Chunky Brogues
Chunky soles and rustic, pebbled leather just look like fall,
right? Probably because they cut through fall leaves and mud with ease
and still work with a suit.
Pebble leather wingtips ($298) by Allen Edmonds, brooksbrothers.com
Retro Running Shoes
No
matter your age, fall always feels a little bit like going back to
school. Lucky for you these are just like the kicks your geography
professor used to wear with his corduroy suit, a look you should copy
now.
998 sneakers ($160) by New Balance for J. Crew, jcrew.com
998 sneakers ($160) by New Balance for J. Crew, jcrew.com
Bean Boots
The
preppiest shoe ever? Maybe, but what else are you going to wear when
you take your girlfriend to the Berkshires to see the leaves?
Essential.
Rubber moc Bean boots ($79) by L.L. Bean, llbean.com
Rubber moc Bean boots ($79) by L.L. Bean, llbean.com
Ankle Boots
Tweed blazer? Check. Dark denim? Yes sir. These guys? Bulletproof fall outfit.
Kennebunk USA ankle boot ($390) by Eastland Made in Maine, eastlandshoes.com
Kennebunk USA ankle boot ($390) by Eastland Made in Maine, eastlandshoes.com
Bucks
The cold weather cousin of white bucks, these work with anything—especially faded jeans, a plaid shirt, and a blue blazer.
Headache grey buck ($350) by Mark McNairy New Amsterdam, markmcnairy.com
Headache grey buck ($350) by Mark McNairy New Amsterdam, markmcnairy.com
Work Boots
Waterproof and rugged, these are a fall classic that will never go out of style.
6-inch premium waterproof boots ($190) by Timberland, timberland.com
6-inch premium waterproof boots ($190) by Timberland, timberland.com
Blucher Mocs
Leave 'em loose, slip 'em on anytime you have to leave the house, and let the oiled leather brush off frost and mud for you.
Blucher with camp sole ($275) by Quoddy, quoddy.com
Blucher with camp sole ($275) by Quoddy, quoddy.com
Black Sneakers
Simple sneakers
are having a moment, and while we won't yell at you for wearing your
white kicks after Labor Day, black just looks better now. Especially in
the city.
Workout low ($64.99) by Reebok, reebok.com
Workout low ($64.99) by Reebok, reebok.com
Desert Boots
Suede is like corduroy for your feet, and nothing's more fall than that.
Burgundy suede desert boot ($129.99) by Clarks, clarksusa.com
Burgundy suede desert boot ($129.99) by Clarks, clarksusa.com
Penny Loafers
These
got you through boarding school and college, but being an adult calls
for a switch to a more elegant black. Trust us, you'll stand out—good
way.
Larson Weejuns ($108) by G.H. Bass, ghbass.com
Larson Weejuns ($108) by G.H. Bass, ghbass.com
