6. Get Your Sweatpants Up Off the Couch

Before you get all sartorially indignant and write a letter of complaint to the Style Guy (try him; he&amp;#39;s at styleguy @gq.com), answer this question: Does Big Sean look cool here? We know that wearing sweatpants with a blazer is unorthodox. But it works for him. And it can work for you this fall, too (as long as the sweats are tapered with elastic cuffs).

Sweatpants, $98 by Saturdays NYC. Suit jacket by ASOS. Shirt by Sandro. Pocket square by The Tie Bar. Cap by Supreme. Watch by Rolex. Sneakers by Vans.