chicago bob

defined: the primal act of taking a woman from behind whilst her head is in a toilet

Girl he took me from behind while my head was in the toilet, he gave me a real Chicago bob!

by Doris Pringle Brule June 17, 2024

Chicagoed

Absolute and utter pain caused by server lag.

"FUCK, another FUCKING CHICAGO, if I get CHICAGOED one more god damm time I'm throwing my fucking controller through my wall".

by Bgdshd December 20, 2021

Chicago Triangle

A pot smoking game that requires at least three players and three blunts. Stand (or sit) in the shape of a triangle. Each person lights up a blunt at same time. Puff and pass at exactly the same time, so you are continuously smoking. Keep puffing and passing until all three blunts are smoked. You will get REALLY HIGH, REALLY FAST, which is kind of the goal. Invented on the streets of Chicago, hence the name. Over time, it made its way to other cities, but still called a "Chicago Triangle", even if you are in New York.

Smoker1: Hey I just scored 3 blunts!
Smoker2: Let's do a Chicago Triangle!
Smoker 3: (pulls out matches) 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 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

Chicago

A shitty industrial city next to Lake Michigan that is home to the Bears, the Cubs, and one dude who is PISSED THE FUCK OFF that he can't get any action named JOSH BOYLE.

Chicago: a city where dreams go to die.

by Tuccimustdie March 1, 2020

Chicago White Sox

The better version of the Cubs. Yes, they aren't amazing but compared to the Cubs they are the freaking New York Yankees. The White Sox's stadium is also a million times better than Wrigley Field and they also do this thing called winning.

Cubs suck. Let's go see the Chicago White Sox game because they actually win.

by RyGuyHill November 23, 2022