1. Bob Marley
Style is not the first thing people consider in regards to the Caribbean’s pre-eminent music legend, but Bob Marley had it in spades. Whether on a soccer field, a festival stage or in a British TV studio, Marley always exuded effortless cool. Tam caps, mostly unbuttoned button-up shirts and bell-bottom jeans were among his preferred garments, but it was his mane—and the iconic images of it—that, more than anything or anyone else, turned dreadlocks from merely a symbol of Rastafarian devotion to an ubiquitous, apolitical fashion statement. Honorable mention of course goes to Bob’s no less stylish musical partners, Peter Tosh and Bunny Wailer.