chicago cross-jostle

some kind of specialized fuck technique that takes actual skill and practice to achieve. Is especially pleasurable for the ladies. Named after the town where it was developed among the black community.

"Dwayne been practisin' by hisself for three weeks, and he still kicks his own damn ass when he tries to put the chicago cross-jostle on his sister!"

by Clean Sanchez June 25, 2003

Joe Boy (Chicago circa1986)

1-Refers to an individual (Mostly of Italian or Puerto Rican decent with some boxing training and frequents use of mood altering drug such as coke) who are exeptionally good at fighting (original);
2-or any violent individual who is good at being hired muscle.

1- "That coked up rican is a Joe boy."
2-"That suit is a Joe Boy for the family."

by Species2191 July 6, 2005

Chicago Cub fans

One of the most pathetic creatures on this planet. They don't come to watch the game (who would?) and they know nothing about baseball. Their only joy is making fun of Sox fans, to which Sox fans proceed to beat the shit out of the pansy Cub fan. Cub fans also live in the past, always referring to the 2003 playoffs, which they famously and hilariously lost.

Chicago Cub fans 1-Wow, the Sox won the World Series.

Cub fan 2-Yeah, but did they make it to the playoffs in '03?

Cub fan 1-No!

Together-Yeah, we are so good!

by tenaciousd6936 August 15, 2006

Chicago Windpipe

The act of a women farting while engaged in anal sex with a man.

Dude, last night my girlfriend gave me a chicago windpipe and it felt greeeeeeeaaaaaaaaattttttttt. My dick was blown away, literaly!

by soamazing32 June 23, 2010

chicago street sweeper

when you get a boob job from a chick when she's laying down and just as you're about to ejaculate, hold your penis in one hand and go toaster streudal style on her bare stomach.

Vunerable ladies fear the infamous chicago street sweeper!

by Fuddles the Gatekeeper July 7, 2010

Chicago Blunderbuss

A rapid shooting of semen and other juices at another while in a farmer outfit.

I totaly did a Chicago Blunderbuss on Kathryn at the party last night.

by beastiality69 May 29, 2012

Chicago

I dunno who thinks Chicago is pronounced the way it is here , but they obviously aren't from the City in a Garden. Yeah, many people pronounce it "Chi-cah-go," now. But if you are a white ethnic of a certain age or neighborhood the correct way to say it is "Chi-caw-go." Watch old movies from the 30s and 40s and you'll see that was the way it was spoken. I blame the New York based radio and TV media convincing the world that it is "Chi-cah-go." If you wanna talk like a real neighborhood Chicawgoan make an "s" sound at the end of plurals, don't use the "z" sound.

Hey you guyss, wanna go to the Chicago Bearss game on Sunnay?

by Steddy Eddy April 25, 2016