Chicago Handshake

This is a slang term referring to a handjob.

Paying to get yourself jerked off by another man

"Johnny boy went and got himself a Chicago Handshake down at Robert's. I'm surprised they have em for only 10 dollars"

by Chris Da anonymous May 20, 2024

Chicago Stir-Fry

Boiling completely liquid diarrhea in a croc pot and using it as a popular Chicago substitute for gravy. Often seasoned with smegma or red pepper flakes flakes

Billy: yo Tony can I get a little chicago stir-fry on my dog?

Tony: Tell when to stop pouring billy!

by OfficiallyDrDubious May 10, 2025

Chicago Oyster

What comes out of your nose after doing large amounts of cocaine for an extended period of time.

Man, Smitty served up Chicago oysters all over that hotel room in Atlantic City.

by jaybronee October 10, 2020

CFS (Chicago Fan Syndrome)

When you have the irrational belief that you home team with be victorious despite all the bad decisions they make.

DaBears were down by 21 with under 2 minutes to go but my CFS (Chicago Fan Syndrome) knew they would somehow pull off the win.

by MoreDumbStuff November 15, 2020

Chicago Paycheck

When someone gets shot.

JFK cashed in his Chicago Paycheck.

by YourSexyDad March 25, 2021

Chicago Cat Mom

A crazy cat lady who wants her cats watch her have sex

Person 1: "Dude that chick last night was crazy!"
Person 2: "how come?"
Person 1: "she had her cats in the room while we were having sex!"
Person 2: "Oh like a Chicago Cat Mom."

by SpankyHanky69 August 23, 2020

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