Chicago Hair

A term used to describe a young man who is balding or trying to hide his bald spot—often by wearing a hat. The name “Chicago Hair” comes from the windy reputation of Chicago, where a strong gust could easily blow off a hat and reveal a hidden bald patch.

Man: “Let’s go swimming on the first date—so you cant catfish me with your makeup or filters.”

Woman: “Sure! And on our second date, let’s take a walk through Chicago so the wind can snatch that hat right off your head and reveal your bald spot, How’s that sound, Chicago Hair?”

by yunggravy4 April 22, 2025

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

Chicagoed out

Chicagoed out is a term meaning of being drunk, or really really high, even cross faded. Because Chicago is disoriented and ignorant city. It’s an unsafe feeling when chicagoed out feeling like you are Chicago.

Group of friends: Let’s grab beer.
Person: A partner B is already chicagoed out.

by Jo icamp April 11, 2024

Chicago promise

Certain people like giving out promises without the intent of carrying them out. For some reason, a significant amount of such people populates Chicago. This kind of people is called bullshitters, and the kind of bullshit promises they give out is called a Chicago promise.

-- This dude said he'll bring over some molly this Friday.

-- You sure it wasn't a Chicago promise?

by othra May 13, 2024

Chicago promise

Certain people like giving out promises without the intent of carrying them out. For some reason, a significant amount of such people populates Chicago. This kind of people is called bullshitters, and the kind of bullshit promises they give out is called a Chicago promise.

-- This dude said he'll bring over some molly this Friday.

-- You sure it wasn't a Chicago promise?

by othra May 13, 2024

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 Sunrise

The process of inserting fentanyl into the rectum by dipping a tampon into the fent and then once inserted, lighting it on fire by the pull string. Thus, letting it expand and burn in the users rectum.

Back up, I’m bout’ to hit a Chicago Sunrise!

Bro did you hear? He just hit a Chicago Sunrise!

by Phfanny Smellmore May 21, 2024