25 People Confess The Most Awkward Situation They’ve Ever Been In


My sister asking if I’m cutting myself when she saw my work knife on the ground and blood stains on my bed, when I’m just having a really heavy period. In front of my mom, stepdad, and brother-in-law. And then having to explain the entire situation after the accusation.


Went to stay with my friend’s family. Got the shits. Shat before realizing there was no toilet paper. Had to ask best friend’s sister for more with the unmistakeable scent of shit wafting out the door.


Walked in on an old lady bending over spreading her cheeks and wiping her ass. The bathroom was like one you’d have in your house. She left the door wide open. At a busy restaurant. The image is seared in my mind. Ugh. She is a regular too, and she is of sound mind so idk wtf she was doing.


I was asleep in my room and I woke up to my roommate and his GF having sex right in front of me. I had no idea what to do so I just laid there trying to fall back to sleep until one of them got up to go to the bathroom, faked like I just woke up, then ran out of the room.


Ordered a sex toy online, and my mailman delivered it with the box ripped open. Could see the whole thing.

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.