Top Definition
a. From an acronym for Chicago, i.e., "Shit-Headed Yahoo Town."

b. A term of derision for a lunatic city that deserves every whit for giving America an unrivaled gaggle of thieves, murderers, perverts, gangsters, hoodlums, thugs, corrupt politicians and assorted societal misfits that boggles the mind.

c. A town teeming with Shit-Headed Yahoos who continually vote for the dregs of themselves to run the government.

d. A term hated by actual SHY Chicagoans who try to redeem their reputation by insisting "SHY" really means "chi" (actually a Chinese word and Greek letter) and insist it is used only by non-Chicagoans (which is generally true).
Why da' Shy Town hood pimpz voted fo' da' B-Ho? Ya'll is mad stupid.
作者 I. "Who Sane" Myars 2010年9月06日

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A nickname for Chicago, IL (USA) made popular by pop-music. Dissected by removing "cago" from the word and replacing the last half with words for communities. Such as: Chi-Town, Chi-City, Chi-Hood, etc

other nicknames for Chicago are in the Tags
I am going to visit my cousin in shytown.
作者 Roquen 2011年5月07日

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what rappers and black people call Chicago
Shytown is the shit my nigga
作者 JDog 2005年4月02日

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a city in chigao where all the ghetto ppl live
Guy: where u reppin B?
Guy2: Shy-Town!
作者 OLA 2005年7月11日

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a city/hometown, in America
a baller from shy town
作者 Kristi 2004年10月19日

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the flyest new band in hollywood
what you doin tonight?

checkin out shytown at the mint

tight.
作者 music love 2009年4月11日

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The wrong way to spell Chi-Town, which is a nickname for Chicago, Illinois, and has nothing to do with "shy"ness at all.

Only tourists spell it Shy-Town, and it's really annoying to have to correct.
Tourist: I'm going to stop in Shy-Town on my trip!
Chicagoan: Good Lord, not another one...
作者 Charm and Strange 2010年4月05日

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