Stupidest night of [M]y li[F]e

In college, I had been dating Olivia for about 5 months when everything fell apart. It was entirely my fault.
Oliva was perfect and very out of my league. Super smart, about 5 foot 1 or so, with beautiful DD tits, and perfect toned ass and legs because she had recently quit a college sports team. On top of all that Olivia had a very high sex drive. She would sleep over almost every night, and we would have sex multiple times, including the best morning sex ever. Olivia spoiled me to be honest. She had an IUD, so I never had to use condoms, and she never turned down sex, like ever. On top of that we had a bunch of mutual friends and she was from the same state as me so I know we would be able to see each other over the summer.
Of course, everything perfect is too good to be true. Olivia had had many more previous relationships than me even though she was a year younger, and she was very against long distance relationships after a previous bad break up. Due to some miscommunication with her parents about travel plans and different obligations at the end of the school year, I ended up in the school area an extra week while Olivia flew back home right after her last final. After that I wasn’t going home right away because I had a short internship in another different state.
I guess, a little about me is in order before the crazy stupid sex begins. I’m a little over six foot in decent shape, a little muscle definition but nothing crazy by any means. Since I live with college athletes and I’m a NARP, I’ve always felt overwhelmed by my super jacked roommates in the body department. As for my dick, it’s pretty average lengthwise, circumcised, and if anything a little extra girthy.

So here the stupidity begins…
Only one of my roommates was still around and we decided to hit the bars on Friday night since we were leaving Sunday. (I should mention at the time my roommate had just started dating a girl but wasn’t super serious about it) We started off at an all you drink happy hour and ran into a bunch of other athletes from school. All them had pregamed and were quite a bit more drunk than us, and they were dressed a little nicer too.
One of the girls there, Kate caught my eye. Kate was wearing a very tight, striped dress that was super body fitting on her torso and accented the small tits she had, and then flared out from the hips down. She was wearing solid 3 or 4 inch wedge heels which showed off her already very defined legs. Kate was about the same height as Olivia, but with darker hair, and as I said much smaller boobs, but you see that she had quite the ass under that striped dress. Now Kate had reputation as sleeping around quite a bit at one of the fraternities and as being quite the ‘crazy drunk bitch’. Kate and I also had a short history before Olivia came into the picture. The previous summer, we had left a friends apartment together and ended back at her place watching TV sobering up. Things quickly got heated and clothes came off, with heavy make out session, and me licking Kate’s very small but perky nipples. When I had reached down to put a hand on her pants, Kate had stopped me saying she was on her period and that anyways she wanted to stay friends and not smart anything.
Back to the bar’s happy hour, I said and gave everyone I knew a quick hug. When I hugged Kate, who I hadn’t spoken to in at least a semester, she held the hug a little longer than everyone and said in her very drunk and happy voice “I’m so happy you’re here.” Now Kate has quite the annoying drunk bitch voice, which I had talked to Olivia about for some reason. The evening continues with heavy drinking as we were trying to get the best value of the all you can drink happy hour special. By the time the happy hour ends, everyone is wasted drunk, myself included. I’m the worst horny drunk every, and Kate’s legs and ass were just teasing me under her dress. Now, the crowd of college students has to decide where to go next. Some vote to go back to campus, while others want to bar hop downtown a bit more. At this point, I exchange a couple texts with Oliva, who is back home and says her phone is going to die, but that she wants to talk later that night and tells me to have fun. Olivia has always supported me going out more, since when we started dating I was very anti going out (still don’t know how I convinced her to date me). So I’m thinking ok, cool I’ll have some fun and see some bars I’ve never been to.
For some reason even though it’s a Friday night a lot of the bars are dead. Maybe it’s because all the college students went home, but eventually I end up in an Uber with Kate and some of the other athletes heading back to campus. Kate is sitting in the middle, very loud drunk bitch mode, but also very touchy feely drunk slut mode. I can tell she’s only wearing a black thong under her dress, and notice she puts her hand on my thigh. At this point, sincee its still earlyish, someone (me) gets the bright idea to go back to my house and play some beer games. I text my roommate, who had left earlier and ask him to grab a rack and I’ll pay him back. We get to my house and quite a bit of upperclassmen that are still left on campus show up.
SEXY STUFF starts here
Like any good college house, we have a small bar and when I’m not playing beer pong, I end up sitting behind the bar on a barstool, choosing some songs to play and generally just scrolling through FB on my phone. Olivia still hasn’t texted back but I don’t notice. I start to pay more attention to Kate, who while being very annoyingly drunk loud, she is also kinda dancing by herself, moving closer and closer to me. Now dancing was not the vibe of the gathering, and her legs in the wedges she was wearing were more and more attractive to me. Kate ends up kinda leaning against me behind the bar, (people cant really see our legs) and basically sits down facing away from me straddling my right leg. I can feel her bare legs and warmth of her pussy on my leg through my jeans, its very distracting. She kinda rubs up and down just making small talk, and I’m trying my hardest to not get a boner. Eventually I can feel I can’t hold it any longer, and a semi-boner is definitely starting to emerge. Thankfully, all the beer I’ve drank means I have to go pee, so I excuse myself to Kate, and walk to the bathroom upstairs. Kate gently grabs my arm as I walk away and tells to “be quick”. I go pee and debate a quick wank in the bathroom, to get rid of the boner, and clear my mind. I know thinking about Kate sexually is stupid, but she is clearly trying to get with me. The wank idea goes out the window when, stupid Sarah another loud drunk bitch, pounds on the door, and demands that I vacate the bathroom, because she has to “PEE LIKE A MOTHERFUCKER” cool Sarah thanks for the public service announcement.
I go back downstairs to find that most guests are heading out, and that Kate has taken over the music from my phone. Great. I go back over and change the songs I don’t like, and Kate drunkenly complains. Frustrating, but its my house I’ll play the music I like. Kate suddenly announces she also has to go to the bathroom, and walks up the stairs. Her legs going up the stairs kill me, and I catch a glimpse of her ass, under the dress. While Kate is upstairs, everyone else decides to leave and get some drunk snacks, so I head up to intercept Kate. At this point I’m in drunk, horny mode, and I’m either gonna wank it in my room or get Kate to join me. So I’m on the landing outside the bathroom when Kate gets out and I tell here everyone has left. I reach out and grab her waist and pull her close to me while reaching down for a kiss. She attacks my face right back, and I can’t help but reach down, lift up her dress and grab a frim piece of beautiful perky, athlete butt. Now I’m like a foot taller than Kate, and she’s standing on her tip toes as I lean down to kiss her. Kate suddenly, pulls back and says “Wait don’t you have a girlfriend????”
“Yeah, but she doesn’t need to know.” Comes out of my drunk mouth. Shoot me please. WHY did I ever say that????
At that Kate, just attacks me. What I really want to do is bend her over something, like my bed, pull her thong down, and fuck her while she is still in that dress. Kate of course has other plans. This struggle to figure out how we’re gonna fuck, turns it into a hate fuck for me. Kate has always been the obnoxious drunk girl at every party, and I just put all my anger into the sex.

We stumble into my room, and slam the door, Kate is rubbing my dick, which is rock hard through my jeans, and I reach down, and pull her tong off while pushing her onto the bed, and slipping a finger inside her very warm and wet pussy. Kate however, wants nothing to do with the foreplay, and starts quickly pulling my jeans off and pulling my dick to her pussy. “Woah there slow down!” I think. I do my best to stall, reaching up to grab a handful of boob, and kissing up her neck to her mouth. Kate thinking I want more boob action (I really didn’t, just wanted to flip her over and fuck her in that dress, while staring at her beautiful ass and legs) pulls her dress and bra off, and tells me to put a condom on. Sure. Haven’t use done in ages since Olivia spoiled me. At this point alarm bells should have been going off in my head. Why do I even have condoms in my room if I don’t need them with Olivia??? No idea, they were still there.

I slip the condom on and Kate grabs my dick and guides it into her pussy. Now, Kate knows how to fuck I’ll give her that even in missionary. She is pushing back in the rhythm, and agressivley, kissing my body and even rubbing her pussy to get herself off. I must say her pussy was very, very tight. But drunk me has a magical whiskey dick, which means I will never come If I’m drunk enough. Kate mean while I begging me to fuck her harder and give her my cum all over her boobs. Wanting to switch it up from missionary, I pull her off and lay on my back. She gets on top and rides like a crazy cowgirl. Just no stops, rubbing her clit, and she cums hard. Now at this point, I should have come by now and Kate asks if she’s doing something wrong. I just explain I get real bad whisky dick and there’s nothing she can do about it.

BOOM

Now the realization hits me of what I’ve done. I get up and go to the bathroom, thinking “holy shit holy shit holy shit what do I do now?” After I calm myself down, and think who else knows, I go back and tell Kate she has to leave right now and that I’m very sorry. I text Olivia that I have to tell her some bad news, I could not bring myself to lie, and from there the roller coaster ride that was the break up started. Olivia and I still talk a couple years later, and even though Olivia still likes me I hurt her way too bad to get back together. Kate and I ended up being FWB for a couple months after because at that point no one else would get with me, wince Olivia told everyone what happened. But breaking up with Olivia led to more random, sexy hookups which hopefully I’ll share here in the future.

Feedback on my writing is much appreciated. it’s my first time sharing this experience.

Source: reddit.com/r/gonewildstories/comments/6ga277/stupidest_night_of_my_life

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