Chicago Bob

The Primal Act Of Taking A Woman From Behind Whilst Her Head Was In the Toilet

Girl I love smelling shit while getting it doggy, He gave me a chicago bob!

by Doris Pringle Brule June 17, 2024

Chicago Triangle

An activity involving smoking weed. There needs to be at least three blunts and three (or more) people involved. All stand in a triangle shape, facing each other. With more people it becomes more of a circle. Each person lights a blunt, and passes it. All puff and pass at exactly the same time in a clockwise fashion, so you continuously have a blunt in your hand. Keep going around, puffing and passing until all 3 blunts are smoked. You will get REALLY HIGH, REALLY FAST, which is kinda the goal. A game that was invented in Chicago (hence the name) and over time has made its way to other cities.

Person 1: Hey people, I just scored some weed!
Person 2: Great! Should we do a Chicago Triangle?
Person 3: Let's go!

by DJAK47NYC July 11, 2025

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

chicago kiss

a curb stomp

Aw, get him down here and we'll give him a li'l Chicago kiss by the road!

by pogglings September 20, 2016

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

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