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 Cat Mom

A crazy cat lady who wants her cats watch her have sex
Person 1: "Dude that chick last night was crazy!"
Person 2: "how come?"
Person 1: "she had her cats in the room while we were having sex!"
Person 2: "Oh like a Chicago Cat Mom."
by SpankyHanky69 August 24, 2020
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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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A big university in Chicago that's extremely boring. A majority of students are commuters and therefore clubs are mostly dead and parties are virtually nonexistent, a stark difference from the University of Illinois at Urbana-Champaign. The campus is well known for the ugly architecture and confusing to navigate buildings. It has also earned the nickname University Impossible to Complete because of its low 62% 6 year graduation rate.
I did not get accepted at the University of Illinois at Urbana-Champaign so I attended University of Illinois at Chicago, it really sucks here
by Billiam Beaver April 06, 2023
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Chicago White Sox

The better version of the Cubs. Yes, they aren't amazing but compared to the Cubs they are the freaking New York Yankees. The White Sox's stadium is also a million times better than Wrigley Field and they also do this thing called winning.
Cubs suck. Let's go see the Chicago White Sox game because they actually win.
by RyGuyHill November 23, 2022
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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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