Cheating bareback

[craigsterdic]

Ever since I started cheating on my boyfriend a year ago, I haven't been able to stop. The first time I did it was in the basement of a building a few blocks away with some guy I met on A4A. I was nervous as hell, knowing that this was something that I could never undo. I was a bit disappointed when I saw him, because he wasn't as hot as his picture. But when he pushed me onto my knees and pushed his 8 inch cock into my mouth and called me a little "faggot boy," I knew that this was what I had to do. Then he turned me around and fucked me, coming in about a minute. It was both exhilarating and dissatisfying; the itch, scratched, was stronger than ever.

I promised myself I wouldn't do it again. At least, if I did it again, I would still use a condom. But the lure was too strong. I needed to do something dirty, to get fucked in the dirtiest, most anonymous way possible, with a stranger whose business with me was entirely sex.

A few nights ago, I got a message from a guy that I'd fucked with once, several years ago, before my boyfriend and I got serious. My boyfriend wasn't in town, and the guy asked me if I wanted to hang out. I remembered how this guy had fucked me for an hour doggy style, his hot 7 inch cock punishing my ass. So I said yes.

Because I had work, I only got to his place at midnight. We started off drinking some beer and watching some television show, sitting about a foot apart on the couch. Then he moved closer and put his arm around me. I knew I could stop him by acting cold, but I didn't even feel a shred of ambivalence: this was what I wanted, to get fucked tonight. Soon he was massaging my nipple through my shirt. Soon our shirts were off and we were kissing on the couch.

A few minutes later, we moved to the bedroom. I sucked him a bit, and he returned the favor, but it was pretty clear - both from the moves we were making and the memory of our last encounter - just what he and I wanted: fucking. He asked me what position I wanted, and since I'm a bit intimidated by his cock, I asked if I could ride him. He said okay.

So he lubed up, slipped on a condom, and I put his cock at the lips of my asshole. Now this guy had one of those penises that, when hard, were so hard you could feel every ridge and vein up and down his shaft. When his cockhead popped past my ring, I could feel the ridge of his manhood jutting against the edge of my flesh. I sank down him with a groan, and he slowly began to fuck me. I had expect it to hurt, but it didn't, not at all. Usually I try to keep the moans to myself, but within a few seconds, after I'd just fucked myself up and down maybe twice, I'd felt the head pressing hard against my prostate, and I started sounding like a bitch in heat.

I guess he knew exactly what that entailed, because he sat up and, without pulling out, lowered me onto my back. There's a world of difference between the fuck that happens when the bottom is in control, lowering himself or raising himself as he wishes, and when the top has taken over and is using that ass for his own pleasure. The first few strokes made my mouth drop out in pain. But then I felt my inner ring unfurl. Those veins were rubbing my asswalls like nothing else. I moaned and moaned, and he soon he was fucking me with a storm of thrusts.

And this guy knew exactly how to play a bottom boy's ass. He alternated rabbit-hard thrusts with long, slow all-the-way-in, all-the-way-out strokes. At times he fucked me only with his cockhead, making sure my assring was stretching over the crown of his weapon. At times he would kiss me while humping into my ass, and at other times he would sit back - and I would see those hard pecs, the muscled abs - and watch his cock stroke in and out of my boy hole.

I got more and more into it, moaning and groaning, pulling my legs back with my arms to give him deeper and deeper access, or linking my calves behind his waist, feeling his body between my legs.

Then, after fucking me for an hour, he pulled out. I asked him why, and he said he couldn't cum with a condom on.

"Can you cum without one?"

"Yeah," he said.

"Want to give it a try?"

He gave me a small smile then, and pulled the condom off his cock. In that moment, as he slid his thick, hot cock back into me, I felt more like a whore than I ever had in my life. I didn't take him long to cum. He worked himself up into a storm of thrusts. At one point, the sensation was so incredible that I couldn't make a single sound. That was when I looked down at my cock and realized that my ass was clenching at his penis uncontrollably: I was having an anal orgasm. And when he unloaded in me, I could feel every pulse of cum breeding me with his seed.

We showered, and then I left. We didn't mention my boyfriend before I went. "Take care," he said, but I think he knew just as well as I knew, that there was no way I was going to abstain from his cock in the future.

[Hotload84]

Hot story, Craigsterdic. Thanks for posting it.

[Guest pozpig46]

hot story man

[powerbottom64]

Keep passing your ass around! I do the same thing when my BF's not around! Life is good when your a slut!

[johnny3000]

Hot story.... in the heat of the moment a btm will agree to most stuff.

Everytime I've done something which I thought I wouldn't it was when a rough top was telling me to do it while making me delirious from working me over

[Bockito]

Fucking hot, craigsterdic.

[Guest manfun456]

Fuck yeah, taking loads on the side is hot! Embrace your inner pig. 

[BBFL]

Great story! Hope he breeds you multiple times in the future!