Height of Style: Take Care
Signature Look: Sweaters, camo pants, varsity jackets, sweatsuits
Drake is the current crown prince of preppy redux and cozy boy cool. When he's not in designer sweaters, he's in sweatpants and custom OVO crewnecks. He loves a good varsity jacket and stunts in Versace silks for special events. Understated, almost aggressively so, his fashion sense is similar to his rhymes: rich in nuance, inviting underestimation and catering mainly for women. Can you argue with the internal logic? No. You mad? Probably.