What's the worst sexual experience you've ever had?

Does masturbation count? I once wanked myself an asthma attack, that got so bad that I had to be hospitalized for two weeks, needed i.v. steroids etc. The doctors were quite worried, as bronchodilators weren't working on me due to my high tolerance from mismanaging my asthma. A third of my right lung collapsed temporarily (atelectasis). I could not walk or talk at it's worst. EDIT: For everyone asking the important question, if I recall correctly I did in fact not finish, not that I didn't try. The vigorous effort really seemed to exacerbate the situation.
— KamahlYrgybly

Worst experience for me was, met a girl online, she seemed pretty normal, down to earth. She had "a couple kids" which later turned put to be 7. Fine, whatever. Single mom. Lots of kids. Can deal with that. We talk for a couple weeks and decide to meet up. We go to dinner, a movie, the basics. She asks if I want to come back to her place. I agreed. We start fooling around in the car, she is kissing on my neck, rubbing my crotch. We get there, get into the house she takes of her shirt and we head to the bedroom. I got my hands on her jeans and start to undo them, just then my eyes start adjusting to the dark a bit and I can swear I see things moving around the room..like everywhere. So I reach out and hit the light switch..that's when I see about 40 billion cockroaches scattering everywhere! I immediately am like nope...I'm out. She says it's ok, they aren't dangerous and someone is going to come fix it for her. I am done and ready to head out, I can't quite backtrack the way I come put and I see a bathroom with a tub full of dirty dishes in it. I'm hitting every switch I can find and come back to the living room where I see all the kids passed out on the floor and couches, bugs all over the walls. I called DFS the next morning and never spoke to her again.
— 7pharaohs

one night kinda thing, and apparently she was under the impression that a blow job was to attempt to get as much weiner in her mouth, without it actually touching the inside of her mouth, or tongue it was like a mime style blow job? just weird edit: and I think we're up to 25+ operation the game, jokes.
— Tikker_G

The first time (and one of the last times) I had sex with an ex was also the first time a girl had ever ridden me. And I’m guessing it was probably her first time riding because she was rocking WAY too far back, and it hurt. But I was young and dumb and thought “you should be happy you’re having sex at all, don’t complain” so I just laid there in miserable silence putting my best game face on.
— imfinethough

Probably the guy who sneaked the condom off halfway through and gave me herpes. When I realized he'd taken it off, I stopped and got really upset. To which he replied, in a very snotty tone, "What, are you going to give me something, you bitch?"
— Scp95

Was having a fine sexual experience until I felt a little pinch of pain, looked down and there was blood inside the condom. My frenulum had torn, and she freaked out a bit when she saw the blood.
— CrateDane

Stinky doggy style...I don't think she wiped her ass that well before coming over. Went from 60-0 in record time.
— Wr4thofkhan

Going completely soft putting on a condom for the first time
— pm_me_qt_chubby_girl

I'm bi, and all my "firsts" have been with other girls (starting with my first girlfriend at 12). So, I was a freshman in high school, "dating" a junior girl. I had my first sleepover at her house, where her mom was a major hippy and let her kids do whatever they want. I had never gone past heavy petting. Gf decides she wants to take my virginity, so she starts by teaching me how to eat out. Remember hippy mom? Well, she didn't teach her kids much, let alone the importance of hygiene. This girl *stunk*. And she tasted even worse. I powered through as best I could, following her directions. After about 10 minutes, she flips us and starts fucking me with the massive dildo her mom bought her. I'm a virgin with no foreplay, it hurt. It only took about 3 minutes for my virgin blood to excite her so much she turned the dildo on herself. After she was done she tells me "You should call your dad to pick you up." I had to wait in the cold, in the middle of the desert, for my dad to pick me up at 2am. It took 12 years for me to get the courage to go down on another woman and realize that not all women smell/taste bad.
— gamesterette

A night of build up but her parents were home, so we had sex in the back of my minivan. I had a futon, pillows and blanket all set up. Its just missionary and I'm doing my best to do my thing, she asks me about half way through. "Are you done yet"? followed by a deep sigh... She dumped me the next day.
— LonginiusSpear

I once went on a couple of dates with this divorced woman, mother of three. Things were looking good and went back to her place, the kids were with the dad. She tells me that she has never had an orgasm for whatever reasons she said. So I decided I would do the honors... when she reached climax she also the sudden was hit with violent twitching and movements and started having a face spasm... which lasted a solid 10-15 minutes. She freaked out, I freaked out. She looked like Emily rose. After it subsided I she was mega embarrassed. I just laughed it off and told her it’s normal and it was the “years of waiting”... but I can’t forget how terrifying that face was... needless to say I wished her a better life next time and she went back to her husband. I guess that’s all she needed.
— jarodz

I was sucking cock in a handicapped toilet in a mall when the door opened
— kijiklmkkkjkk

Top 10 Answers