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 bears

A more entertaining football club than the New Orleans Saints (even if they lost the game).

The Saints were crying about cheap shots after getting hit twice by the Chicago Bears. A saint just doesn't have the same effect on an opponent as a bear, a player pulling out a crucifix and telling an opponent they will burn in hell for what they did doesnt have the same effect on somebody as hitting them twice, even if they were sucker punches in the helmet.

by Solid Mantis November 3, 2020

Chicago Bob

The Primal Act Of Taking A Woman From Behind Whilst Her Head Was In the Toilet

Girl I love smelling shit while getting it doggy, He gave me a chicago bob!

by Doris Pringle Brule June 17, 2024

Southside of Chicago

Dangerous side of Chicago, full of shootings and dangerous wars. - Stay away at all means.

Ay foe, dem niggas onna southside of chicago crazy asl.

by .3mxi December 28, 2024

Chicago black hole twister

When you put cum inside one’s genitals and proceed to pull off their nipple and drink the milk when they lactate. then they proceed to get a surgery on their knee and put their milk inside until it explodes. then you get your neighbor named Timmy and proceed to open his rectum and get the booty crumbs, then proceed to fuck to fuck someone until a black hole appears and sucks up everybody including the earth.

David: bro I just gave Bonnie blue the Chicago black hole twister, dude it was crazy

Bonnie blue: *autistic noises*

by The Chicago menace July 2, 2025

chicago baptism

Walking in the door and getting hit in the head with a fairly large dildo.

I loved Ebon’s story of his Chicago Baptism, as told on Late Night with Seth Meyers on June 19th 2024.

by ms2023 June 20, 2024

Chicago Drug Mule

Cocktail made with Jeppsen’s Malort

1.5 oz Tequila
0.75 oz lime juice
0.75 oz cranberry juice
0.5 oz Jeppson’s Malort
2 oz ginger beer

‘Malort is undrinkable’

‘If you mix it into a Chicago Drug Mule, it’s only mildly unpleasant’

by waterbaby8391 November 24, 2022