I (M) fucked my friend’s crush in school.

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So this was 20 some years ago. I read another post on here that reminded me of it and felt a little guilty, so I figured I’d write about it and unload a little guilt about it.

So I was recruited to a school on the promise that I’d begin on their brand new soccer team. That fact isn’t crucial so much as what being on one of the sport’s teams did for my school life. It meant I was an athlete. For some reason that put me in with everyone cool on campus. Even seniors treated all the freshman athletes like we were cool. It was uniquely different from my highschool experience, but I embraced it as it gave me a lot of confidence. Especially when talking with women. I was no longer a virgin within my first week once the semester started.

So skip forward a couple years and I’m now co-captain of our team. The women’s softball team was flailing for the last couple years, and they recruited pretty heavily by sniping players from other schools onto their team. Enter my friend’s crush. We’ll call her Barb.

So Barb was a junior from another school who was offered a full ride at our school. It was easy to see why, as she rocked at softball. Barb was a bit of a tomboy with short hair, and she was just like one of the guys. She was also beautiful. She was tall, gorgeous, had small tits, but her body and ass were killer. Knowing what I knew about the women on the softball team I assumed she was a lesbian. So I treated her as if she was and we were just friends, but we became pretty good friends. By that I mean we’d sit and talk with each other at lunch in the cafeteria, hang out at parties, hang out at bars, just typical friend stuff.

My friend, we’ll call him Jim, was smitten with her the moment she arrived. He tried so hard to hook up with her, but it just never happened. He at all times said he wasn’t getting anywhere with her because she was trying a long distance relationship with her boyfriend from a previous school. I just assumed that was her excuse, so I never really asked her about it since there was no reason for her to use that excuse with me. Regardless the year moves along and the Homecoming dance arrives. I didn’t go to the dance, but I did go to the bar where everyone from Homecoming went to after the dance. Most of the college was there including Barb and Jim.

So everyone is a little tipsy and somehow one of the seniors lines up a “Best Ass of [insert college name here]” contest, and I got to be one of the judges along with Jim and several others. Any woman who wanted would give each of the judges a brief lap dance and allow us to give their ass a squeeze after. Drunken fun basically, but quite a few women lined up for it. Including Barb who Jim pointed out to me in a way too excited manner. Not to say I wasn’t excited either. She may be a lesbian, I was still under the impression, but she had THE best ass in school in my comment, and thinking about her grinding it on me got me hard.

So there were about twenty women lined up for it, including my co-captain’s twin sister which was awkward as fuck (was like getting a lapdance from the woman version of my co-captain), and some were shy about it, and other’s go all out. Barb was towards the end. They did it pretty rapid fire, so at any given point two or three women were giving lap dances, and then move to the next judge. Jim was ahead of me as I was last in line, and I glanced over to see her give him a pretty timid/awkward lapdance, and he only gets to cup her butt a little at the end. Barb gets to me and she goes all out. I was rock hard at that point and she definitely wasn’t shying away from it, and I got to give her cheeks some really good squeezes as she sat in my lap facing me. I knew who my pick was already, but she sealed the deal anyways. When it was over she gave me a peck on the cheek and went to wait for the verdict.

Jim never said anything about it, and I could only assume that was due to him being way more drunk then me, or likely getting his own lapdance at the time. Anyways, verdict comes along and Barb wasn’t the winner. It was one of the other women who motor boated all of us. Fair enough. Regardless the night goes on, Jim goes home at some point, and there aren’t many of us left and I happen to see Barb walking around. So I felt I should let her know I tried to push for her to win, which she said she appreciated.

I told her Jim pushed for it too, and she said she knew he would. So we had a bit of a frank discussion about him. I said I know he’s sort of a weird guy, but he did really like her, but she explained that it was his persistence that was the issue. She said when she had a boyfriend Jim kept saying things like “he’d never have to know” and the like, and she wasn’t a cheater, so she didn’t appreciate his attempts trying to get her to cheat. What caught me is she referred to this “fake” boyfriend in the past tense. So I asked her about it. She said they both agreed the long distance wasn’t working so they broke up a few weeks prior. I told her I actually wondered the boyfriend story was to let Jim down easy and she wondered that was hilarious.

I then asked why she’d get in line for the contest if it meant giving him a lapdance, and she said cause it meant she’d get to give me a lapdance and gave me “the look”. I was like Oh…Ohhhhhhhhh. Then she asked me if we could go up to my dorm room and watch a movie or something. So we headed back with the next designated driver, and skipping ahead a little we were making out on my couch with some random movie playing in the background. Clothes begin flying off. She was definitely of the tiny tittie nature, but that was never something I held against anyone. Into my mouth they go regardless of size.

Eventually we’re fully naked and her body didn’t disappoint. She was toned, and had the most gorgeous pussy and ass. She gave me a lapdance again, and she ended up between my knees giving me a really enthusiastic blowjob. Having been teased for a good chunk of time earlier it didn’t take me too long to warn her I was gonna cum. So she finished me off on her face and chest. After she toweled off I went down on her. First I sucked on her clit until she came, and then I rubbed her g-spot and sucked on her clit until she came again. When she was ready again she asked if I had any condoms, which I did. Remember kids. Unless you want a little mini-you running around wrap that shit up. She put the condom on me and then rode me cowgirl until I came inside her. Then we made out for a while until I got hard again and we fucked again in doggy style because I had to see her from behind.

After that we cuddled up naked and fell asleep. Morning rolled around and there was no awkwardness at all. We started to make out a bit which lead to us fucking once more in missionary. She really liked missionary position and came since I could put pressure on her clit. We both agreed to not let Jim know at all, and we kept to a friend’s with advantages situation until we graduated the next year. Jim continued trying to hook up with her until about half way through senior year when he started dating someone else. It was sort of fucked up, but often enough Barb and I would be talking at a party when Jim would come along to try hitting on her, and she’d reject him. Then afterwards we’d sneak off and fuck. I think she really got off on the idea of denying him sex followed by fucking his friend. It was some of the best sex I ever had until I met my wife, and something I’ve still never really told anyone about. My wife and I both hooked up with people in school, but I’ve never told her any details, nor has she told me any details. Oddly enough the relationship I developed with my wife started while she was married and I was single. I guess I have a thing for going behind people’s backs.

I’m actually writing up the story of how my wife and I got together, but if anyone is interested Barb and I had quite a few sneaky fun times I could write about as well?

NSFW: yes

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