Chicago brunch

Ass eating

This girl at the bar was raving about her boyfriend taking her out for Chicago Brunch

by Brunchfan October 4, 2023

Post one chicago depression

a state of sadness/mental unstability after watching an episode of one chicago

”why are you so sad”
-”Leslie shay just died last night, post one chicago depression”

by SLAYER 💪💪 May 11, 2022

Chicago back handy

When a female relative who owns a Chicago style pizza place uses the leftover grease from a pizza to give you a hand job after closing time.

“Hey Aunt Beatrice, do you have the time to give me a Chicago back handy, I saw some leftover grease in the kitchen”

by Gripster August 29, 2023

The Chicago Bear

The Chicago Bear is when you have received a Green Bay Packer rectally, from the Bear variety of men; you then find a football field and just shit all over it.

"In Illinois, people of large numbers gather in a stadium to watch local heroes perform The Chicago Bear, in person."

by Verbius VonMasturbate August 12, 2021

Chicago Soft Serve

When you disguise shit as chocolate soft serve

I pranked Sam so hard when I gave him my Chicago Soft Serve

by JustLib July 17, 2022

Chicago Waterboarding

When someone holds a shot of Malort in their mouth pulls their shirt over their face and has someone pour Gatorade on them.

Man did you hear Tony almost died from one too many Chicago Waterboardings

by James "charles" Whirlpool December 30, 2019

Chicago Carwash

When one dedicates in another’s opened car sunroof.

Johnny left his sunroof open and Mike gave him a Chicago Carwash

by Butternts63 June 6, 2018