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Men's Bootcut Clothing

Walker Glen Plaid Bootcut Trouser Pants

Hudson Jeans Walker Glen Plaid Bootcut Trouser Pants

Current Price $275

Walker Cotton Trouser Pants

Hudson Jeans Walker Cotton Trouser Pants

Current Price $275

Sune Bootcut Pants

STOCKHOLM SURFBOARD CLUB Sune Bootcut Pants

Current Price $390

Walker Track Bootcut Jeans (Henderson)

Hudson Jeans Walker Track Bootcut Jeans (Henderson)

Current Price $295

Lancer Ripped Knee Bootcut Jeans

PURPLE BRAND Lancer Ripped Knee Bootcut Jeans

Current Price $220

Walker Kick Flare Jeans (Raven)

Hudson Jeans Walker Kick Flare Jeans (Raven)

Current Price $225

Raw Bootcut Jeans (Rinsed Black)

mnml Raw Bootcut Jeans (Rinsed Black)

Current Price $88

Carlson Bootcut Pants

OUR LEGACY Carlson Bootcut Pants

Current Price $258

Previous Price $430

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Polo Winter Olympics collection.

Polo Winter Olympics collection.

Team USA Collection

Sporty graphics, bold color-blocking and heritage motifs in America's signature palette unite, celebrating Team USA's road to the Winter Games.

Shop Team USA Collection Shop Ralph Lauren

Texoma Distressed Release Hem Bootcut Jeans (Vintage Wash)

MIDNIGHT RODEO Texoma Distressed Release Hem Bootcut Jeans (Vintage Wash)

Current Price $450

Western Bootcut Jeans (Nightfall)

Wrangler Western Bootcut Jeans (Nightfall)

Current Price $79

Craig Relaxed Fit Bootcut Jeans (Indigo)

Silver Jeans Co. Craig Relaxed Fit Bootcut Jeans (Indigo)

Current Price $94

Frayed Hem Velvet Bootcut Pants

MIDNIGHT RODEO Frayed Hem Velvet Bootcut Pants

Current Price $240

Previous Price $400

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M2 Relaxed Stirling Bootcut Jeans (Shasta) (Regular & Tall)

New!

Ariat M2 Relaxed Stirling Bootcut Jeans (Shasta) (Regular & Tall)

Current Price $89.95

Men's Baggy Bootcut Jean

New!

Cotton On Men's Baggy Bootcut Jean

Current Price $69.99 to $79.99

Lenny 603 Bootcut Jeans (Scribble) (Regular & Big)

Cult of Individuality Lenny 603 Bootcut Jeans (Scribble) (Regular & Big)

Current Price $229

Billy Flap Relaxed Bootcut Jeans (Seagrass) (Regular & Big)

True Religion Billy Flap Relaxed Bootcut Jeans (Seagrass) (Regular & Big)

Current Price $99

Billy Flap Relaxed Bootcut Jeans (Warm Hearth Rinse Wash) (Regular & Big)

True Religion Billy Flap Relaxed Bootcut Jeans (Warm Hearth Rinse Wash) (Regular & Big)

Current Price $99

Walker Cotton Twill Trouser Pants

Hudson Jeans Walker Cotton Twill Trouser Pants

Current Price $245

Lucca Ripped Knee Fade Bootcut Jeans

New!

PURPLE BRAND Lucca Ripped Knee Fade Bootcut Jeans

Current Price $295

Lenny 603 Bootcut Jeans (Regular & Plus)

Cult of Individuality Lenny 603 Bootcut Jeans (Regular & Plus)

Current Price $199

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M4 Relaxed Bootcut Jeans (Scoundrel) (Big & Tall)

New!

Ariat M4 Relaxed Bootcut Jeans (Scoundrel) (Big & Tall)

Current Price $89.95

Fitted Low Rise Bootcut Jeans

Balenciaga Fitted Low Rise Bootcut Jeans

Current Price $697.50

Previous Price $1,550

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Bootcut Jeans (Bright Blue)

JW Anderson Bootcut Jeans (Bright Blue)

Current Price $297.50

Previous Price $595

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Billy Super T Flap Relaxed Bootcut Jeans (Midnight Serenade) (Regular & Big)

True Religion Billy Super T Flap Relaxed Bootcut Jeans (Midnight Serenade) (Regular & Big)

Current Price $169

Bolan Banana Zip Raw Hem Jeans

Rick Owens Bolan Banana Zip Raw Hem Jeans

Current Price $1,545

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Walker Cotton Twill Trouser Pants

Hudson Jeans Walker Cotton Twill Trouser Pants

Current Price $245

Billy Big T Flap Relaxed Bootcut Jeans (2SB Black Rinse) (Regular & Big)

True Religion Billy Big T Flap Relaxed Bootcut Jeans (2SB Black Rinse) (Regular & Big)

Current Price $139

Lenny Graffiti Bootcut 603 Jeans (Finn Graffiti) (Regular & Big)

Cult of Individuality Lenny Graffiti Bootcut 603 Jeans (Finn Graffiti) (Regular & Big)

Current Price $275

Taylor Organic Cotton Wide Leg Pocketed Pant

New!

Lezat Taylor Organic Cotton Wide Leg Pocketed Pant

Current Price $85.80

Lenny 603 Bootcut Jeans (Renaissance) (Regular & Big)

Cult of Individuality Lenny 603 Bootcut Jeans (Renaissance) (Regular & Big)

Current Price $299

Walker Kick Flare Jeans (Eclipse)

Hudson Jeans Walker Kick Flare Jeans (Eclipse)

Current Price $235

Bootcut Jeans

mnml Bootcut Jeans

Current Price $74

Craig Classic Fit Bootcut Jeans (Regular & Tall)

Silver Jeans Co. Craig Classic Fit Bootcut Jeans (Regular & Tall)

Current Price $104

Lenny 603 Bootcut Jeans (Tiger) (Regular & Big)

Cult of Individuality Lenny 603 Bootcut Jeans (Tiger) (Regular & Big)

Current Price $229

Rider Cut Flare LegJeans (Creased Black Wash)

Séfr Rider Cut Flare LegJeans (Creased Black Wash)

Current Price $174

Previous Price $290

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Bootcut Jeans (Ravens Rock)

Devil-Dog Dungarees Bootcut Jeans (Ravens Rock)

Current Price $99

Relaxed Bootcut Jeans

LEVEL 7 Relaxed Bootcut Jeans

Current Price $98

Bias Waxed Bootcut Jeans (Black Wax)

Rick Owens DRKSHDW Bias Waxed Bootcut Jeans (Black Wax)

Current Price $985

Lenny 603 Bootcut Jeans (Graffiti)

Cult of Individuality Lenny 603 Bootcut Jeans (Graffiti)

Current Price $279

Bootcut Jeans (Stone Wash Black)

mnml Bootcut Jeans (Stone Wash Black)

Current Price $74

Lenny 603 Coated Bootcut Jeans (Black Coated)

Cult of Individuality Lenny 603 Coated Bootcut Jeans (Black Coated)

Current Price $199

Wool Blend Cargo Pants

Bugatchi Wool Blend Cargo Pants

Current Price $250

Lenny 603 Bootcut Jeans (Swirl)

Cult of Individuality Lenny 603 Bootcut Jeans (Swirl)

Current Price $229

Lenny Bootcut Jeans (Abyss) (Regular & Big)

Cult of Individuality Lenny Bootcut Jeans (Abyss) (Regular & Big)

Current Price $229

Josh Bootcut Jeans (Mid Shaded Stanford)

Mavi Jeans Josh Bootcut Jeans (Mid Shaded Stanford)

Current Price $98

Clint Bootcut Jeans (10 Years Raymond)

AG Clint Bootcut Jeans (10 Years Raymond)

Current Price $255

Man wearing a puffer, pants and boots.

Man wearing a puffer, pants and boots.

Peak Performance

Stay warm in Stone Island and more—winter styles built for every cold-weather adventure.

Men's Cold Weather Men's Coats & Jackets

Lenny Bootcut 603 Jeans (Bracken) (Regular & Big)

Cult of Individuality Lenny Bootcut 603 Jeans (Bracken) (Regular & Big)

Current Price $229

Craig Relaxed Fit Bootcut Jeans (Bennet)

Silver Jeans Co. Craig Relaxed Fit Bootcut Jeans (Bennet)

Current Price $98

Craig Bootcut Jeans (Mayfair)

New!

Silver Jeans Co. Craig Bootcut Jeans (Mayfair)

Current Price $94

Fog Bootcut Jeans

STOCKHOLM SURFBOARD CLUB Fog Bootcut Jeans

Current Price $430

Clint Bootcut Jeans (19 Years Mobius)

AG Clint Bootcut Jeans (19 Years Mobius)

Current Price $245

Billy Flap Bootcut Jeans

True Religion Billy Flap Bootcut Jeans

Current Price $184

Fog Nonstretch Bootcut Jeans

STOCKHOLM SURFBOARD CLUB Fog Nonstretch Bootcut Jeans

Current Price $222

Previous Price $370

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Billy Super T Flap Relaxed Bootcut Jeans (Ericcson PL) (Regular & Big)

True Religion Billy Super T Flap Relaxed Bootcut Jeans (Ericcson PL) (Regular & Big)

Current Price $169

Texoma Waxed Denim Jeans

MIDNIGHT RODEO Texoma Waxed Denim Jeans

Current Price $550

M2 Grayson Bootcut Jeans (Fargo) (Regular & Tall)

New!

Ariat M2 Grayson Bootcut Jeans (Fargo) (Regular & Tall)

Current Price $89.95

Easy Rider Bootcut Jeans (Glimmer)

Lucky Brand Easy Rider Bootcut Jeans (Glimmer)

Current Price $99

Originals Bootcut Carpenter Jeans

GUESS ORIGINALS Originals Bootcut Carpenter Jeans

Current Price $128

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Lenney Bootcut Jeans (Antq Faded Blue Heron Restored) (Regular & Tall)

G-STAR Lenney Bootcut Jeans (Antq Faded Blue Heron Restored) (Regular & Tall)

Current Price $180

Jace Slim Bootcut Jeans (Acton) (Big)

Silver Jeans Co. Jace Slim Bootcut Jeans (Acton) (Big)

Current Price $104

70s Relaxed Bootcut Jeans (Mid Indigo)

New!

Fear of God 70s Relaxed Bootcut Jeans (Mid Indigo)

Current Price $845

Billy Super T Jacquard Relaxed Bootcut Jeans (Body Rinse) (Regular & Big)

True Religion Billy Super T Jacquard Relaxed Bootcut Jeans (Body Rinse) (Regular & Big)

Current Price $184

Bootcut Jeans (Carvers Creek) (Regular & Tall)

Devil-Dog Dungarees Bootcut Jeans (Carvers Creek) (Regular & Tall)

Current Price $99

M4 Boundary Bootcut Jean (Gulch) (Regular & Tall)

New!

Ariat M4 Boundary Bootcut Jean (Gulch) (Regular & Tall)

Current Price $89.95

Wallet Bootcut Trousers

Martine Rose Wallet Bootcut Trousers

Current Price $901

Boot Cut Performance Stretch Jeans (Clayton)

Devil-Dog Dungarees Boot Cut Performance Stretch Jeans (Clayton)

Current Price $99

Bootcut Jeans (Medium Wash)

Johnston & Murphy Bootcut Jeans (Medium Wash)

Current Price $129.50

Craig Bootcut Jeans (Regular & Tall)

Silver Jeans Co. Craig Bootcut Jeans (Regular & Tall)

Current Price $108

Clint Bootcut Jeans (8 Years Roca)

AG Clint Bootcut Jeans (8 Years Roca)

Current Price $265