Where I live in my remote little city is just a few blocks north of our "historic" downtown. I know it's historic because the signs tell me so. In any case, just north of downtown. I like our house and I like our neighborhood. But it's possibly the least cool place in the entire world.
Living on the south side sounds tough. You have South Central Los Angeles, Chicago's Southside, South Boston, South Detroit, etc., etc. The south side might not always be so desirable as Miami's South Beach, but it always sounds cool.
West and east sides are like opposite sides of the same coin. I can't help but think of California cool, New York hip, Tupac and Biggie-style rap wars. Both coasts are generally cool and that feeling carries over to describing parts of any given city.
And then you have the north side.
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I cannot think of anything cool or tough or hip or edgy to say about the north side of anything. You don't hear about the jumping club scene in North Shore, or in my neighborhood. No, the north side is where dentists live, and keep office hours Monday through Friday.
Them's my peeps, yo.