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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 Warren Sandals by Drew in Olive Combo (Size 10 6E)

Men's Warren Sandals by Drew in Olive Combo (Size 10 6E)

The Drew® Warren sandals offer the lightweight comfort provided by a removable, cushioned ULTRON® footbed and the added support of a flexible, shock-absorbing rubber outsole. Three adjustable Velcro® brand closures add to its customizability. The... more

$200.99 $179.99

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Best Seller
Wide Width Men's Dan Post Blayde 11" Shaft Distressed Soft Toe Boot by Dan Post in Saddle Tan (Size 11 1/2 W)

Wide Width Men's Dan Post Blayde 11" Shaft Distressed Soft Toe Boot by Dan Post in Saddle Tan (Size 11 1/2 W)

Dan Post Blayde 11" Shaft Distressed Soft Toe Boot All distressed leather 11" shaft Waterproof membrane bootie Removable airflow orthotic Broad square toe Ultra light dual density outsole Work unit heel Widths in M(D), W(EEE) | Wide Width Men's Dan... more

$204.99

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Blair Men's Skechers® Relaxed-Fit Leather Side-Zip Boots - Brown - 8.5 - Medium

Blair Men's Skechers® Relaxed-Fit Leather Side-Zip Boots - Brown - 8.5 - Medium

Comfort begins with Skechers! These boots have all the details to make them comfortable and great-looking, too! • Smooth oiled leather and synthetic upper • Reinforced, durable-stitched seams. • Relaxed Fit® technology • Air-cooled memory foam insole •... more

$99.99

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Brooks Brothers Men's Salinger Blucher Shoes | Brown | Size 11 D

Brooks Brothers Men's Salinger Blucher Shoes | Brown | Size 11 D

Our full-grain leather upper, lining, and sole offers durable everyday style to your wardrobe with classic blucher style. 100% LeatherImported | Brooks Brothers Men's Salinger Blucher Shoes | Brown | Size 11 D more

$248.00

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Brooks Brothers Men's Jefferson Suede Driving Moccasins Shoes | Dark Beige | Size 9 D

Brooks Brothers Men's Jefferson Suede Driving Moccasins Shoes | Dark Beige | Size 9 D

Our moccasin drivers are simply classic. Crafted with a supple leather lining and suede upper, their rubber tred sole makes them easy to sport everyday for timeless style. 100% LeatherImported | Brooks Brothers Men's Jefferson Suede Driving Moccasins... more

$229.00

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Brooks Brothers Men's Rancourt Oxford Shoes | Brown | Size 10½ D

Brooks Brothers Men's Rancourt Oxford Shoes | Brown | Size 10½ D

Rancourt & Co.'s classic dress Oxfords feature the finest hand-burnished calfskin and a full cowhide lining. Watertight leather soles and leather heels with full rubber taps add exceptional durability along with waxed and braided cotton dress laces.... more

$428.00

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Unisex Hammer Street Shoes in Brown

Unisex Hammer Street Shoes in Brown

These Reebok Hammer Street shoes are as close to the '90s and '00s original as it gets. The upper is a master mix of leather with an authentic suede T-toe from the indoor soccer vault. A low-profile cupsole and textured outsole were originally created... more

$120.00

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Men's Brown Oklahoma State Cowboys Western Boots

Men's Brown Oklahoma State Cowboys Western Boots

Show off your Oklahoma State Cowboys pride with some country flair by grabbing these Western Boots. They feature high quality distressed leather, memory foam insoles and classic western stitching to create a comfortable and traditional pair of of... more

$299.99

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Men's Brown Oklahoma State Cowboys Western Boots

Men's Brown Oklahoma State Cowboys Western Boots

Show off your Oklahoma State Cowboys pride with some country flair by grabbing these Western Boots. They feature high quality distressed leather, memory foam insoles and classic western stitching to create a comfortable and traditional pair of of... more

$299.99

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Men's Brown Oklahoma State Cowboys Western Boots

Men's Brown Oklahoma State Cowboys Western Boots

Show off your Oklahoma State Cowboys pride with some country flair by grabbing these Western Boots. They feature high quality distressed leather, memory foam insoles and classic western stitching to create a comfortable and traditional pair of of... more

$299.99

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Men's Dan Post Blayde 11" Shaft Distressed Steel Toe Boot by Dan Post in Saddle Tan (Size 9 1/2 M)

Men's Dan Post Blayde 11" Shaft Distressed Steel Toe Boot by Dan Post in Saddle Tan (Size 9 1/2 M)

Dan Post Blayde 11" Shaft Distressed Steel Toe Boot All distressed leather 11" shaft Waterproof membrane bootie Removable airflow orthotic Broad square toe Ultra light dual density outsole Work unit heel Widths in M(D), W(EEE) | Men's Dan Post Blayde... more

$209.99

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Men's BEXLEY II Slip-On Shoes by Drew in Brown Tumbled Leather (Size 11 1/2 D)

Men's BEXLEY II Slip-On Shoes by Drew in Brown Tumbled Leather (Size 11 1/2 D)

You'll love the comfort features in the Drew® Bexley II shoe. This new-and-improved lightweight version of the popular original offers twin gore stretch for better slip-on and slip-off comfort and fit. High-tech comfort features and firm heel... more

$209.99

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Men's BEXLEY II Slip-On Shoes by Drew in Brown Tumbled Leather (Size 13 D)

Men's BEXLEY II Slip-On Shoes by Drew in Brown Tumbled Leather (Size 13 D)

You'll love the comfort features in the Drew® Bexley II shoe. This new-and-improved lightweight version of the popular original offers twin gore stretch for better slip-on and slip-off comfort and fit. High-tech comfort features and firm heel... more

$209.99

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Men's Warren Sandals by Drew in Olive Combo (Size 10 EE)

Men's Warren Sandals by Drew in Olive Combo (Size 10 EE)

The Drew® Warren sandals offer the lightweight comfort provided by a removable, cushioned ULTRON® footbed and the added support of a flexible, shock-absorbing rubber outsole. Three adjustable Velcro® brand closures add to its customizability. The... more

$200.99 $179.99

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Men's ROCKFORD Boots by Drew in Dark Brown (Size 9 EEEE)

Men's ROCKFORD Boots by Drew in Dark Brown (Size 9 EEEE)

From Drew® - Rockford boots uniquely comfortable. These popular orthotic boots offer double the added depth complements of the two removable footbeds found in the patented Plus Fitting System®. Ideal for extra-thick orthotics, they accommodate for even... more

$306.99

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Men's ROCKFORD Boots by Drew in Dark Brown (Size 10 D)

Men's ROCKFORD Boots by Drew in Dark Brown (Size 10 D)

From Drew® - Rockford boots uniquely comfortable. These popular orthotic boots offer double the added depth complements of the two removable footbeds found in the patented Plus Fitting System®. Ideal for extra-thick orthotics, they accommodate for even... more

$299.99

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Men's ROCKFORD Boots by Drew in Dark Brown (Size 16 6E)

Men's ROCKFORD Boots by Drew in Dark Brown (Size 16 6E)

From Drew® - Rockford boots uniquely comfortable. These popular orthotic boots offer double the added depth complements of the two removable footbeds found in the patented Plus Fitting System®. Ideal for extra-thick orthotics, they accommodate for even... more

$306.99

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Men's ROCKFORD Boots by Drew in Dark Brown (Size 11 1/2 6E)

Men's ROCKFORD Boots by Drew in Dark Brown (Size 11 1/2 6E)

From Drew® - Rockford boots uniquely comfortable. These popular orthotic boots offer double the added depth complements of the two removable footbeds found in the patented Plus Fitting System®. Ideal for extra-thick orthotics, they accommodate for even... more

$306.99

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Men's ROCKFORD Boots by Drew in Dark Brown (Size 13 D)

Men's ROCKFORD Boots by Drew in Dark Brown (Size 13 D)

From Drew® - Rockford boots uniquely comfortable. These popular orthotic boots offer double the added depth complements of the two removable footbeds found in the patented Plus Fitting System®. Ideal for extra-thick orthotics, they accommodate for even... more

$299.99

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Men's ROCKFORD Boots by Drew in Dark Brown (Size 12 6E)

Men's ROCKFORD Boots by Drew in Dark Brown (Size 12 6E)

From Drew® - Rockford boots uniquely comfortable. These popular orthotic boots offer double the added depth complements of the two removable footbeds found in the patented Plus Fitting System®. Ideal for extra-thick orthotics, they accommodate for even... more

$306.99

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Men's ROCKFORD Boots by Drew in Dark Brown (Size 9 EE)

Men's ROCKFORD Boots by Drew in Dark Brown (Size 9 EE)

From Drew® - Rockford boots uniquely comfortable. These popular orthotic boots offer double the added depth complements of the two removable footbeds found in the patented Plus Fitting System®. Ideal for extra-thick orthotics, they accommodate for even... more

$306.99

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Men's ROCKFORD Boots by Drew in Dark Brown (Size 11 D)

Men's ROCKFORD Boots by Drew in Dark Brown (Size 11 D)

From Drew® - Rockford boots uniquely comfortable. These popular orthotic boots offer double the added depth complements of the two removable footbeds found in the patented Plus Fitting System®. Ideal for extra-thick orthotics, they accommodate for even... more

$299.99

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Men's ROCKFORD Boots by Drew in Dark Brown (Size 9 1/2 D)

Men's ROCKFORD Boots by Drew in Dark Brown (Size 9 1/2 D)

From Drew® - Rockford boots uniquely comfortable. These popular orthotic boots offer double the added depth complements of the two removable footbeds found in the patented Plus Fitting System®. Ideal for extra-thick orthotics, they accommodate for even... more

$299.99

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Men's MANSFIELD II Velcro® Strap Shoes by Drew in Brown Calf (Size 11 D)

Men's MANSFIELD II Velcro® Strap Shoes by Drew in Brown Calf (Size 11 D)

Drew® Mansfield II are casual, yet comfortable shoes 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

$230.99

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Men's MANSFIELD II Velcro® Strap Shoes by Drew in Brown Calf (Size 9 D)

Men's MANSFIELD II Velcro® Strap Shoes by Drew in Brown Calf (Size 9 D)

Drew® Mansfield II are casual, yet comfortable shoes 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

$230.99

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Men's Park Drew Shoe by Drew in Brown Leather (Size 11 1/2 M)

Men's Park Drew Shoe by Drew in Brown Leather (Size 11 1/2 M)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$239.99

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Men's ROCKFORD Boots by Drew in Dark Brown (Size 12 1/2 6E)

Men's ROCKFORD Boots by Drew in Dark Brown (Size 12 1/2 6E)

From Drew® - Rockford boots uniquely comfortable. These popular orthotic boots offer double the added depth complements of the two removable footbeds found in the patented Plus Fitting System®. Ideal for extra-thick orthotics, they accommodate for even... more

$306.99

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Men's Boulder Drew Shoe by Drew in Dark Brown (Size 8 1/2 4W)

Men's Boulder Drew Shoe by Drew in Dark Brown (Size 8 1/2 4W)

Drew® proudly presents the Boulder, a lower-cut version of the popular Rockford boot for men. The Boulder has double the added depth. Ideal for extra-thick orthotics, or extreme foot conditions. Waterproof leather upper and lining. And it's... more

$260.99

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Men's Boulder Drew Shoe by Drew in Dark Brown (Size 9 1/2 4W)

Men's Boulder Drew Shoe by Drew in Dark Brown (Size 9 1/2 4W)

Drew® proudly presents the Boulder, a lower-cut version of the popular Rockford boot for men. The Boulder has double the added depth. Ideal for extra-thick orthotics, or extreme foot conditions. Waterproof leather upper and lining. And it's... more

$260.99

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Men's BEXLEY II Slip-On Shoes by Drew in Brown Tumbled Leather (Size 16 D)

Men's BEXLEY II Slip-On Shoes by Drew in Brown Tumbled Leather (Size 16 D)

You'll love the comfort features in the Drew® Bexley II shoe. This new-and-improved lightweight version of the popular original offers twin gore stretch for better slip-on and slip-off comfort and fit. High-tech comfort features and firm heel... more

$209.99

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Men's ROCKFORD Boots by Drew in Dark Brown (Size 14 6E)

Men's ROCKFORD Boots by Drew in Dark Brown (Size 14 6E)

From Drew® - Rockford boots uniquely comfortable. These popular orthotic boots offer double the added depth complements of the two removable footbeds found in the patented Plus Fitting System®. Ideal for extra-thick orthotics, they accommodate for even... more

$306.99

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Wide Width Men's Dan Post 13" Cowboy Heel Boots by Dan Post in Tan (Size 11 W)

Wide Width Men's Dan Post 13" Cowboy Heel Boots by Dan Post in Tan (Size 11 W)

Full grain leather upper 13" shaft height Full leather lining Comfort cushion insole J Toe shape Cowboy style heel Leather outsole | Wide Width Men's Dan Post 13" Cowboy Heel Boots by Dan Post in Tan (Size 11 W) more

$224.99

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Men's Laredo 11" Contrast Stitch Wellington Boots by Laredo in Tan (Size 10 1/2 M)

Men's Laredo 11" Contrast Stitch Wellington Boots by Laredo in Tan (Size 10 1/2 M)

Laredo® 11" Contrast Stitch Wellington Boots. Waterproof leather foot 11" leather-like shaft Waterproof breathable membrane Removable comfort insert Broad round toe Dual density outsole Work heel Widths in M(D), W(EEE) | Men's Laredo 11" Contrast... more

$159.99

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Men's Laredo 11" Contrast Stitch Wellington Boots by Laredo in Tan (Size 8 1/2 M)

Men's Laredo 11" Contrast Stitch Wellington Boots by Laredo in Tan (Size 8 1/2 M)

Laredo® 11" Contrast Stitch Wellington Boots. Waterproof leather foot 11" leather-like shaft Waterproof breathable membrane Removable comfort insert Broad round toe Dual density outsole Work heel Widths in M(D), W(EEE) | Men's Laredo 11" Contrast... more

$159.99

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Men's JUMP Sneakers by Drew in Brown Leather (Size 10 EE)

Men's JUMP Sneakers by Drew in Brown Leather (Size 10 EE)

You can't help but embrace the casual cool comfort of the Drew® men's Jump. These twin gore slip-on sneakers have all the comfort features Drew is famous for including the Plus Fitting System® - two removable footbeds for added or double depth.... more

$155.99

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Men's Jackson Drew Shoe by Drew in Brown Leather (Size 7 1/2 6E)

Men's Jackson Drew Shoe by Drew in Brown Leather (Size 7 1/2 6E)

One step into this slip-on clog, and you'll feel like you're walking on clouds. Great-looking tumbled leathers make Drew® Jackson the most requested clog in the industry. These Drew men's shoes define quality, comfort, support and stability. Drew... more

$196.99

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Wide Width Men's Park Drew Shoe by Drew in Brown Leather (Size 9 W)

Wide Width Men's Park Drew Shoe by Drew in Brown Leather (Size 9 W)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$246.99

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Wide Width Men's Delaware Drew Shoe by Drew in Brown Suede (Size 10 1/2 W)

Wide Width Men's Delaware Drew Shoe by Drew in Brown Suede (Size 10 1/2 W)

The Delaware by Drew® is a classic Men's wingtip oxford designed from the finest suede leathers. Created with distinctive accents - superior leather and Drilex® lining, steel shank and firm heel counter. Delaware provides the perfect fit, stability,... more

$189.99

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Men's Delaware Drew Shoe by Drew in Brown Suede (Size 9 4W)

Men's Delaware Drew Shoe by Drew in Brown Suede (Size 9 4W)

The Delaware by Drew® is a classic Men's wingtip oxford designed from the finest suede leathers. Created with distinctive accents - superior leather and Drilex® lining, steel shank and firm heel counter. Delaware provides the perfect fit, stability,... more

$189.99

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