5. Brendon Babenzien
Occupation: Creative Director, Supreme
Supreme’s creative director keeps a pretty low profile compared to a lot of other dudes on this list. That’s probably because he’s the man behind the most hyped brand in New York. The best way to describe his style ends up sounding a lot like describing the racks of clothes you’d find in the store on Lafayette. Classic, understated, vintage inspired pieces, mixed with touches of military, outdoors, and prep staples. Brendon’s look seems to hinge on an eccentric mix of layers, perfectly tailored, faded denim, and loafers. It’s not likely that you’ll see him at a menswear party any time soon, but if you did, he’d likely be the best-dressed dude there.