The time I cheated on my boyfriend at a party, while he was right upstairs [FM]

I’ll say it right off the bat, I’m a bit of a piece of shit. I’ve been extremely impulsive my entire life, and I’ve never made an effort to get it under control when it comes to my sex life. Sex has always been fun for me, so I’ve always had a fair amount. I probably knew in high school that monogamy wasn’t suited for me, but while I am in an open relationship that suits who I am now, I have a decently long dating history where I basically cheated on everyone I’ve ever been in a serious relationship with.

Like a moth to a flame, I’ve always been attracted to problematic situations and that’s exactly what presented itself one evening when I was at a house party with a guy I had been dating about 6 months at the time. We’ll call him Austin for the sake of this story. He was a nice guy, but I had already decided I was “over” him, and began looking around so-to-speak. It was a horrible habit I kept up for a little while until I got better at actually ending things myself. For a while I’d just create situations in which I was the one who got dumped.

The party we were at was pretty big. The people throwing it were doing one of those dumb neon parties, where they turn off all the lights and make you fumble around in the dark with glow stick-light. It was pretty difficult to see where everybody’s hands were, so there was a fair amount of groping going on. I had gone with an outfit primed for exactly that sort of environment, a pink minidress that barely covered my ass, and required regular adjustment to prevent myself from flashing people.

Austin had been teasing me throughout the night, taking full advantage of the dress to grab my ass or giving me a little spank here and there as we moved about the party dancing and chatting with people, so I wiggled my ass when I again felt a hand grab me. It took me a moment to realize that it wasn’t Austin next to me, but instead his friend Jacob standing on my other side.

I had never liked Jacob very much. He was your very typical college athletics, trying-to-fuck-anything-that-moves kind of guy. Shaggy blonde hair, blue eyes and muscles that I remember as frankly far more defined than any human being should be able to accomplish without the use of anabolic steroids, but I digress. He and I had always been civil with each other, but I never would have spent any time at all if it hadn’t been for Austin and some other mutual friends.

I was tipsy, which is the only reasoning I have as to why I leaned back and asked Jacob what he thought he was up to, rather than making a scene. I could have thrown a drink in his face and gotten away with it, there were enough people around. Instead, I found myself standing there as he dug his fingers into my ass through the fabric of my dress before bothering to answer my question.

“I’ve always had a thing for you.” was his slightly slurred response. I had definitely had a few drinks, but it was fair to say Jacob was well on his way to sloshed. Probably emboldened by the fact that I hadn’t protested his grabbing, he squeezed me again. I shouldn’t have liked the feeling, but I was enjoying the attention and the risk of it all.

I let Jacob keep his hand on me a little bit longer, then told him to go look for someone who was actually single to hook up with instead of wasting his time with me. It was crazy to be having a conversation like that only feet from my boyfriend, but the music was so loud it truly was impossible to hear anybody unless you were close to them. Jacob laughed at the way I had dismissed him, then claimed that I wouldn’t be the first one of his friend’s girlfriends he had fucked.

I didn’t believe Jacob, but he offered to prove it and I was too intrigued not to investigate further. I told Austin I was heading to the bathroom, then followed Jacob toward a bedroom in the basement of the house for him to show me whatever proof he had. I was expecting to read a text message conversation, instead I was shown a gallery of nudes. His nudes. They weren’t only him, though. In some of the pictures, I could clearly see a girl I knew to be dating someone in their friend group in bed with him. Lisa.

It was weird, finding out someone was cheating on her boyfriend when she was literally one floor above me pretending. Jacob grabbed my hips again as I flipped through his gallery, pulling me back so I was leaning against his groin. His cock pressed into my ass through our clothes, the same cock I was looking at pictures of. Lisa looked like she was having fun in the pictures, I wanted to have fun too.

I pressed back into Jacob, and that was all the permission he needed to take his phone back from me, and instead reach around to my front and grope my breasts through my dress as casually as he’d grabbed my ass. I reached back to feel him too, running my hand along his shaft before unbuckling his belt and tugging it open.

Jacob turned me around and kissed me as I undid the button on his jeans, and unzipped them. Jacob and I apparently clicked as well intimately as we did in social situations. That is to say, not very well at all. I felt like I was getting kissed by a slobbery mutt. It could have been the alcohol we had both been drinking, but he was entirely too messy for my taste.

We needed to be quick, which gave me an excuse to break our kiss, and insist that Jacob get the condom out of his pocket and actually roll it onto his cock. He protested mightily, but growled as I turned around to leave and began fixing my dress and relented. We were standing in front of a shelving unit which had a mirror on top to make it like a vanity. I smirked back at him in it as I saw him roll his eyes, and tear open the wrapper.

Jacob actually looked kind of adorable when he rolled his eyes. I held on to that momentary attraction, and gave him shit, telling him that he was taking too long, and we were going to get caught. He responded by smacking my ass, and pointing out that my talking was putting us at just as much risk.

I turned around, and stepped past Jacob to bend over the edge of the bed, tugging my dress up in the process and looking back at him over my shoulder as I reached between my legs to rub myself through my panties. He positioned himself behind me, rolling the condom over his length in the process. Jacob wasn’t massive, but had an upward curve to his length which excited me from the pictures.

As Jacob slid himself inside of me, causing me to let out a dangerously unrestrained moan, he also raked his nails up my back, grasping my hair and completely ruining the fancy up-do I had spent too much time struggling to get right. I opened my mouth to protest, but moaned again as he began fucking me at a steady, but rough pace from behind.

It became abundantly clear why I had always seen Jacob be successful with women, and why Lisa had been tempted into her apparent affair with him. He apparently had one talent, sensory overload. The way Jacob got under my skin when we bickered, combined with how freely his hands roamed over my body as he fucked me with increasing vigor had me knowing I was going to want more. The short time we had to ourselves at the party simply wasn’t going to be enough.

I began urging him on, encouraging him to fuck me harder, to pull my hair more. I complimented his actions by matching his pace in circles over my clit, desperately bringing myself closer and closer to the edge before the tension became too much, and I came undone over Jacob’s cock, shaking and writhing against the mattress and completely losing all ability to support myself briefly.

The intensity of my orgasm only made Jacob chuckle, and when I looked back at him once more he was clearly proud of himself. It turned out the addition of eye contact was what pushed him over the edge, he quickly pulled himself out of me, and came in the condom before he had time to pull it off of himself.

We both took a short breather, then began redressing without saying much to each other. He kissed me again before we rejoined the party and told me he’d text me later. Thankfully, people had been tipsy enough that our absence had gone unnoticed.

Source: reddit.com/r/gonewildstories/comments/zzc0kb/the_time_i_cheated_on_my_boyfriend_at_a_party