Douglas Park (Chicago)

A shitty park in the shitty west side of Chicago, located blocks from Cook County Jail. You are likely to get shot here.

Man wounded in Douglas Park (Chicago) shooting

by Ltdani21 August 29, 2018

chicago hope academy

a private high school in Chicago, it is so freaking awesome! It is the best school i have ever being ! _Vinny L

Tony: Have you heard about Chicago hope academy?
Kenny: H*ll Yeah It's the best high school in Chicago!

by Vinnnny L November 1, 2017

Chicago Tour Bus

When two men stand facing each other, and place their dicks side by side. Then one of the men jerks both dicks off in one hand.

Man, last night I had a dream where I walked in on Bob doing the Chicago Tour Bus with Mike.

by Chronic Block May 8, 2018

chicago meatball sub

When a dude places his balls in a girls ass crack therefore making it a Chicago meatball sub

Jimmy made a Chicago meatball sub with my ass last night

by Horrible memes February 18, 2020

Chicago Breathing-Style

A subset of the demon slayer corp style, where the user brandishes a UZI in a Toyota Corola in his hood and drive-by the nearest project, preferably in Chicago Illinois

Person 1: Yo, Wagwan, you heard Jerry got Chicago Breathing-Style on
Person 2: Damn, the opps really pulled up huh

by Dinosaurruaronid October 31, 2023

Chicago Transit Authority

The first album released by the American rock band "Chicago" or at the time "Chicago Transit Authority". The album has 4 sides and an album length of 76:32/1:16:32.

*May 2nd, 1969. 4 days after the release of Chicago Transit Authority*
Person 1 (vinyl collector): have you purchased the Chicago Transit Authority album?
Person 2 (another vinyl collector): a new album?
Person 1: yeah, they're still in stock.
Person 2: I GOTTA GET MY HANDS ON THIS BEAUTY!

by Wicked Uncle Ernie November 8, 2022

Chicago Shower Party

When 5+ people take a laxative and shit in on a girl during an orgy

Feeling freaky for a Chicago Shower Party

by a deaf guy November 22, 2022