streetwise

adj

1. Having the necessary knack, personality and instinct for survival in rough, urban environments.

   “Where's the streetwise Hercules / to fight the rising odds?”

2. (US)Possessing a style that reflects urban life and microculture.

   “You could tell from the way he spat old Tupac lyrics, loitering in the corner with his homies, flipping that Yankees cap on his head like he couldn't give a damn that he was streetwise enough to melt Will Smith.”