chicago body

A big body type, typical of the region, see Da Bears skit from SNL with a Chris Farley.

That person has a real Chicago body!

by B&E9 December 8, 2020

Chicago

it’s a city that inviting it’s a city that’s exciting it’s a city for a woman just like me!

trina vega: CHICAGO! CHICAGO!
people watching at home: ITS A CITY THAT INVITING ITS A CITY THAT EXCITING ITS A CITY FOR A WOMAN JUST LIKE ME!

by Scree December 10, 2019

Chicago hammer marks

While attempting to strike a nail, one misses their target and leaves an dent in the wood beside the nail.

While Attempting to nail his fence, Jordan frequently missed his target, leaving scores of Chicago hammer marks.

by FrontRowJonny March 9, 2023

The Chicago Woodsman

The act of defecating on the back of your one night stands head before leaving their house in the middle of the night.

Mark: Did you hear what happened to Steve Last night?
Jenny: No....Is he OK??
Mark: Yeah, just got The Chicago Woodsman from his one night stand

by The Real Woodsman September 13, 2023

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

the chicago red shoot-n-suck

the act of a male ejaculating through a Red Vine, followed by the female sucking all of the semen out. Consumption of the candy afterwards is optional.

"She said she was hungry, so I gave her the chicago red shoot-n-suck!"

by bigdog4448 June 13, 2020

Chicago Wetback

When you nut on your girlfriends back while your upstairs neighbor floods their condo soaking your entire bedroom

"I can't escape living in a place where it rains indoors. This is the third Chicago Wetback I've had in a row. I'm so over this curse"

by anonymous August 4, 2025