Chicago’d 

When the disc in horribly broken game EchoVR goes through the goalies hand even though they grabbed it and goes into the goal

Everyone when the disc goes in the goal: BRO BRO BRO I JUST GOT CHICAGO’D
MutedMonster:

Chicago’d by CumCondiment November 12, 2021

Chicago Diamonds

In Chicago, its the broken glass that you find laying next to your car once you realize your car has been broken into.

I walked up to my car and saw Chicago Diamonds all over the place!!! They jacked my stereo and the half drunken beer that was in the cupholder!

Chicago Diamonds by AP-NATION November 14, 2007

Chicago Deuce 

An outsized, abnormally gigantic poop taken after a visit to Chicago where all sorts of high-calorie foods were consumed.

During a trip to Chicago, Tim had a cheeseburger platter and chocolate mayonnaise cake at Portillo's; deep-dish pizza at Bartoli’s; and a few hot dogs from street vendors. When he got back home to Connecticut, he sat on the toilet and dropped a gargantuan Chicago Deuce that was so huge it looked like a shipwreck.

Chicago Deuce by Uncle Joosie August 20, 2016

Chicago Dog 

When you take your penis and have sex with only a person's butt cheeks. Sliding back and forth like a hotdog in a bun. Eventually climaxing and releasing the spicy mustard.

That lady has such a wonderfully round ass, I would love to give her a chicago dog.

Chicago Dog by PlumpFrankfurter March 5, 2010

Chicago Droptop 

A sexual technique whereby a male dunks his nutsack into a bowl of hot buffalo sauce, pours ranch and bacon bits into his partners mouth and proceeds to liberally dunk his saucy coin purse into his partner's mouth. Both parties may or may not choose to masturbate themselves or their partner aggressively during this process.

Man 1: There's nothing like a Chicago Droptop in hurricane season
Man 2: Or any season for that matter
Man 1: Preach. Gospel. Amen.

Chicago Droptop by KneeDeep March 27, 2017

Chicago Dumpling 

When a chick is on top and riding your dick, then without breaking stride, she takes a shit on your nuts.

Bobby: "How's it going with your new girl buddy, you seem pretty happy?"

John: " I broke up with her after she gave me a Chicago Dumpling last night."

Chicago Dumpling by x BILKO x September 7, 2016

Chicago Dungroof 

You put on a pair of Gloves and Take a Big Shit on someones car, then draw a sunroof

Did you see someone gave Bill Peter's a Chicago Dungroof on his Mustang the other day?

Chicago Dungroof by Satan's Abomination January 20, 2023