17. Rick Ross
The Boss is a global sex icon and his style is effortlessly confident. In 2015, Ross slimmed down and his designer denim stacks well on a plethora of footwear silhouettes ranging from classic Js and sky high Giuseppe Zanottis to golden hued Margielas. Shirtless, Ross flexes his signature two-pack and spews conviction in his look. His noticeable confidence alone transitions garments like a chunky knit MMG branded shawl cardigan from simply chic to striking and classic in status.