DIG IT 103

28% off

Planet Cowboy

Classic Cowboy in Chocolate

$395.00$550.00

Planet Cowboy

Cookies and Cream

(1)

62% off

The Cadillac Cowgirl

Planet Cowboy Cookies N' Cream Wingtip Boots

(1)

$200.00$525.00

Boot Country

Cowtown | Men's Black Alligator Print Square Toe Boot

(1)

$169.99

The brown Python cowboy boots are genuine leather, featuring a square toe, brown python print vamp, brown embroidered shaft and rubber heel.

44% off

Rock'em

Python Square Toe Cowboy Boot

(5)

$99.99$179.99

15% off

Rock'em

Bruce Python Square Toe Cowboy Boot

(2)

$152.99$179.99

Planet Cowboy

Tall Lime and White Wingtip

$695.00

44% off

Joe Boots

Men's Python J Toe Cowboy Boots

(2)

$169.00$299.99

Dingo1969

WORKHORSE LEATHER BOOT

$169.95

Gomez Western Wear

Tanner Python Boots - Matte Black - Square Toe (PN30)

(3)

$309.99

Gomez Western Wear

Fresno Shedron Cowboy Boots - Square Toe (E461)

Trend watch: the '90s slip

Silky midis, maxis, and skirts

Wild West Men's Black Square Toe Chelsea Western Boot

Exclusive offer available

VAQUERO BOOTS

Wild West Men's Black Chelsea Western Boots Square Toe

$169.99

Agave Boots

Cowboy Boot Phyton Black Matte

(5)

$149.99

Planet Cowboy

DIG IT 104

Planet Cowboy

Classic Cowboy in Tan

(1)

Planet Cowboy

'Lil Wings

Single boot studio shot of the Wild West men's black leather J-toe cowboy boot showing the pebbled leather texture and 13" shaft.

Exclusive offer available

VAQUERO BOOTS

Wild West Men's Black J-Toe Cowboy Boots

$229.99

Planet Cowboy

Sandy

Gomez Western Wear

Sierra Fawn Cowboy Boots - Square Toe (E917)

(1)

Comfrt

4.8

(492.5K)

Planet Cowboy

Bugged Out

(2)

$565.00

Wild West Men's Nubuck Black Square Toe Chelsea Cowboy Boot

Exclusive offer available

VAQUERO BOOTS

Wild West Men's Nubuck Black Chelsea Cowboy Boots Square Toe

$169.99

Gomez Western Wear

Ostrich Black Cowboy Boots - Embossed Leather - Square Toe (E424)

Exclusive offer available

Wild West Boot Store

Cowtown Men's Black Elephant Leather Square Toe Western Boots Q837

(1)

$279.97$399.95

Dingo Ranger DI-131 Mens Brown Extra Wide Leather Cowboy Western Boots

69% off

Ruze Shoes

Dingo Ranger DI-131 Mens Brown Extra Wide Leather Cowboy Western Boots

$57.99$189.95

Planet Cowboy

Anaconda Boot

$1,095.00

Gomez Western Wear

Tanner Python Boots - Natural - Square Toe (PN30)

(1)

$309.99

20% off

Joe Boots

Men's Alligator Leather Square Toe Cowboy Boots

(5)

$159.00$199.99

BHHB

4.9

(43)

Planet Cowboy

Tan Maddog

$895.00

Planet Cowboy

Tall Wingtip

$695.00

Men's handmade distressed black cowhide leather cowboy boots. Black lining. 10" height. Square toe. 1 1/2" heel. Distressed black leather sole.

Boot Star USA

Jackson Western in Distressed Black

(2)

$450.00

31% off

Joe Boots

Men's Braided Square Toe Cowboy Boots

$179.00$259.00

Boot Country

Cowtown | Men's Python Boots

$239.99

The Renegate Python boot in matte brown featuring a black pirarucu fish print vamp, tan leather shaft with embroidery, a square toe, and leather sole.

50% off

Rock'em

Renegate Python Square Toe Cowboy Boot

$99.99$199.99

Prado's Bootware

Men's Cowboy Boots (0063) - 12" Rodeo Toe Black Deer-hide Leather Western Stitching

$136.00

15% off

Painted Cowgirl Western Store

Durango Men's Rebel Pro Dark Brown Square Toe Cowboy Boots DDB0393

$169.95$199.95

33% off

Agave Boots

Cowboy Boot Black Phyton

(4)

$99.99$149.99

Planet Cowboy

Biscuit Love

Planet Cowboy

It's All Red

Planet Cowboy

Dwight Boots

(1)

$925.00

Gomez Western Wear

Boney Cowboy Boots - Clayton Honey - Roper Toe (TS203)

$289.99

Wild West Men's Matte Black Pirarucu Square Toe Cowboy Boot

Exclusive offer available

VAQUERO BOOTS

Wild West Men's Matte Black Pirarucu Cowboy Boots Square Toe

$579.99

Planet Cowboy

DIG IT 101

Planet Cowboy

Hitchman

$449.00

Planet Cowboy

Black Antique Tooled Tip City Boot

$1,695.00

Wide-leg jeans edit

Dark washes, ecru, and crops.

31% off

BootsPlusMore

Dingo Di852-BLA Mens Dodge City Cowboy Black Leather Snip Toe Boot

(2)

$124.95$179.95

Gomez Western Wear

Barcelona Black Cowboy Boots - Square Toe (E422)

Dingo Ranger DI-131 Mens Brown Wide Leather Pull On Cowboy Western Boots

69% off

Ruze Shoes

Dingo Ranger DI-131 Mens Brown Extra Wide Leather Cowboy Western Boots

$57.99$189.95

BootsPlusMore

Dingo Di140–Black Men’s Saw Buck Western Boot – Classic Cowboy Style

$129.95

74% off

Ruze Shoes

Dingo Ranger DI-131 Mens Brown Leather Pull On Cowboy Western Boots

$49.99$189.95

31% off

BootsPlusMore

Dingo Di852-BRO Mens Dodge City Cowboy Brown Leather Snip Toe Boot

(1)

$124.95$179.95

Mens Frontier Disco Man Sunset Brown 11In Orange Cowhide Top Cowboy Boot

42% off

NRS

Justin Boot Company Mens Frontier Disco Man Sunset Brown 11In Orange Cowhide Top Cowboy Boot

$126.93$219.95

Light Brown men's square toe cowboy boots

Exclusive offer available

VAQUERO BOOTS

Men's Cowboy Boots Square Toe

(1)

$239.99

Planet Cowboy

Nubuck with Teju Tip Men's Cosner

$1,595.00

Men's Cowtown Alligator Print Boots Q6096

Crazy House Western Wear

Cowtown Men's Alligator Print Square Toe Boots Q6096

Exclusive offer available

D & D Outfitters

1803 - RockinLeather Men's Mad Dog Cowhide Western Boot With Square Toe

(1)

$189.95$239.95

Planet Cowboy

DIG IT 106

Planet Cowboy

Black Zipper Boot

$850.00

Planet Cowboy

Midnight Cowgirl

Boot Country

Cowtown | Men's Natural Python Back Cut Square Toe Boots

$219.98

Gomez Western Wear

Cheyenne Black Cowboy Boots - Slip-Resistant Sole - Rodeo Toe (E28)

Planet Cowboy

The Beave

$565.00

Planet Cowboy

Affogato

78% off

Ruze Shoes

Dingo Ranger DI-131 Mens Brown Leather Pull On Cowboy Western Boots

$40.99$189.95

Gomez Western Wear

Ostrich Bone Cowboy Boots - Embossed Leather - Square Toe (E424)

How to style: fall layers

Blazers, button-ups, and ponte bottoms.

44% off

Rock'em

Bruce Shelby Python Square Toe Cowboy Boot

$99.99$179.99

Planet Cowboy

Weathered Buffalo

$1,325.00

Planet Cowboy

Lines on the Highway

$565.00

50% off

Texas Boot Ranch

Black Leather Boots - Square Toe

$149.99$300.00

Boot Star USA

Sunset Western in Black Cherry

$595.00

Planet Cowboy

Women's DIG IT 107

$349.00

Planet Cowboy

Molurus Python Boot

$1,395.00

Gomez Western Wear

Cheyenne Black Cowboy Boots - Square Toe (E29)

(1)

Gomez Western Wear

Python Natural Cowboy Boots - Embossed Leather - Square Toe (E913)

$234.99

Wild West men's black leather square toe cowboy boot with intricate stitching on a white background.

Exclusive offer available

VAQUERO BOOTS

Wild West Men's Black Cowboy Boot Pull-Up Square Toe

$239.99

36% off

Gomez Western Wear

Alligator Hornback Black Boots - Embossed Leather - Square Toe (E911)

$160.99$249.99

Planet Cowboy

Black Ranch Smooth Zorro

$1,350.00

33% off

Agave Boots

Cowboy Boot Black Python

(1)

$99.99$149.99

33% off

Agave Boots

Cowboy Boot Black Python

$99.99$149.99

Country View Western Store

Men's Cowtown Men’s Square Toe Python Boot Q818

$264.95

Quincy men's light brown tooled square toe cowboy boot with intricate embossing on a light gray background.

Exclusive offer available

VAQUERO BOOTS

Men's Tan Tooled Print Cowboy Boots Square Toe

(3)

Planet Cowboy

Distressed Vintage Black Nubuck Zorro

$1,195.00

44% off

Rock'em

Brandon Square Toe Cowboy Boot

(1)

$99.99$179.99

Rock'em

Bruce Shelby Pirarucu Square Toe Cowboy Boot

(1)

Gomez Western Wear

Sierra Fawn Cowboy Boots - Narrow Square Toe (E906)