This happened today and I feel entirely guilty about it but want to post about it.
My boyfriend and I have an open relationship. Aside from threesomes, and aside from one time he fucked a twink, I've been the only one who has hooked up.
Today I was on Grindr at work and chatting with a skinny, fit handsome Latino man. He was all bottom and into an anon scene. That's totally a fetish of mine. He wanted to bareback and I told him I had to use a condom. He asked if I would put just the tip in while I was cumming so I would fill him with my load. I said okay.
He sent me some of his pics and he really mirrors me. Like me, he's a skinny guy, but toned - and his cock is huge. Not as huge as mine but it's among at the biggest I've seen. But I was more focused on his hot muscle ass. Although he was Latino and I'm Asian/white, we basically look similar, even if I'm correct in guessing he was about 30 and I am 22.
When I arrived at his place I found the door unlocked, as he had said, and as I had told him I liked, twink bareback porn was playing. The lights were off, techno music was playing, and he was blindfolded, face-down, ass-up.
I undressed and approached him, feeling-up his ass, but he quickly grabbed my cock and stroked it. I teased his hole with my cock, rubbing my copious pre-cum on it, then I just barely slid my big cock head into his hole. I loved teasing his hole but I knew I needed to wear a condom. That's essentially only rule my boyfriend and I have: when fucking with other guys we must wear a condom.
Now, here's where it gets a little less sexy but it's what happened. He was having trouble getting my cock in. We shifted positions and he ended-up somewhat taking off his blindfold off a little, which somewhat muddied that fantasy. He sniffed poppers but we still had a little trouble, but eventually he was on his back and I was on my knees with my cock inside his hole, we both did poppers and I just kept going. I felt his ass wrap around my cock, no barrier, and just kept going. I could see the condom, unwrapped, but I just kept fucking him. I even looked in the mirror behind his bed, and all there is is my reflection, and I thought 'I'm doing something wrong, I'm not supposed to fuck bare'. Looking over at the TV, the two twinks were still going at it bare in the porno.
Well, the popper high wore off and he asked if I had cum. I hadn't and told him I needed to stroke off to cum. When I asked if he still wanted it, and he answered 'yes, laying down'.
"Okay," I replied. He got into position, presenting his hot ass.
It didn't take long before I was about to shoot, and I asked "You want my big load?" as I shoved my cock into his ass, fucking my load deep into his hole.
Well, there was instant regret. I had surely fucked up. I had broken the one rule on which my boyfriend and I had agreed.
I cleaned up, and dressed, assuring the guy I was clean. He said he was also.
When I started walking home I called my boyfriend. Naturally he was upset. I'm upset with myself. This was not a happy ending and I'll never do it again but I wanted to share my one and only bareback story.
