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Chicago Workboot

While she's asleep, shit in her shoes. Hide in the closet in the morning, and masturbate almost to the point of ejactulating. When she puts on her shoes, she'll slip and fall and when she is on the ground, spooge on her face.
I totally gave that skank a Chicago Workboot this morning
by Jordan L. Gibson October 9, 2008
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chicago

If hell could freeze over, it would be Chicago. Horrible public transportation - CTA sucks, if moving there, I suggest you take a car. The weather is miserable, and not just the winters. Oh yeah, and check out the grey, endless flat landscape, inspiring isn't it?
Oh, and don't get me started on the local politics, corruption at its worst. Its most famous gangster, Al Capone, was actually from Brooklyn, moved to Chicago and realized how easy it would be to take advantage of its people.
After hearing so much about how great Chicago was from friends, I came to find out that none of them actually lived in the city. They all live in the fucking suburbs. Hmm, I wonder why?
I must say though, the only redeeming feature of that city is lake Michigan, but I'm sure if given the chance they'll find a way to screw that up too.
Rudyard Kipling on Chicago - "Having seen it, I urgently desire never to see it again."
by hell no! March 29, 2007
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Chicano/Ph.D.

There are two types of Chicanos in the lexicon of the Amerixican Movement; these are GED Chicanos and Ph.D. Chicanos. They are both the offspring of the Chicano Movement with the difference being that Ph.D. Chicanos are educated men and women who invented the Aztlan fantasy. The GED Chicanos are the less educated Raza who attempt to live out the fantasy only to end up dead or in prison.
The Chicano/Ph.D. found it easy to manipulate the Chicano/GED.
by Amerixican Vato May 3, 2012
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Chicago Deepdish

When your fucking a girl in the ass and about to cum, pull out while you are spreading her buttcheeks to gape her asshole and gizz in and around the rim of her asshole so that the gizz forms a "pizza crust" like formation around her asshole.
I gave that skank the dirtiest chicago deepdish
by Loxdap December 18, 2008
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Hot Chicago

When someone takes a shit on your face while it is covered only by a piece of clear plastic wrap.
by poo on you May 10, 2004
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chacarron

Chacarron: The act of twitching the gluteal muscles violently in a circular motion
Yo cholo check out that thang chacarron like a shiznat!!
Word Klitcho that thing be poppin' like wheelies
by BIGGIE BIGZ May 12, 2008
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Chicago politics

A political environment or arena where any scrawny, half black kid from Hawaii can actually profit quite well from shady business deals in the most corrupt city in America...in a system that makes plenty of money for its downtown political and business leaders and their bankrolled "friends" and for the clean white folks who live in the burbs, but leaves its dirt poor and homeless far behind.
Hey everybody, let's let Chicago politics into the White House...and we'll call it "hope"
by Buddy Knox March 24, 2008
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