30+ Fall Shoes for Guys

From penny-loafers to combat boots, our picks for the well-heeled gent. By Piera Gelardi & Allison Sparkhul
Continuing our crusade to shod every sole and very soul with an appropriately chic kick, we bring you our second men's shoe roundup for the season‐and this one's for the boys. From all-weather boots to loafers and all leather goods in between, we've got you (and your feet) covered. And ladies, just because these steppers don't come in your size doesn't mean you shouldn't read on. After all, you can't tote him around the tents sporting last season's ankle boot while you're looking hot to trot. So get ready to plunk down some money and pick up some shoes that will surely guarantee a loving and long-lasting relationship (with your man, of course). His mother will love you.
Canvas & Leather
Above, from left
Acne Jeans High Wedge Boots, $475, available at Acne Studios.
Rag & Bone Dodger Boots, $650, available this fall at Rag & Bone, 104 Christopher Street, NYC.
Heutchy Canvas and Leather Boots, $465, available at Revolve Clothing.
Above, from left
Surface to Air Hunter Check Chukkas, $155, available at Bblessing.
PF Flyers Houndstooth Bob Cousy All-American Lo-Top Sneakers, $80, for availability, go to www.pfflyers.com.
3:33 Plaid Low-Top Sneakers, $198, available at Revolve Clothing.
Penny Loafers
Above, from left
Opening Ceremony Penny Loafers, $410, available at Opening Ceremony.
Band of Outsiders for Sperry Top-Sider Penny Loafer, $265, available at Apartment No. 9.
Band of Outsiders for Sperry Top-Sider Penny Loafer, $265, available at Apartment No. 9.
Super Snazzy
Above, from left
Acne Jeans Striking Patent-Leather Shoes, $475, available at Revolve Clothing.
Acne Jeans Fred Patent-Leather Shoes, $475, available at Acne Studios.
Jean-Michel Cazabat Matt Shoes in Gunmetal, $530, available at Revolve Clothing.
Deck Boots
Above, from left
Rogues Gallery Marlin Deck Boots, $374, available at Revolve Clothing.
Band of Outsiders for Sperry Classic Brown Boat Boots, $385, available at Opening Ceremony.
LL Bean Gore-Tex Upland Boots, $149, available at LL Bean.
The Blues
Above, from left
J. Lindberg Arena Canvas Sneakers, $135, available at Revolve Clothing.
The Generic Man for Steven Alan Blue Suede Lace-Up Midcut, $265, available at Steven Alan.
Acne Jeans Phoenix Sneakers, $249, available at Acne Studios.
Dressy Desert Boots
Above, from left
Common Projects Officer's Lace-Up Ankle Boots, $516, available at Blackbird.
John Varvatos Washed Leather Chukka Boots, $450, available at Barneys.
Rachel Comey Hazard Desert Boots, $308, available at Revolve Clothing.
Work Boots
Above, from left
Frye Short Lace Boots, $268, available at Frye.
Fiorentini & Baker Work Boots, $535, available at Steven Alan.
Bed Stu Deputy Boots, $184, available at Urban Outfitters.
Hiking-Style Boots
Above, from left
Frye Rogan Hiker Boots, $298, available at Frye.
Opening Ceremony Suede Hiking Boots, $480, available at Opening Ceremony.
Dress Shoes
Above, from left
Common Projects Light Brown Officer's Dress Shoes, $420, available at South Willard.
Surface to Air Dress Shoes, $440, available this fall at Bblessing.
Rachel Comey Derringer Oxford Shoes, $286, available this fall at Revolve Clothing.
Combat Boots
Above, from left
Mike & Chris Vista Lace-Up Boots, $522, available at Oak and at Revolve Clothing.
Buttero Combat Boots, $450, available at Barneys.
J Shoes Strand Boots, $190, available at Urban Outfitters.

More from

Ben Higgins and fiancée Lauren Bushnell took it upon themselves to put the "heart" in Las Vegas' iHeartRadio Festival this weekend
“I love cleaning my makeup brushes,” said no one, ever. Okay fine, some people do get great satisfaction from washing their beauty tools, but we're not ...
It's official — fall is here, and we're already knee-deep in pumpkin-flavored everything. Break out of your PSL-laden routine (while still celebrating ...
DIY cotton candy ice cream that doesn't require an ice cream maker? Winning
No one would deny a blind person's right to take his or her guide dog on a plane. Likewise, we're beginning to accept that there are people with real ...
The switch happened recently: Whereas half-dome breasts achieved via push-up bras were once the shape to mimic, bralettes have made way for more natural ...
Almost everything Zoolander said should be taken with a hefty grain of salt — except for one: He nailed it when he said: "Moisture is the essence of ...
(Paid Content) Dressing for your age is a game that's rigged: Try as you may, the outcome is fixed and not often in your favor. One moment women are told ...
Let us all hold hands and increase the peace. This Monday, September 26, a rare event is happening in the skies. The radiant Sun and broad-minded Jupiter ...
The 2016 presidential election has been a captivating contest. If you feel like sometimes you can't look away, well, you're not alone. Even celebrities ...
Update: Charlotte-Mecklenburg Police Chief Kerr Putney announced in a press conference that dashcam and body cam video of the department's interaction with...
In a move so fitting that we can’t believe we haven’t seen it already, ASOS teamed up with running shoe company Saucony to create glitter running ...
A new Anne of Green Gables movie is on the way! Those of you who have been fearing the inevitable tense political debate with a long-lost relative that ...
Growing up, your parents may have told you to be grateful for your food, because some people are starving. Now, your own meals can actually help other ...