“Craziest” could mean pretty much whatever you want it to. Good, bad, intricate, simple or whatever. As long as the moment you saw it you knew you wouldn’t forget it. I knew a guy at my old job who holds this place for me. Giant white dude and his white wife dressed as Puerto Ricans. It was crazy racist/stereotypical. Added context, this was 2 years ago.
Back in college, a couples costume made of trash bags. I’m not sure exactly what it was meant to be but the crazy part is only trash bags
I’ve heard of Halloween parties where people wear cheap tank tops & what not and then via various games other people can cut away at the fabric, removing pieces until the inevitable orgy
Which is all fun and good for them, maybe they occurred once or twice for people in my orbit but I heard about them all the damn time. People were very proud of the fact that they were having sex.
The street I live on gets pretty festive. One of the neighbors made a chicken costume that was…really, really convincing. From a distance it would be easy to think you were looking at a 6 foot chicken. He added to it by walking and clucking like a chicken as well. The dedication to the part was inspiring.
Are you sure it wasn’t just a really big chicken?
Honestly, no.
I think it was between 98-00 my friends and I went Trick-or-Treating as various Dragon Ball characters. We all had this one friend whose parents weren’t the sharpest tool in the shed and they let their son go as Mr. Popo. I still vaguely remember some faces of shock when people opened the door. We were around 10 years old so he didn’t know any better. His parents should have. Back then we didn’t have social media so the shame factor was nowhere near what it would be today to call out and fix an issue like that. Truly different times.
Oh boy that’s a rough one.



