• Pair these with an unexpected color or pattern in you socks and then show them off by rolling or cuffing your pants.

Bass, $79

The Suede Wing Tip

Come fall, shoes are no longer simply a supplement to a man's wardrobe. They become integral to the equation—an extension of your seasonal style. Out come the cardigans, corduroy and tweed; and your footwear becomes a bit more rugged and well, autumnal. Take these suede wing tips. They're not the delicate leather soled styles you might pair with a lightweight suit. With a thick rubber sole and a rounder toe, you can practically hear the crunch of leaves underfoot. They're by G.H. Bass, and they're probably the most comfortable lace-ups you'll wear all year. Other options include a low-profile pair by Sperry Top-Sider and 1901's handsome brogue boots. Start the season off right in suede.