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Shy Town 

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.
Shy Town by I. "Who Sane" Myars September 6, 2010
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Shy town 

a city in chigao where all the ghetto ppl live
Guy: where u reppin B?
Guy2: Shy-Town!
Shy town by OLA July 29, 2005
Related Words

shy town 

a baller from shy town
shy town by Kristi October 19, 2004

shy town 

Its not shy town!!! it isnt a place in chicago! it is chicago!!!!!!!!! and its not shy town, its CHI TOWN!!!!!
CHI TOWN not shy town people!! you know ur not from the chi is you spell it shy town.
shy town by Nodi June 25, 2006

Shy town 

It’s not Chicago. It’s a place Where lots of people live, like Pete Krebs and Elliott Smith. And yes, even though we live in shytown, we’re still fine. Quit asking.
I live. I liiiiiive. I live in a shy town
Shy town by BamoComics January 22, 2024

shy-town 

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...
shy-town by Charm and Strange April 5, 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.
shytown by Roquen June 1, 2011