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1.
The south side of Chicago, having a large black/hispanic population, and notorious for being a dangerous slum since the 1920s. Also the location of the University of Chicago.
Dem south side niggaz cap yo ass no joke.
by kcynic October 05, 2006
 
2.
A part of chicago known for being predominantly irish. Southsiders start drinking well before the age of 21, dislike people for no apparent reason, live for the southside irish parade, and love da bears
-"hey, are you goin to the parade?"
-"nah, i can't i got caught drinkin last weekend."
-"you are a mess."
by Bears are superior to all November 05, 2004
 
3.
Southside of a given city commonly used in Chicago...
Where you from shawty?
Southside fa sho
by Giddy April 24, 2005
 
4.
the strongest side where ever you go, California, Chicago, Houston, Rio Grande Valley, Atlanta, Queens, even Philly. any where that you go, we are watchin! SOUTH SIDE!
the craziest vatos niggas and gangsta come from south side of town
by Mack_tehn956 April 01, 2009
 
5.
meaning a place known best for its women, drugs, & sex. go to any south side of any state or country and your guaranteed a GREAT time.
Oh dayum is that chik from tha south side? Yea she must be from tha south side, she's hella bangin'
by southsidechik August 30, 2009
 
6.
prop. n. A renowned historic neighborhood in Pittsburgh, Pennsylvania, located across the Monongahela River from Downtown. The location of many famous bars, restaurants, theaters, and tattoo parlors. Originally a working-class neighborhood, the South Side became up-and-coming after the major steel mills closed in the 1980s.

The South Side, being a large area, is sometimes divided into the "South Side Flats" (near the river) and the "South Side Slopes". It is not to be confused with the "South Shore", which refers to all shoreline neighborhoods south of the Mon, or the South Hills.
Bob took his new girlfriend out to the South Side for some bar-hopping.
by Col. Hans Landa August 17, 2011
 
7.
The territory of a Hispanic gang in California that extends from North of Monteray to the Mexico border. Any Latino in born in this area can be a southsider. Southside colors are blue and they are most active in prison.
Jose claims Southside but he was born in El Salvador.
by south March 28, 2007