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    Best Seller
    Nine West Shoes | 9west American Vintage Leather Slouch Brown Boot | Color: Brown/Tan | Size: 7.5

    Nine West Shoes | 9west American Vintage Leather Slouch Brown Boot | Color: Brown/Tan | Size: 7.5

    9west American Vintage Leather Slouch Brown Boot D~5 more

    $18.00

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    Free People Shoes | Free People Black Mel Slouch Boots 6.5 | Color: Black/Brown | Size: 6.5

    Free People Shoes | Free People Black Mel Slouch Boots 6.5 | Color: Black/Brown | Size: 6.5

    Sz 6.5 Strap Is Broken On One Shoe (Pictured) Both In Great Condition Retails For $260+ Style No. 82785783; Color Code: 001 Step It Up With These Major Ankle Boots, Featuring A Layered, Chunky Platform Sole With Slouchy Leather Uppers For A Lived-In... more

    $137.00

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    Best Seller
    Free People Shoes | Free People Nwob Mel Slouch Boot 7 | Color: Cream | Size: 7

    Free People Shoes | Free People Nwob Mel Slouch Boot 7 | Color: Cream | Size: 7

    Cream Msrp $268 New Without Box Step It Up With These Major Ankle Boots, Featuring A Layered, Chunky Platform Sole With Slouchy Leather Uppers For A Lived-In Look. Features: Ankle Length, Pull-On Style, Leather Uppers, Slouchy Design, Dipped Topline,... more

    $125.00

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    Remington Boot

    Remington Boot

    Men's Vintage Foundry Remington Boot - Blue - Casual boots Elevate your casual ensemble with the Remington Boot from Vintage Foundry Co. Combining textile and leather for a unique touch, these boots boast an EVA cushioned footbed and rubber sole,... more

    $109.99

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    Martin Chelsea Boot

    Martin Chelsea Boot

    Men's Vintage Foundry Martin Chelsea Boot - Black - Casual boots Discover the epitome of sophistication with the Martin Chelsea Boot from Vintage Foundry Co. Crafted from supple, burnished leather, these boots feature an EVA cushioned footbed and a... more

    $119.99

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    Flint Boot

    Flint Boot

    Men's Vintage Foundry Flint Boot - Black - Casual boots Discover refined sophistication with the Flint Boot from Vintage Foundry Co. Featuring intricate wingtip detailing, a blend of leather and textile, an EVA cushioned footbed, and a rubber sole,... more

    $199.99

    FREE shipping

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    Free People Shoes | Free People Mel Slouch Boot Size 8 1/2 | Color: Tan | Size: 8.5

    Free People Shoes | Free People Mel Slouch Boot Size 8 1/2 | Color: Tan | Size: 8.5

    Free People Mel Slouch Boot Size 8 1/2 Step It Up With These Major Ankle Boots, Featuring A Layered, Chunky Platform Sole With Slouchy Leather Uppers For A Lived-In Look. Features: Ankle Length, Pull-On Style, Leather Uppers, Slouchy Design, Dipped... more

    $180.00

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    Free People Shoes | Free People Emma Rusche Slouch Boots | Color: Red | Size: 8

    Free People Shoes | Free People Emma Rusche Slouch Boots | Color: Red | Size: 8

    New Without Box Free People Emma Ruche Boots, Size 38.5 Us 8. Leather Upper. Leather Lining And Insole. Mid Calf-Length. Zipper Closure. Ruched Detailing. Chunky Heel. Round Toe. Synthetic Outsole. Made In Portugal. Offers Always Welcomed And Considered more

    $100.00

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    Free People Shoes | Free People Mel Slouch Boots | Color: Black | Size: 8.5

    Free People Shoes | Free People Mel Slouch Boots | Color: Black | Size: 8.5

    Only Worn Once And Missed Return Window. Perfect Condition Step It Up With These Major Ankle Boots, Featuring A Layered, Chunky Platform Sole With Slouchy Leather Uppers For A Lived-In Look Features: Ankle Length, Pull-On Style, Leather Uppers, Slouchy... more

    $200.00

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    Nine West Shoes | 9 West Slouch Boots | Color: Tan | Size: 10

    Nine West Shoes | 9 West Slouch Boots | Color: Tan | Size: 10

    Size 10m Made In Brazil Vintage Pull On Boots From The 80’s With Back Lace Up Look. Heels Are 4” With New Sole’s & Heel Taps. Leather Is Very Soft. more

    $119.00

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    Free People Shoes | Free People Essential Slouch Tall Leather Boot Final Price | Color: Black | Size: 9.5

    Free People Shoes | Free People Essential Slouch Tall Leather Boot Final Price | Color: Black | Size: 9.5

    Condition: New Without Tag Details: From A Pet & Smoke Free Home Size 39.5 = U.S 9.5 True To Size No Box Any Marks On The Heel Are Normal And Part Of The Uniquness And Vintage Worn In Look Of The Boot Effortlessly Outshine In These So Stunning Boots,... more

    $131.00

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    Free People Shoes | Free People Leather Slouch Boot | Color: Red | Size: Various

    Free People Shoes | Free People Leather Slouch Boot | Color: Red | Size: Various

    If You Like: Chic Summer Spring Boho Hippie 60's 90's 70's Beachy Western Pool Coachella Festival Birthday Gift Resort Bohemian Retro Vintage Johnny Was Vacation Gypsy Spell Vici Arnhem Anthro Anthropologie Madewell Free People Faithful Love Lemons... more

    $384.00

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    Free People Shoes | Free People Essential Slouch Tall Leather Boot Final Price | Color: Black | Size: 6

    Free People Shoes | Free People Essential Slouch Tall Leather Boot Final Price | Color: Black | Size: 6

    Condition: New Without Tag Details: From A Pet & Smoke Free Home Size 36 = U.S 6 True To Size No Box Any Marks On The Heel Are Normal And Part Of The Uniquness And Vintage Worn In Look Of The Boot Effortlessly Outshine In These So Stunning Boots,... more

    $146.00

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    Free People Shoes | Free People Bone White Cream & Black Leather James Chelsea Chunky Heeled Boot 9 | Color: Cream/White | Size: 9

    Free People Shoes | Free People Bone White Cream & Black Leather James Chelsea Chunky Heeled Boot 9 | Color: Cream/White | Size: 9

    Worn Once(Small Scuffs Pictured) Size 9 (Runs A Little Small) Free People Off-White Beige Heeled Boot. Casual Combat Boot Boho Look. Super Cute Ask Qs/ Make Offers Tags: Aesthetic, Vintage, Y2k, 90s, 80s, 70s, 60, 1940s, Retro, Boutique, Depop,... more

    $198.00

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    Gucci Shoes | Gucci & Tom Ford Collab Leather Chunky Motorcycle Boot | Color: Black | Size: 6.5

    Gucci Shoes | Gucci & Tom Ford Collab Leather Chunky Motorcycle Boot | Color: Black | Size: 6.5

    Gucci & Tom Ford Authentic Collab Chunky Leather Motorcycle Boot Aw99 Size 6 1/2 Measures Ten Inches Across There Are Vintage And Hard To Find They Don’t Make Them Anymore I’m Almost Perfection Condition Message Me Any Questions more

    $800.00

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    Remington Boot

    Remington Boot

    Men's Vintage Foundry Remington Boot - Black - Casual boots Elevate your casual ensemble with the Remington Boot from Vintage Foundry Co. Combining textile and leather for a unique touch, these boots boast an EVA cushioned footbed and rubber sole,... more

    $109.99

    FREE shipping

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    Darwin Chelsea Boot

    Darwin Chelsea Boot

    Men's Vintage Foundry Darwin Chelsea Boot - Black - Casual boots Add an elegant twist to your everyday wear with the Darwin Chelsea boot from Vintage Foundry. Premium leather construction stays sleek in the pull-on boot, designed with comfortable... more

    $109.99

    FREE shipping

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    Seth Boot

    Seth Boot

    Men's Vintage Foundry Seth Boot - Brown - Casual boots The Vintage Foundry Seth boot is charming in every way. Be it the supple suede or the interesting leather cap toe and heel counter, you'll never fail to impress in the lace-up boot. Suede & leather... more

    $109.99

    FREE shipping

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    Remington Boot

    Remington Boot

    Men's Vintage Foundry Remington Boot - Black - Casual boots The Remington boot from Vintage Foundry never runs out of style. Be it the artistic craftsmanship, a hint of vintage flair reflecting in its burnished toe, or the subtle texture on its sleek... more

    $109.99

    FREE shipping

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    Flint Boot

    Flint Boot

    Men's Vintage Foundry Flint Boot - Brown - Casual boots Discover refined sophistication with the Flint Boot from Vintage Foundry Co. Featuring intricate wingtip detailing, a blend of leather and textile, an EVA cushioned footbed, and a rubber sole,... more

    $199.99

    FREE shipping

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    Martin Chelsea Boot

    Martin Chelsea Boot

    Men's Vintage Foundry Martin Chelsea Boot - Brown - Casual boots Discover the epitome of sophistication with the Martin Chelsea Boot from Vintage Foundry Co. Crafted from supple, burnished leather, these boots feature an EVA cushioned footbed and a... more

    $119.99

    FREE shipping

    go to store
    Martin Chelsea Boot

    Martin Chelsea Boot

    Men's Vintage Foundry Martin Chelsea Boot - Brown - Formal boots Discover the epitome of sophistication with the Martin Chelsea Boot from Vintage Foundry Co. Crafted from supple, burnished leather, these boots feature an EVA cushioned footbed and a... more

    $119.99

    FREE shipping

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    Lornell Chukka Boot

    Lornell Chukka Boot

    Men's Crown Vintage Lornell Chukka Boot - Brown - Casual boots After the dog days of summer, sometimes cooler weather isn't just a want, it's a need. You're missing hot coffee, brisk mornings, and your rotation of chunky knits. You check the... more

    $59.99

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    Coach Shoes | Coach Irina Black Leather Bootie 7.5 B/Vintage Coach Italian Made Ankle Boots | Color: Black | Size: 7.5

    Coach Shoes | Coach Irina Black Leather Bootie 7.5 B/Vintage Coach Italian Made Ankle Boots | Color: Black | Size: 7.5

    These Coach Irina Black Leather Boots Will Be Your Fall Favorite! On-Trend Chunky 2" Heel, Almond Toe And Mid-Calf Height. Footbed Is Cushioned And Sole Has Fantastic Traction. Amazing Coach Quality And Detailing. No Flaws Made In Italy Side Zip Bootie... more

    $80.00

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    Free People Shoes | Free People Carrera Leather Criss Cross Strap Heeled Ankle Boot Vintage Tan | Color: Brown/Tan | Size: 10

    Free People Shoes | Free People Carrera Leather Criss Cross Strap Heeled Ankle Boot Vintage Tan | Color: Brown/Tan | Size: 10

    Free People The Carrera Bootie Heeled Ankle Boot In Vintage Tan Brown. Genuine Leather With Texture Details. Western Boho Cowboy Country Texas Rodeo Style. Crisscrossed Straps Back Zip Closure. Chunky Stacked Heel. Leather Upper And Lining/Synthetic... more

    $45.00

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    Free People Shoes | Free People Carrera Bootie Woven Ankle Boots Vintage Tan Leather Size 38 Us 7.5 | Color: Tan | Size: 7.5

    Free People Shoes | Free People Carrera Bootie Woven Ankle Boots Vintage Tan Leather Size 38 Us 7.5 | Color: Tan | Size: 7.5

    Brand: Free People Carrera Bootie Woven Ankle Boots Vintage Tan Leather Size 38 Us 7.5 - Round Toe - Partially Caged Silhouette - Woven Detail - Back Zip Closure - Lightly Padded Footbed - Chunky Block Heel - Approx. 4" Shaft Height, 9" Opening... more

    $54.00

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    Free People Shoes | Fp Hanley Leather Ankle Tan Gray Chunky Heel Pull | Color: Gray/Tan | Size: Various

    Free People Shoes | Fp Hanley Leather Ankle Tan Gray Chunky Heel Pull | Color: Gray/Tan | Size: Various

    Free People Hanley Leather Style Frayed Vintage Aged Ankle Boot Chunky Big Stacked Heels Tan Gray Wide Heel Pull On Boots Leather Upper Elasticated Insertions Ankle Booties Crop Boots Distressed Frayed Worn Out Styled Wide Chunky Heel Engraved Antique... more

    $77.00

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    Free People Shoes | Free People Channing Moto Boots Size 38 | Color: Red/Tan | Size: 8

    Free People Shoes | Free People Channing Moto Boots Size 38 | Color: Red/Tan | Size: 8

    Stand Out In These So Bold Over-The-Knee Boots Featured In An Edgy Leather Moto Style That Slouches At The Ankle And Fits Slim To The Leg. Chunky Sole Cushioned Insole Side Zipper Closure Fp Collection Artisan Crafted From Fine Leathers And Premium... more

    $250.00

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    Free People Shoes | Free People Channing Moto Boots Size 40 | Color: Black | Size: 10

    Free People Shoes | Free People Channing Moto Boots Size 40 | Color: Black | Size: 10

    Stand Out In These So Bold Over-The-Knee Boots Featured In An Edgy Leather Moto Style That Slouches At The Ankle And Fits Slim To The Leg. Chunky Sole Cushioned Insole Side Zipper Closure Fp Collection Artisan Crafted From Fine Leathers And Premium... more

    $250.00

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    Free People Shoes | Free People Channing Moto Boots | Color: Black | Size: 8

    Free People Shoes | Free People Channing Moto Boots | Color: Black | Size: 8

    New Without Tags Stand Out In These So Bold Over-The-Knee Boots Featured In An Edgy Leather Moto Style That Slouches At The Ankle And Fits Slim To The Leg. Chunky Sole Cushioned Insole Side Zipper Closure Fp Collection Artisan Crafted From Fine... more

    $250.00

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    Free People Shoes | Free People Carrera Boots 8 | Color: Tan | Size: 8

    Free People Shoes | Free People Carrera Boots 8 | Color: Tan | Size: 8

    Store Closing. Brand New, 100% Authentic Free People 'Carrera' Bootie Boots. Retail: $198 Free People 'Carrera' Bootie Boots . Crisscrossed Straps Heighten The Vintage Aesthetic Of A Caged Bootie Crafted From Weathered Leather And Lifted By A Chunky... more

    $84.00

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    Free People Shoes | Free People James Chelsea Boots | Color: Black | Size: Various

    Free People Shoes | Free People James Chelsea Boots | Color: Black | Size: Various

    *New Free People James Chelsea Boots Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Vintage Esthetic. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look.... more

    $138.00

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    Free People Shoes | Free People James Chelsea Boots | Color: Green/Tan | Size: 8

    Free People Shoes | Free People James Chelsea Boots | Color: Green/Tan | Size: 8

    *New Free People James Chelsea Boots Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Vintage Esthetic. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look.... more

    $114.00

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    Free People Shoes | Free People James Chelsea Boots | Color: Tan | Size: 9

    Free People Shoes | Free People James Chelsea Boots | Color: Tan | Size: 9

    *New Free People James Chelsea Boots Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Vintage Esthetic. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look.... more

    $124.00

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    Free People Shoes | Free People James Chelsea Boots | Color: Green/Tan | Size: 7.5

    Free People Shoes | Free People James Chelsea Boots | Color: Green/Tan | Size: 7.5

    *New Free People James Chelsea Boots *New Free People James Chelsea Boots Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Vintage Esthetic. These Boots Feature Intentionally... more

    $135.00

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    Free People Shoes | Free People James Chelsea Boots | Color: Brown | Size: Various

    Free People Shoes | Free People James Chelsea Boots | Color: Brown | Size: Various

    *New Free People James Chelsea Boots Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Vintage Esthetic. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look.... more

    $148.00

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    Free People Shoes | Free People Carerra Heel Faded Black Leather Woven Ankle Boots | Color: Black | Size: 41

    Free People Shoes | Free People Carerra Heel Faded Black Leather Woven Ankle Boots | Color: Black | Size: 41

    Faded Black 100% Genuine Leather Made From Sheepskin Criss Crossed Straps Made To Have That Rugged Vintage, Worn, And Faded Feel And Distressed In All The Right Places. Chunky Stacked Heels Zipper Closure Up The Back. Made In Portugal See Pictures To... more

    $80.00

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    Free People Shoes | Free People Carrera Camel Brown Distressed Cross Strap Heels Booties Sz 37 New | Color: Brown/Red | Size: 37

    Free People Shoes | Free People Carrera Camel Brown Distressed Cross Strap Heels Booties Sz 37 New | Color: Brown/Red | Size: 37

    Free People Carrera Camel Brown Distressed Leather Woven Criss Cross Strap Boots Heels Booties Size 36 New Without Box Crisscrossed Straps Heighten The Vintage Aesthetic Of A Caged Bootie Crafted From Weathered Leather And Lifted By A Chunky Stacked... more

    $88.00

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    More information about Men's Shoes

    Best prices on Vintage foundry boots slouch chunky, Leather in Men's Shoes online. Visit Bizrate to find the best deals on top brands. Read reviews on Clothing & Accessories merchants and buy with confidence.