Chicago

An allegedly world-class city with a nice skyline and not much else. Claims to be progressive even though it has a shrinking minority population (due to gentrification) and a notoriously corrupt government. Tries to compete with actual world-class cities such as New York and London, but fails miserably giving it an inferirotiy complex. This causes Chicago residents to lash out at other nearby cities such as Detroit, Milwaukee and St. Louis to justify its existence.
Thanks to Mayor Daley's gentrification kick, I could no longer afford to live in Chicago.
by illwauk May 07, 2007
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Riverwest

Arguably, Milwaukee's most racially and socially diverse neighborhood. Home to many of the city's artists, musicians and poets as well as an equally eclectic nightlife where you can hear reggae, indie rock and underground hip hop on the same block on the same night.

Riverwest is also know for shattering outsiders' stereotypes and perceptions of Milwaukee and Wisconsin.
"Damn, I never would've thought a place like Riverwest would be in a state like Wisconsin."
by illwauk October 04, 2007
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Deep South Side

The area of Milwaukee, Wisconsin located south of Oklahoma Avenue on the city's south side. It is called the "Deep South" because it is predominantly white and has a reputation for being racist and intolerant towards the LGBT community. Many residents (in other parts of city) consider it a suburb that happens to be within in the city limits and describe it as being 20 years behind the rest of Milwaukee. In spite of being a relatively small area, it is often (incorrectly) thought of as being "typical" of the entire city, and thus, is most likely the reason Milwaukee gets stereotyped as a stodgy, backwards town.
"You been to the Deep South Side?"

"Yea, no wonder people think such f***ed up things about Milwaukee. That place is just like being upstate, only with a lot more people... it should be bulldozed into the lake."
by illwauk October 07, 2007
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