22. The Slip-On Boot — Easy to get on and off, the slip-on is the comfort staple of the fall, whether you choose to show the side panels or not. Especially dope when teamed up with denim, they're also a fail-safe addition to a suit.

Oliver Clark Men's Slip On Boot, $115, available at Oliver Clark; Barneys New York Plain Toe Chelsea Boot, $435, available at Barneys New York.