJ they told me to pull it out, and the guy receiving was tugging on my cock with his hand.

I moved on and found a really nice looking guy, stocky build, gray hair in a suit and tie. He saw me looking and turned so I could see him jacking his cock. I had never seen one that big, and still haven't. He invited me in and I thought I could jack him and him me. He told me to pull down my pants and I had my hand on his cock and he was jacking me. He told me to suck it and I knelt down to do the deed. I had never blown anyone and was prepared to take his cum and swallow. He pulled me up, turned me around and I told him I couldn't do that, I'd never done it before. With that he put some vaseline on my ass, a lot of it, pushing it in and then rubbing some on his cock. I tried to pull up my pants but he stopped me, roughly turned me around and told me to relax. He opened me up with a finger, then two, then three, finally four fingers were going in and out of me. I was bent over with my hands on the wall and he said that I was ready.

Cautioning me again to relax and let it happen. It took probably 15 minutes for him to finally get that pringles can cock into me. I was stretched beyond belief. "You really are a virgin aren't you?" was all he said as he started slowly rocking inside me. It was a painful burn, after it was all the way in I begged him to stop. Then I realized that I was going to get fucked, that he was going to get what he wanted, so I was begging him to cum in me. I talked dirty and within 5 minutes he was shooting a really big load into me.

I felt horrible, I felt like my shit was pushed so far up inside me but I had to go and couldn't. He pulled up his suit pants and left. I locked the door behind him. I heard a voice say "That was hot kid, you really took his whole cock". There was an old face looking through the gloryhole he'd watched me get fucked my first time. He asked and I pushed my cock through the hole and got off in his mouth.

I pulled up my pants and when I got home I had to throw my underwear away there was blood in them and I knew I couldn't explain it. My sister and I could always talk about sex and anything. She gave me some kotex to put in my pants for a couple of days till it stopped.

That was my first, and it was probably 2 months before I tried it again, but with a sane sized cock. Married now, with kids, and stopped about 10 years ago but I probably got fucked by over 30 cocks before I got married. Wife still doesn't know