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 cumshot

When a guy blows his load into the barrel, chamber, or loaded magazine of a firearm then uses that firearm to blow the load onto/into the face of another person.

I got kicked out of the gun club when i gave the range safety officer a chicago cumshot.

by Jay64 July 7, 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

I Used to Work in Chicago

A drinking song sang by Rugby types. Usually in the format of call and response chanting about doing misogynistic things to a woman coming into a store and asking for different items. You can be very inventive with this chant, especially after a few pints....

Person: One day a woman into the store asking for a hammer
Chorus: A hammer from the store?
Person: A hammer she wanted, nailed she got!
Chorus: Oh I used to work in Chicago in an old department store, i used to work in Chicago I don't work there anymore.

by chigman452 September 30, 2022

Chicago Bob

THE PRIMAL ACT OF TAKING A WOMAN FROM BEHIND WHILST HER HEAD IS IN THE TOILET

Girl, I love smelling shit while getting raw dogged! He gave me a real chicago bob!

by Doris Pringle Brule June 17, 2024