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.
#bho #o'bama #rod blagojevich #al capone #richard daley #hillary clinton #john dillinger #john wayne gacy #ted kaczynski #bugs moran #josé padila #jack ruby #richard speck #baby face nelson #tony acardo
ayon kay I. "Who Sane" Myars ika-06 ng Setyembre, 2010
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.
#chai-town #chai #chicago #chi-town #shy town #chi city #the windy city #second city #chicagoland
ayon kay Roquen ika-07 ng Mayo, 2011
what rappers and black people call Chicago
Shytown is the shit my nigga
ayon kay JDog ika-02 ng Abril, 2005
a city in chigao where all the ghetto ppl live
Guy: where u reppin B?
Guy2: Shy-Town!
ayon kay OLA ika-11 ng Hulyo, 2005
a city/hometown, in America
a baller from shy town
ayon kay Kristi ika-19 ng Oktubre, 2004
the flyest new band in hollywood
what you doin tonight?

checkin out shytown at the mint

tight.
#shytown #danny j #eric j #tara n #acoustic #rap
ayon kay music love ika-11 ng Abril, 2009
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...
#chi-town #chicago #windy city #tourist #mispellings
ayon kay Charm and Strange ika-05 ng Abril, 2010
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