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
mugGet the Chicago White Sockmug.

Chicago penetration

The act of sticking your glock up your loved ones ass ...letting her shit on it then sticking the glock down her throat
I have my girl a Chicago penetration last night
by Randomshit34 February 9, 2017
mugGet the Chicago penetrationmug.

Chicago Car Wash

The date night was going great until the 5 star restaurant turned into a Chicago Car Wash.
by cockwork October 5, 2019
mugGet the Chicago Car Washmug.
Eddie “hey homie, where’s my house at?”

Chicago Housing Authority (the Governor) “hey, here’s a multi million dollar penthouse cuz you’re black”
by Hood rat chiraq bud December 17, 2023
mugGet the Chicago housing authoritymug.

Chicago White Sox

The better version of the Cubs. Yes, they aren't amazing but compared to the Cubs they are the freaking New York Yankees. The White Sox's stadium is also a million times better than Wrigley Field and they also do this thing called winning.
Cubs suck. Let's go see the Chicago White Sox game because they actually win.
by RyGuyHill November 23, 2022
mugGet the Chicago White Soxmug.

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