2. When It Comes to Formalwear: Black Is Back

Telling a guy to wear a bow tie with his tux shouldn't be a big deal. But after a decade of dudes rolling up to the Emmys in satiny straight ties, who knows? Anyway, try a simple black bow tie. Keep it slim (like your jacket) and opt for one in grosgrain or a nubby wool for a more contemporary vibe.

Bow tie, $80, by Rag & Bone. Shirt, $240, and tudo, $2,365, by Band of Outsiders. Pocket square by The Tie Bar. Sunglasses by Michael Kors. Headphones by Urbanears.