The 1990's hit TV show The Fresh Prince of Bel-Air stars Will Smith as teen from Philadelphia sent to live with his wealthy aunt and uncle in Bel Air, California. Will brings his fresh Phillie street style to the stuffy and affluent neighborhood, wearing his preppy Bel-Air Academy uniform jacket inside out to reveal a dark floral print. Some of Will's other iconic looks include brightly colored tees, caps worn backwards or with their brims flipped up, long denim shorts and windbreakers. His cousin Hilary Banks (played by Karyn Parsons) shows off her valley girl style effortlessly with brightly colored designer suits, pumps and outrageous hats. Do you prefer Will's Philadelphia street-style or the preppy fashions of 1990s Bel-Air?