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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
mugGet the West chicagomug.

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
mugGet the Chicago Freestyle Banditmug.

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
mugGet the Chicago Surprisemug.

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
mugGet the Chicago Handshakemug.

Chicago bears

A more entertaining football club than the New Orleans Saints (even if they lost the game).
The goody two shoes Saints were crying about cheap shots after getting hit twice by the Chicago Bears. A saint just doesn't have the same effect on an opponent as a bear, a player pulling out a crucifix and telling an opponent they will burn in hell for what they did doesnt have the same effect on somebody as hitting them twice, even if they were sucker punches in the helmet.
by Solid Mantis November 3, 2020
mugGet the Chicago bearsmug.

Chicago Nap Time

A kindergarten sport- During nap time after the teacher has left the room, the chosen boy for the day sees how many broads he can bang before nap time is over before whatever stupid shit video is going on has ended. Rules vary by school district, but sources say this pastime began in Chicago.
Tommy- "Dammit I missed class the other day, who got to play Chicago nap time?"
Brett- "Jason did, he got a score of 5"
by Synth 2 September 8, 2019
mugGet the Chicago Nap Timemug.

Chicago Chili Dog

When a guy shits on a girl's chest, then titty fucks her.
Those wacky Illinois people love to give their wives the ol Chicago Chili Dog.
by James Westen April 19, 2019
mugGet the Chicago Chili Dogmug.

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