Chicago goatse

The Chicago goatse is when a man and woman engage in funky time and the lady sticks 8 of her fingers in your ass and stretches your hole as far as it will go the Chicago part comes into the equation when the lady uses au jus as the lubricant

“I was with Melissa the other night she gave me a Chicago goatse!”
“Damn dude rip your ass”

by Zanderguy January 16, 2025

Chicago Snowblower

A sexual act where, at the conclusion of sex, a male ejaculates violently and excessively somewhere in the room, recreating a snowblower blowing snow. The semen is left in place for several weeks until it starts to smell and stinks up the entire room, much like how the entire city of Chicago smells awful.

"I gave Becky the good ol' Chicago Snowblower a few weeks ago and man, does my bedroom smell like shit!"

by femboydestroyer4960 September 12, 2024

chicago parachute

Four Steps: Go to a strange place with no sleeping arrangements, find a girl, bang her, then stay at her place.

I couldn't afford a hotel so I had to pull my Chicago parachute.

by jugghandler July 5, 2016

Chicago penetration

The act of sticking your glock up your loved ones ass ...letting her shit on it then sticking the glock down her throat

I have my girl a Chicago penetration last night

by Randomshit34 February 9, 2017

Chicago agriculture high school

A school full of weird bitches drug addicts and mentally Ill teenagers and all they talk about is sex.

This school is worse than Chicago agriculture high schools football team

by Bad bitch avenue November 4, 2021

Chicago bears

A more entertaining football club than the New Orleans Saints (even if they lost the game).

The Saints were crying about cheap shots after getting hit twice by the Chicago Bears. A saint just doesn't have the same effect on an opponent as a bear, a player pulling out a crucifix and telling an opponent they will burn in hell for what they did doesnt have the same effect on somebody as hitting them twice, even if they were sucker punches in the helmet.

by Solid Mantis November 3, 2020

Chicago

When used as a verb - To ignore or downplay an issue because the city of Chicago has a serious gang problem. Past tense: Chicago'd/Chicagoed

Victim: AAAAGHHHH I need help! Someone please help me lift this boulder crushing me!
Bystander: Sorry, I can't because, well.....Chicago!
Victim: What?! What does that have to do with this? We are in South Dakota!
Bystander: Well, Chicago has a huge crime problem and until that is dealt with, I can't take your issue seriously.

Victims: Wow, thanks a lot! I hope you win a Carnegie Medal for your benevolence UGHHHHH x_x
Bystander: You're welcome....you okay? Hello?
Police officer (30 minutes later): We have a DOA, just recovered from a crushing boulder....based on a witness who refused to help, looks like he's been Chicago'd

by da MAK January 27, 2024