Chicago goatse

The Chicago goatse is when a man and woman engage in funky time and the lady sticks 8 of her fingers in your ass and stretches your hole as far as it will go the Chicago part comes into the equation when the lady uses au jus as the lubricant
“I was with Melissa the other night she gave me a Chicago goatse!”
Damn dude rip your ass”
by Zanderguy January 17, 2025
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chicago kiss

Aw, get him down here and we'll give him a li'l Chicago kiss by the road!
by pogglings February 11, 2016
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Chicago Chili cheese dog

when you drop a deuce on a hookers chest and then proceed to have sex with said breasts while talking like the Super Fans from SNL, the hooker is laying there eating cheese
Man I gave the chick a mean Chicago Chili cheese dog this weekend.
by Crispy713 November 23, 2021
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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 10, 2023
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On the 8th of August 2004, a tour bus belonging to Dave Matthews Band dumped about 360 kilograms(800 pounds) of human shit onto a sightseeing boat in the river. They dumped the feces from the Kinzie Street Bridge in Chicago giving the incident it's name.
Person 1: remember the Dave Matthews Band Chicago River Incident?

Person 2: Dude it was 19 years ago you have to let go
by BigPigeon420 February 09, 2023
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Chicago Style Panic

When you're doing research for a paper and you read a piece of theory, and in so doing, discover you need to read like 30 other theorists. That feeling.
"Have you seen Zach recently?"

"Haven't you heard? He's got Chicago Style Panic"
"Dear God..."
by Zachschway May 27, 2018
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Chicago brunch

This girl at the bar was raving about her boyfriend taking her out for Chicago Brunch
by Brunchfan October 05, 2023
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