Guide To Men's Handmade Leather Boots

There comes that point in the season when shoes no longer cut it. That's when snow-stomping, ankle-shielding, manly leather boots step in. From Chelsea to chukka to dress boots, there are plenty of options out there to keep you warm and moving this fall/winter season.

The Chelsea Boot


Height: Ankle

Laces or Pull-on: Pull-on

Style: Chelsea boots are characterized by no laces, ankle-high height and a close fit. This unadorned and elegant elastic-sided slip-on boot says a lot without saying too much.

How to wear it: The Chelsea boot is semi-casual but trendy. Wear them with dark jeans and a blazer, sportscoat, or leather jacket.


The Chukka Boot


Height: Ankle

Laces or Pull-on: Laces

Style: The chukka boot is an ankle boot with two or three lacing eyelets. The sole of the chukka boot is traditionally made of leather. Crepe-soled chukkas are called desert boots.

How to wear it: Desert boots are part of your “likes artisan beer” and “hipster variety.” Wear them with a pair of nice, rolled pants.


Men’s Boots: Cap Toe Boot


Height: Ankle

Laces or Pull-on: Laces

Style: Cap toe boots feature a straight-seamed cap over the toes. These leather boots are considered more formal and can be worn with dress slacks, chinos, nice jeans, and blazers.

How to wear it: You can wear cap toe boots with a winter suit and overcoat.


The Brogue Boot (or the Wingtip Boot)


Height: Ankle

Laces or Pull-on: Laces

Style: These low-heeled leather boots are similar in style to cap-toe boots. Instead of a straight seam across the toes, though, wingtips feature a “W” shaped cap that extends toward the heel. Wingtip boots have decorative perforations along the seams.

How to wear it: Brogue boots are dressed up enough to be worn with suits, yet the perforated wingtip design makes them casual enough to go with jeans or cords.


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