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Chicagogamer 

One who is of Chicagoan descent and participates in frequent late-night lan parties fueled by copious amounts of caffeine and alcohol.

Often seen traveling in packs of 5 - 10, they can be easily recognized by the dark clothing, sunglasses, and zombie-like emotions due to lack of sleep and countless hours of Counterstrike.

Often referred to as "CGers" this rare breed of gamer is devoted to its cause and highly protective of itself and it's friends.
"OMG Dewd! Those CGers owned us at counterstrike last night!"
Chicagogamer by [CG]Wieass March 3, 2004
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chicago cubs

The Chicago Cubs are a baseball team that overshadow the more competent White Sox. Contrary to popular belief the White Sox have about as many real baseball fans as the Cubs, give or take a few. Most of the Cubs fan base is made up of occasional watchers who figure it would be fun to hang at Wrigley for one or two games each season, not true fans. These fans tend to blame their troubles on preposterous curses and/or other fans (ex: the goat and Steve Bartman), and as long as the Cubs are hovering around .500 they think they're going to the World Series. The Cubs also have talented baseball players who are either hurt all the time (Mark Prior/Kerry Wood) or just can't get it together.
Maybe they should build Mark Prior a bionic arm, then the Chicago Cubs might actually make the playoffs for once!
chicago cubs by emilyattacks May 29, 2007

Chicagoan 

A true Chicagoan : lives in the city, Is not stuck up, and puts mayo and hot sauce on the elotes sold at the street corner.....A suburbanites are clueless as to what the elotes man with the cart is selling. They are always bad mouthing the city but cheer for the Chicago teams and say they are from Chicago when they go to other parts of the country/world.
The man in the suit with the fancy expensive watch standing on the L platform was obviously not a Chicagoan.

Chicago meat hook 

(n.,v.) a sexual procedure in which a male digs his finger into a females vagina and makes his finger into the shape of a hook, he then pulls the females "meat" out with his finger. Resembling a meat hook hanging in a window of a buthcher's shop. Can also be done on the anus.
I am going to give you a chicago meat hook.
Chicago meat hook by Sammy19 January 8, 2008
The whole damn city is ghetto expect for the northside and Downtown. Its like a mini New York City.
It's a desent city. View is better from hancock building then, Sears Tower and don't let anyone tell you anything different.
chicago by Taji July 25, 2004
A city that is a waste of space. The people don't know how to drive, it smells like dog shit, and no one has an education in that city. If you are looking for a nice midwestern city, try ANYWHERE but shit-cago.
Hey, didn't you go to chicago this weekend?

Yea, it sucks, it smells like dog shit there.
chicago by Sean S February 11, 2005

Chicago smile 

A violent act where the victim is placed with their mouth across the edge of a curb and a person stomps until the edge of the mouth is torn apart, thus creating a smile.
That buster sold me bad weed, so I gave him a Chicago Smile.
Chicago smile by Headman July 1, 2005