She was hitting on my friend and he wasn’t down, so he said “save me”. Reverse wingman lol. u/SmokeAbeer

My first long term gf cheated on me when she went off to college. We broke up. About two months later she got hit by a transportation bus and lost her leg. We had seen each other a couple times after her recovery and hooked up. Years later I meet another girl with the same first name through a different ex and she had lost her leg too. I was thinking what are the odds of someone else being able to say they slept with two girls with the same name with both missing a leg…. So. I did the deed u/Justsittinghere25

She told me her therapist told her to have sex with me. So I obliged. Who am I to argue with a professional? u/B_i_g_BB

Was offered a box of donuts in exchange for my sex. She only ended up getting me a half dozen. Still feel some way about it. u/No-Dealer-8065

Hooked up with cougar on an airplane because she wanted to “thank me for my service” I was 21 flying back from A-school when American Airlines upgraded my seat to first class. They sat me next to this cougar that had to be in her mid 40 that happened to work for the VA. We talked for a while and she kept buying me shots when all of the sudden she looked around and said when I get up wait 2 min then come to the airplane bathroom when the stewardess pushes the tray to the rear. I did as instructed and was damn near torn apart by this women in the worst smelling place ever. The weird part was everyone knew and no one said anything to us lol. After the plane ride she gave me hug and her business card and told me if I ever needed VA help send her an email. u/Drphil87

Because I was temporarily homeless and it meant I could have a shower and a comfortable bed for the night. u/M_Ad

We were near one another when the party wound down. u/shouting_spite

Almost dated in high school. Had a falling out in college and didn't talk for years until we both attended a mutual friend's wedding. We were the only single people there and neither wanted to go home empty handed. So we didn't... u/Current-Revolution-4

She told me she would never put up with a no effort guy. They have to at least buy her a Burger. It was definitely just to test the theory. u/Kingsta8

I hooked up with a lesbian because my gf was hooking up with her gf behind my back and we were both mad about it. Haven’t seen her since but she was probably top 5 hottest girls I ever slept with. It wasn’t about that tho, just spite. I didn’t even really want to have sex that night. u/Final_Pin_1312

Obligation. And a bit of tipsiness. Felt bad about saying no to her advances, especially in front of her friends as we were all leaving, so went with it. I’m sure the sex was horrible for her too, and then I half-lied about having to catch the last bus that night. u/Longjumping-Grape-40

She was drunk, I was drunk. We were in a bar and I had a car with a large backseat. u/gil_beard

I was horny, sad, and he offered to fly me out and let me stay at his house. A free vacation away from the shit I had going on. Another bad reason for a different interaction was that he showed interest in me. Which in turn wasted about a year of my life. u/informeddonut

I woke up to my roommate coming in to the house with my freshly ex-girlfriend. He looked at me and goes “Sorry bro” and walked in to his room with her. I called his ex girlfriend who was the love of his life, explained the situation and she said she’d be over in 5. He came out of his room because he heard her laughing when she walked in the door. I go “Sorry bro” and fucked her in my room as loudly as possible while he was banging on the door crying. It was amazing. u/TypicalJeepDriver

He had a waterbed and I wanted to know what it was like. u/delightful_tea

One night stand. Both unbelievably drunk. She was so hot. Short, cute. She asked me at the bar to take her to my place . Went to my place, banged it out. She immediately passed out. I went to pee. Came back to crawl into bed. She pissed the whole bed. I went and slept on the couch. Woke up in the morning to her saying a quick, but embarrassed goodbye. I remember her name. Guarantee she doesn't remember mine. Had to use vinegar and baking soda to clean my bed. u/docobv77

Best friend had intercourse with an individual in my bed while I was on vacation. When confronted about it, he continued to lie even though I had physical evidence. Decided to find the "first person he ever really loved" (his words not mine) and plowed her in a hospital parking garage. Maybe her phone "accidentally" dialed him. Maybe he hung up immediately. I'll never know but I know he wouldn't look my direction anymore after that. u/ApatheticHate

It was a hot summer and I didn’t have AC in my apartment. He had central air and sandwich fixins. Definitely got what I paid for. Went straight to get a window unit on my way home. u/Baaaakedbeans

Bought her a pack of new port 100s and made a joke about paying me back in coochie… well it happened no REGERTS u/thatreddituser24

Because she was hot and told me she wanted to show my "how tight [she] is." Needless to say, I found out she didn't file her divorce papers and was still very much married. I was pissed. I hate cheaters and helping people cheat. Not my thing. u/KTM525rider