What was the worst sex you've ever had? What happened?

Dated a girl for a year. Absolutely loved her. She never wanted sex, always made me feel terrible for even insinuating it. She left for the summer, came back and broke up with me. One semester later, start hanging out again. Suddenly started making out one night, sweet passionate holy shit this is finally happening making out, she asks if I have a condom and I slap it on with out thinking. Then, as soon as I get on top of her.....it all clicks. I ask her if the only reason she was okay with it was because she had been with someone else. She breaks down and tells me she lost her virginity to a random asshole she was crushing on over the summer. I wind up going from cloud9 to knees buckling and not trying to bust a hole in the wall with my tear streaked face until 3am then don't sleep for 3 days.

Status at this point: Emotionally traumatized

So, with that said, it will explain my following actions: I called up a girl I knew a month later who slept around A LOT. Asked her if she wanted to fuck me. She shows up. Almost zero foreplay cause I'm barely attracted to her. We get naked and I made the brilliant decision to go in without a condom. She gets on top and just sits there, expecting me to do the work in that position. So I flip her over on her stomach and take her from behind. I finish on her back. I got dressed and she was still just lying in my bed ready to shack up and I told her to get out. Remember the brilliant decision? She gets mad a demands I take her out to get pills. So at 4am we hit walmart and CVS to get pills. She demands $40 to pay for it. I oblige to keep this whole ordeal quiet cause she knows some of my friends. Finally drop her off at home. That is how I turned an emotionally traumatic situation into a really really shitty way to lose my virginity to a random chick.

TL;DR: Cheating girlfriend leads to losing virginity to random chick and having a shitty night.

For funnsies, a quick second story:

  • Make out (Literally nothing happened but a few kisses on the lips. Nothing.) with chick who I have been talking to for a while

  • She drops off the face of the planet for a month and a half

  • Parents then threaten sexual assault if I even so much talk to her again.

TL;DR,TL;DR: Bitches be crazy?

/r/AskReddit Thread