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

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 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 truffle power couple

A Chicago Truffle Power Couple (known as gooning squared) is when a man edges himself for hours, sometimes in multiple spurts, to achieve something of a trance state of being. His dick and body are aligned, and he has lost control of most motor skills, cognitive ability and communication ability. His body reverts to shaky, jerky motions, tounge sticking out, dull expression in his eyes, face. All communication is done with grunts and moans, and all thinking ability is removed. He is white as a sheet and embodies a walking, living erection. The woman he is with (the squared part) also edges herself into this same state, sometimes using the man’s dick to edge herself, and becomes a “goonette” or “truffle”. Together they make the Chicago Truffle Power Couple, being many of headlines in newspapers thanks to their deregulated motor skills and antisocial behavior. These couples usually manifest themselves in low income areas or low iq areas (more if these overlap) and are very entertaining to watch. They exit this state when they ejaculate, and revert back to their normal, much less fun state.

Look at those people over there, they are completely whacked out!

Yeah, that’s the local Chicago Truffle Power Couple, they are at the peak of the gooning cycle. They’ll be arrested for public indecency here before too long, get a bag of popcorn.

by Lostnationmudflap July 19, 2025

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

West chicago

Safe not dangerous town full of Mexicans boring really boring nothing to do also known as west cheesy n idk what else yall good luck if you come🙏🏽🙏🏽

“U ready to go to west cheesy”
“Yh Lol”
“Bsmla”
“Why west Chicago”
“Bc like it small”

by Alicruz May 26, 2024