23 Anal Sex Horror Stories That Will Make You Gag

9.

It was my first time ever trying anal sex with my boyfriend. We had a few drinks, and he finally convinced me to try it. He used some lube, but within two minutes, my ass was on FIRE — I had an allergic reaction to the lube he chose! It has forever scarred me from trying again.

10.

I was seeing this very laid-back, nice guy and decided he was the first I should share anal with. We were going at it, and I took it well. Suddenly, he pulled out and calmly walked away. I stayed there, my ass invitingly in the air, waiting for him to return. When he finally did, he silently wiped my ass with a paper towel. Apparently poop had gotten all over it and his penis.

11.

I was hooking up with this guy and we got super stoned before having sex. While we were doing it doggy style, I told him ‘Let’s do anal.’ He put it in all the way! It was my first time. I hit my head on the headboard from going forward because of the pain and passed out. I woke up a few minutes later and he was sitting next to me concerned with water [for me]. Sweet guy. Never doing anal again.

12.

I was experimenting with my partner, and it initially wasn’t as bad as I’d anticipated. But as he was pulling out, he moved too quickly, and I just started leaking runny cum diarrhea. I ran naked to the toilet, and there was poo on his thighs and all over our bed and floor leading to the bathroom.

Written by Laura McNairy

Laura is a freelance writer for TFLN. She likes to write about what she knows best — dating, sex, and being awkward, but usually in the opposite order. She is the Assistant Editor and videographer for Peach Fuzz, a sex-positive nudie magazine in ATX.