1. Kate Moss
Known For: Face of Calvin Klein, Rimmel London and Topshop
While the poster child of heroin chic is a controversial figure, it's undeniable how much she has affected pop culture as a whole. In the 1990s, Moss was an unstoppable force. She ruled over Calvin Klein, dated Johnny Depp, and partied until her heart was content. Nowadays, she's still the Queen of Coolâ€”just peep her Supreme ads.