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 deep dish

Ejaculating into a current yeast infected vagina during their period.

That bitch got a Chicago deep dish right in her dirty pussy last night

Chicago deep dish by Kitkat122 July 26, 2017

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 act of defecating into someone's gaping asshole as they lay on their back with their ass in the air. Then proceding to eat said shit out of the ass.
preferably done with a resident of chicago and/or outlying areas.

Q:"wanna go to chicago deep dish tonight?"

A:"nah,i had that last night with your father"

chicago deep dish by kevykevy July 16, 2008

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