Chicago let out

“Chicago let out” is when your friends or anyone practically push you out of the car quickly when they drop you off somewhere. The reference comes from when Chicago gangsters would open the car doors and without stopping push out dead bodies.
When mom drove me to the mall on her way to work, she gave me the- Chicago Let Out.

The ho was dissed when the john gave her the Chicago let out.
by Carmie424 February 13, 2022
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Chicago Skid-way

What many pilots call Chicago Midway International airport due to its short runways the pilots must immediately apply the breaks in order to safely stop.
"Wow, I just went right forward on that landing! That's Chicago Skid-way for ya!"
by djasc May 04, 2018
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Chicago Lobster Boil

When a woman inserts a live lobster's tail into her vagina, and then begins running a lighter along the protruding limbs/face. The pain inflicted on the lobster results in panicked convulsions and the woman experiences multiple, intense orgasms.
"Bitch, why you got a lobster in yo pussy!?"

"It's called a Chicago Lobster Boil, it feels amazing!"
by LobsterFan69420 May 09, 2021
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Chicago Style Pizza

An overrated loaf of bread with a sludge and grease in the middle. Better classified as a quiche.
One Chicago Style Pizza will feed a pond of ducks for a year.
by Diego Mendez January 28, 2008
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Chicago White Sox

A team that is more consistent than their north-side counterparts, the Cubs. A Sox fan is better behaved than a Cubs fan, not counting the very rare oddball. A typical Sox fan will actually pay attention to the game. Not to mention, 75% of Sox fans are Chicagoans born and raised, and aren't afraid to go to Bridgeport to see a game, unlike fresh-off-the-bus-from-Kalamazoo fratboys and the Lexus-SUV-driving North Shore types.
Sox fans show the nation Chicago's good side.
by Matthew P. August 03, 2005
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chicago cross-jostle

A sexual act. A Chicago Cross-jostle is performed thus:
The woman, bent over a chair, bed, or with her hands against the wall, is penetrated from behind by the male. The male places one hand on each side of the woman's buttocks. The hands are then alternately and rapidly moved up and down, causing the buttocks to jostle. When the male achieves a harmonic equilibrium of the buttocks, the vibrations are transferred to the vaginal area, causing large amounts of stimulation to both partners.
A true Chicago Cross-jostle is not achieved until the skilled male rotates the axis of the jostle to 45 degrees from one side to the other. This maneuver causes the buttocks not only to jostle up and down, but also to bounce off each other.
Ample gluteal fat deposits and skill are required to perform this maneuver.
Well, he had her up against the wall, and he started in on a Chicago Cross-jostle, One-Handed!!!
by Eldon Stump June 15, 2006
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Chicago Dump Truck

During sex, you turn around and proceed to make beeping sounds like a truck as you back up onto a girl, then take a shit on her chest.
Here comes the Chicago Dump Truck!
*Beep beep beep beep*
by KaBoom February 15, 2014
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