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

CFS (Chicago Fan Syndrome)

When you have the irrational belief that you home team with be victorious despite all the bad decisions they make.

DaBears were down by 21 with under 2 minutes to go but my CFS (Chicago Fan Syndrome) knew they would somehow pull off the win.

by MoreDumbStuff November 15, 2020

Chicago Paycheck

When someone gets shot.

JFK cashed in his Chicago Paycheck.

by YourSexyDad March 25, 2021

Chicago Cat Mom

A crazy cat lady who wants her cats watch her have sex

Person 1: "Dude that chick last night was crazy!"
Person 2: "how come?"
Person 1: "she had her cats in the room while we were having sex!"
Person 2: "Oh like a Chicago Cat Mom."

by SpankyHanky69 August 23, 2020

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

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