Worst sexual experience

What was your worst sexual experience?.
How old?
With whom?
What did you do?

My worst was when I was 21. Met this stunning girl in a bar and went back to her place. She was about 25.
I came prematurely and she fall asleep.

I was 23 she was 22. It was a girl I'd fucked a few times but we didn't have a relationship.
She agreed to do anal but when we did she shit herself.

Me and my then boyfriend were both about 23. His friend Paul was hangin out with us and we were drinking. Conversation got on to sex and my bf was feeling me up. Paul sees and says he better go and my bf tells him he can stay but we are gonna fuck but he can stay and watch if he wants. Then bf asks me if I'd like a 3sum. I thought could be fun. Me and bf get naked and start fucking. He tells Paul to come and join in,. Paul gets undressed and has the smallest cock I'd ever seen. Even hard it looked like a kids. He comes over and I try to suck his dick. Mustve been less than a minute he came on my tits. Then he just stood there awkwardly while my bf pounded my pussy giving me serval orgasms and then came on my stomach.