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Chicago Strawberry

When you stick a strawberry roll into a woman pussy and eat it out of there before fucking her
Last night I gave Taylor a chicago strawberry before I gave her the cream filling.
Chicago Strawberry by Tool1979 February 26, 2021

chicago sausage swap 

The act of one man shitting in another man's ass. Then shitting that shit on the first man's chest.
Yeah man I could eat. I got nothing left in me since I chicago sausage swapped Sean.
chicago sausage swap by Spellmaz January 24, 2023

Chicago Suntan 

Getting flayed in the pattern of a farmers tan
Ah man, did you hear what happened to Johnny Two-socks? Earned himself a Chicago suntan

Chicago Style Pizza 

An overrated loaf of bread with a sludge and grease in the middle. Better classified as a quiche.
One Chicago Style Pizza will feed a pond of ducks for a year.

Chicago Steamer 

A girl is laying on her back, and you squat over, and put your dick in her mouth. While she is giving you head, you take a dump on her chest.
Person 1: Why do you smell like crap?
Person 2: Because my boyfriend gave me the Chicago Steamer last night.

chicago salami 

slang for penis, most commonly used in the 1920's
Frank: my Chicago salami is huge!
Claude:....no, its not....