chicago body

A big body type, typical of the region, see Da Bears skit from SNL with a Chris Farley.

That person has a real Chicago body!

by B&E9 December 8, 2020

chicago deep dick

When you put a frozen cube of lube into someone and then provide the deep dick

I gave her a Chicago deep dick last night, it took forever for the KY to freeze

by Not Young Honey February 21, 2021

Chicago sausage shuffle

When you jerk off 2 people while also taking it in every hole including eye and ear hole

Jack wanted to do a Chicago sausage shuffle but I said no

by Ecrotex March 14, 2021

Chicago Paycheck

When someone gets shot.

JFK cashed in his Chicago Paycheck.

by YourSexyDad March 25, 2021

Chicago White Sock

A good luck pre-game ritual for Chicago White Sox fans where your girlfriend slips on a black sock (normally used for feet) on your cock and jacks you off until you cum into the sock while you sit back, relax, and strap it down with a beer, preferably a Miller lite (or modelo if your girl is Latina)

This is similar to the Clark Street Cock Sock, which is performed exclusively among men within the gay community and into a blue sock before Cubs games instead.

My girl surprised me with the ole Chicago White Sock before the game that was so good I nutted through the sock and Giolito threw a no-hitter!

by DamnGoodCockSock April 1, 2021

Chicago

Where queers who's parents don't love them and live in Elmwood park think they are from

"I heard he claims Chicago"
"It dont matter, hes from Elmwood park"

by HueyLouisAndTheNewey May 30, 2021

the chicago 7

almost heroes

but not quite

by better luck next time June 29, 2004