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The Chicago Delusion

The Chicago Delusion is the belief that for every experience or interaction to be had in Grand Rapids there is a superior analog in Chicago. It is a way for Grand Rapids residents to withdraw into a fantasy world where everything is different but in such a way that they aren’t challenged to learn a new language, food, culture, or way of life. Those who succumb to the Chicago Delusion foreclose on their social capital in Grand Rapids long before they move away, if they succeed in doing so. You can see the bean reflected in their two-thousand-yard stare.
The Chicago Delusion had taken hold of Cameron, but now that he's moved to the city, he's already talking about how nice it would be in LA.
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Chicago Deepdish

When your fucking a girl in the ass and about to cum, pull out while you are spreading her buttcheeks to gape her asshole and gizz in and around the rim of her asshole so that the gizz forms a "pizza crust" like formation around her asshole.
I gave that skank the dirtiest chicago deepdish
Chicago Deepdish by Loxdap December 18, 2008

Chicago Deep Dish

Have your partner poop on pizza dough in a deep dish pan. Cover it with pizza sauce and cheese. Bake it at 375 for 18-20 minutes. While your partner is eating the pizza, ejaculate on his/her face, then punch them in the stomach.
Hey, have you had our famous Chicago Deep Dish pizza?
Chicago Deep Dish by Brenda23 June 16, 2007

Chicago Deep dish

A Chicago Deep dish is when an uncircumcised man pulls his dick skin up and over head of his penis creating a small well and then another man ejaculates into that well.
It took some goading but my buddy Carl finally gave me the Chicago deep dish I have been begging for.
Chicago Deep dish by mighkey November 4, 2022

Chicago deep-dish 

The physical act of plowing an ugly and/or nasty chick. See also: Chicago.
Guy 1: "So, what did you do last night?"
Guy 2: "I had some Chicago deep-dish."
Guy 1: "Oh yeah? Where'd you get that?"
Guy 2: "Yo momma!"
Guy 1: "You nasty playa!"
Chicago deep-dish by J&R October 23, 2005

Chicago Dog 

During the act of anal sex, a man will pull his penis out of another mans anus and insert the poop covered wiener into the armpit of the reciver. He will then continue to make love to the armpit untill an ejaculation is achieved. At this point the man will ejaculate into his hand and rub it onto his penis. To complete the Chicago Dog the man will insert his poopy, armpit, sperm covered wiener into the mouth of the reciever.
Jesus, your breath smells terrible! Did you just eat a Chicago Dog?
Chicago Dog by Joey Bagel October 21, 2011

Double Chicago Dog Special

The act of two men eating junk food and drinking copious amounts of alcohol until they become sick, and then vomiting on each others' penises. The two males then enjoy the bounty of fully loaded man meat.
"This weekend, Stephen and I had the Double Chicago Dog Special."