Show (Air Dates): The Fresh Prince of Bel-Air (1990-1996)
Actor: Alfonso Ribeiro
The yin to Will Smith's yang, Carlton Banks didn't indulge in the hysterics of wild, MTV-fueled '90s fashion like his street-savvy cousin. Instead he embraced his monied roots, tying pastel sweaters around his shoulders and pairing button-ups and polos with slim belts looped through tailored khakis. Over a decade after the fact, men sitting in golf clubs coast to coast still rock Cartlon-style threads.