Chicago Traffic Jam

When 2 or more dicks are crammed into a woman's mouth, vagina, or anus.

Tyson: I heard you and Nathan had a Chicago Traffic Jam on Lori}
Wilt: yeah, they were deep in her ass

by Jedi Master Joe September 22, 2017

Chicago Surprise

The act of leaving ass pennies around town for unsuspecting pedestrians to find.

I was walking by the Willis tower when I bent down to pick up something shiny. "Wow," I thought, "a lucky penny. My luck is surely changing!" I couldn't have been more wrong. As I drew the penny near my face for a closer look, I could tell that I was being punked. The smell of copper laced with rotting feces left no doubt. I'd just found a Chicago Surprise.

by DOTCOM May 9, 2017

Chicago Freestyle Bandit

When a male urinates inside his partner.

Bro, I had like six liters of beer before we got to it. I had to go so bad, I accidentally became the Chicago Freestyle Bandit. I wonder if she'll want to see me again.

by Curtis Claymore April 15, 2025

Chicago brunch

Ass eating

This girl at the bar was raving about her boyfriend taking her out for Chicago Brunch

by Brunchfan October 4, 2023

chicago baptism

Walking in the door and getting hit in the head with a fairly large dildo.

I loved Ebon’s story of his Chicago Baptism, as told on Late Night with Seth Meyers on June 19th 2024.

by ms2023 June 20, 2024

Chicago black hole twister

When you put cum inside one’s genitals and proceed to pull off their nipple and drink the milk when they lactate. then they proceed to get a surgery on their knee and put their milk inside until it explodes. then you get your neighbor named Timmy and proceed to open his rectum and get the booty crumbs, then proceed to fuck to fuck someone until a black hole appears and sucks up everybody including the earth.

David: bro I just gave Bonnie blue the Chicago black hole twister, dude it was crazy

Bonnie blue: *autistic noises*

by The Chicago menace July 2, 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