"Dressing well" doesn't always mean "dressing up."
Who You Can Learn It From: Alexander Wang
Taiwanese, Fashion Designer
Balenciaga's newly-minted Creative Director got noticed for taking fashion in a decidedly more comfortable direction. In terms of menswear, that means slouchy tees, oversized hoodies, and tons of sweatpants. More recently, he's reinterpreted athletic-inspired silhouettes like baseball jerseys and hockey shirts with luxe fabrics like suede, resulting in gear that's definitely casual, but with the style turned way, way up. No wonder guys like A$AP Rocky love his gear: It's a way of stunting without having to be on your suit and tie shit.