Best Seller
Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 1/2 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Best Seller
Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 EE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 EE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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J. Crew Shoes | J. Crew Gray Leather Ankle Chelsea Boot W/ Ankle Strap And Gold Hardware- Size 8 | Color: Gray | Size: 8

J. Crew Shoes | J. Crew Gray Leather Ankle Chelsea Boot W/ Ankle Strap And Gold Hardware- Size 8 | Color: Gray | Size: 8

J. Crew Gray Leather Chelsea Ankle Boot. Made In Italy With 2 Inch Heel, Ankle Strap And Gold Hardware. 03868 Color: Gray Size: Women's 8 more

$36.00

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Stef Chelsea Ankle Boots

Stef Chelsea Ankle Boots

Men's Ann Demeulemeester Stef Chelsea Ankle Boots - Black - Casual boots Synonymous with timeless elegance, the Chelsea boot gets a low-key update from Ann Demeulemeester. A menswear classic, they will go with a navy or grey suit, or with jeans and a... more

$796.18 $473.88

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Lowa Camino Evo GTX Hiking Boots Leather Men's, Steel Blue/Kiwi SKU - 232684

Lowa Camino Evo GTX Hiking Boots Leather Men's, Steel Blue/Kiwi SKU - 232684

The Lowa Camino Evo GTX Leather Men's Hiking Boots are even more stable and comfortable than its predecessors. Including an ankle patch area to allow for more ankle flex when walking uphill, the new sole package improves the boots rolling properties,... more

$350.00

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Lowa Camino Evo GTX Hiking Boots Leather Men's, Steel Blue/Kiwi SKU - 165345

Lowa Camino Evo GTX Hiking Boots Leather Men's, Steel Blue/Kiwi SKU - 165345

The Lowa Camino Evo GTX Leather Men's Hiking Boots are even more stable and comfortable than its predecessors. Including an ankle patch area to allow for more ankle flex when walking uphill, the new sole package improves the boots rolling properties,... more

$350.00

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Lowa Camino Evo GTX Hiking Boots Leather Men's, Steel Blue/Kiwi SKU - 821104

Lowa Camino Evo GTX Hiking Boots Leather Men's, Steel Blue/Kiwi SKU - 821104

The Lowa Camino Evo GTX Leather Men's Hiking Boots are even more stable and comfortable than its predecessors. Including an ankle patch area to allow for more ankle flex when walking uphill, the new sole package improves the boots rolling properties,... more

$350.00

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Gucci Shoes | Gucci Boots Mens Chelsea Ankle Black Leather Logo Hardware Sz 11 11.5 | Color: Black | Size: 11.5

Gucci Shoes | Gucci Boots Mens Chelsea Ankle Black Leather Logo Hardware Sz 11 11.5 | Color: Black | Size: 11.5

Designer: Gucci Size: Marked As 11 / Us 11.5 (Conversion Per Designer's Website) Condition: Authentic And Brand New Style Name / Number: 624661 Cdzk0 1000 Material: Leather Upper, Leather Unique Features: Classic Black Leather Mens Chelsea Ankle Boots.... more

$599.00

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Free People Shoes | Free People Brooks Lug Sole Chelsea Boot Tall Ankle Leather Shoes Black Suede | Color: Black | Size: 8

Free People Shoes | Free People Brooks Lug Sole Chelsea Boot Tall Ankle Leather Shoes Black Suede | Color: Black | Size: 8

Free People Brooks Lug Sole Chelsea Boot Tall Ankle Leather Shoes Black Suede Size 38/Us 8 Nwob New Without Box. Store Display Model. Minor Wear From Being Tried On In A Retail Environment. Please See Photos. Never Worn Outside. Smoke Free Home. Fast... more

$90.00

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2976 Contrast Stitch Leather Chelsea Boots

2976 Contrast Stitch Leather Chelsea Boots

Men's Dr. Martens 2976 Contrast Stitch Leather Chelsea Boots - Black - Casual boots Never follow fashion. Subvert and disrupt it. The 2976 Chelsea boot casts a shadow over traditional country and western styling with an infusion of 80s Gothic... more

$210.00

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Leather Chelsea Boots,

Leather Chelsea Boots,

Men's Versace Leather Chelsea Boots, - Black - Casual boots Black Chelsea boots from Versace. Made from smooth patent leather,. This model sits on a black rubber sole and features a round toe,. Elastic panels on the sides and silver-tone Medusa face... more

$896.63 $602.53

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 14 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 14 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 EE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 EE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Xtratuf Leather 6in Ankle Deck Boot - Men's ISA Dolphin/Gray/Rum Raisin 14 XAL-101-GRY-140

Xtratuf Leather 6in Ankle Deck Boot - Men's ISA Dolphin/Gray/Rum Raisin 14 XAL-101-GRY-140

Xtratuf Leather 6in Ankle Deck Boot - Men's ISA Dolphin/Gray/Rum Raisin 14 XAL-101-GRY-140. The Boatyard series is a 100percent waterproof collection of leather work boots that provide traction comfort and protection. The leather version of the beloved... more

$134.99

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Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Wide Brown 11 GB00337-110W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Wide Brown 11 GB00337-110W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Wide Brown 11 GB00337-110W. Built with a combination cement and San Crispino construction the upper is crafted from full-grain SPR leather and features twin gore panels and... more

$170.00

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Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Medium Brown 11 GB00337-110M

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Medium Brown 11 GB00337-110M

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Medium Brown 11 GB00337-110M. Built with a combination cement and San Crispino construction the upper is crafted from full-grain SPR leather and features twin gore panels... more

$170.00

FREE shipping

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 14 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 14 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 D)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 1/2 D)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EEEE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EEEE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 EE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 EE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 6E)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 6E)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 11 1/2 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 11 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 EEEE)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 EEEE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 9 6E)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 9 6E)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 9 1/2 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 9 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 11 1/2 4W)

Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 11 1/2 4W)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 8 1/2 6E)

Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 8 1/2 6E)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Men's Murphy Casual Boots by Drew in Camel Leather (Size 10 M)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 10 M)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$280.99

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Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 D)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's Murphy Casual Boots by Drew in Camel Leather (Size 13 6E)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 13 6E)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 15 4W)

Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 15 4W)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Men's Murphy Casual Boots by Drew in Camel Leather (Size 8 1/2 6E)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 8 1/2 6E)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Men's Murphy Casual Boots by Drew in Camel Leather (Size 11 1/2 4W)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 11 1/2 4W)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Men's Murphy Casual Boots by Drew in Camel Leather (Size 10 6E)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 10 6E)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 12 M)

Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 12 M)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$280.99

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Men's Murphy Casual Boots by Drew in Camel Leather (Size 14 4W)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 14 4W)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Wide Width Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 10 W)

Wide Width Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 10 W)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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