23 Anal Sex Horror Stories That Will Make You Gag


The guy I was dating at the time and I had done anal before, but this time was significantly more uncomfortable than before. He finished and got up to get dressed. I rolled over and noticed a tub of hair gel sitting on the table next to his bed. When he reached next to his bed for what he thought was lube, he accidentally grabbed the hair gel and used it as lube.


It was our first time. He wasn’t a particularly well-endowed man but he was a pretty good lover. Until we got to anal sex — now, mind you, I’m a bigger girl with a big butt — and he couldn’t reach. We tried all sorts of positions and he was too small to get in there. I was mortified and I’m sure he was just as embarrassed. We put back on our clothes and sat awkwardly apart all night.


I hooked up with a guy on Grindr. We banged in his car, and once we’d finished, we couldn’t find the condom. We spent ages looking for it before I decided to just leave and go home. Turns out the condom was hanging out of my butthole like a rubbery blue tail.


I was having sex with my ex, and after we finished and cleaned up, we got into bed. He pointed at something, and goes, “What’s that?” It was the littlest poop. It had fallen out of one of our butts and was just there on the bed, staring at me. The next time I went to his place, he had a douche set waiting in his 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.