When a person dresses to mimic the fashions, talk, and/or actions of the stylish urbanite with substantialstreet cred, but is too white-bread to truly carry it off.
One who wears all the appropriate attire of a thug, talks like one, and attempts to look like one. Usually they're the kind to walk around strutting their stuff, but somehow manage to look like the only thing they can "hold down" is the button on the nacho-cheese dispenser.
Guy A: "Hey, look at that dude over there. He's sagging his pants so his belt doesn't make his muffin-top show."
Guy B: "Man, I'm getting sick of all these thugaboos around here..."