Chicago Traffic Jam

When 2 or more dicks are crammed into a woman's mouth, vagina, or anus.

Tyson: I heard you and Nathan had a Chicago Traffic Jam on Lori}
Wilt: yeah, they were deep in her ass

by Jedi Master Joe September 22, 2017

Chicago Sun Roof

When you take a big 'ol steamy shit into the sun roof of someone else's vehicle.

"Yo wtf I just got Chicago Sun Roof'd and now I gotta clean it up."

by I_DankStep January 9, 2022

Chicago

A Chicago is the most glorious thing to ever step foot on earth. He is the epitome of power. He controls all. If you meet someone named chicago, bend down and bow.

He is my king, he is Chicago

by BestBakakakakaka January 20, 2024

Chicago Blackhawks

Chicago Blackhawks the "best team in the league" win some Stanley Cups then come close to last in the league trade a player to the Winnipeg Jets and get him back a few years later then trade him again the the NY Islanders. The team that lost to both the Colarado Avalanche and the Arizona Coyotes just in just 2 week! Oh I can't forget loosing in the first round by the team that was ranked 16th in the playoffs and lost the round 4-1 and scored 2 goals.

Chicago Blackhawks meaning: When a team chokes twice in the playoffs in 2 years and only scores 12- Goals in 2 Playoffs

by Gardener That Loves Crib February 18, 2018

chicago knight

A goon who roams the streets around 3:00 am looking to start some bad shit that will hurt the community.

Yo that nigga ramen a Chicago knight, he no good.

by Mr. Love gee September 2, 2016

Chicago housing authority

Blacks? Maybe, I don’t know.

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

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