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J. Crew Shoes | J. Crew Black Leather Lug Sole Chunky Chelsea Boots Ankle Booties Size 8 Euc | Color: Black | Size: 8

J. Crew Shoes | J. Crew Black Leather Lug Sole Chunky Chelsea Boots Ankle Booties Size 8 Euc | Color: Black | Size: 8

J. Crew Black Leather Lug Sole Chunky Chelsea Boots Ankle Booties Size 8 Euc Excellent Like New Condition With No Flaws Round Toe Ankle-Boot Leather Flat Anti-Slip Rubber Outsole Slip-On Style Elasticized Opening Boho Outdoor Travel Combat Military... more

$75.00

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Higgins Mill Weatherproof Lug Sole Ankle Boots

Higgins Mill Weatherproof Lug Sole Ankle Boots

Men's Allen Edmonds Higgins Mill Weatherproof Lug Sole Ankle Boots - Black - Casual boots Allen Edmonds "Higgins Mill" lace-up boots in waterproof leather 360o bench welt construction for durability and stability Chunky heel Round toe Lace-up vamp;... more

$495.00

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Best Seller
Higgins Mill Weatherproof Lug Sole Ankle Boots

Higgins Mill Weatherproof Lug Sole Ankle Boots

Men's Allen Edmonds Higgins Mill Weatherproof Lug Sole Ankle Boots - Brown - Casual boots Allen Edmonds "Higgins Mill" lace-up boots in waterproof leather 360o bench welt construction for durability and stability Chunky heel Round toe Lace-up vamp;... more

$495.00

FREE shipping

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Calf Hair Ankle Boots Boots, Ankle Boots

Calf Hair Ankle Boots Boots, Ankle Boots

Men's Lidfort Calf Hair Ankle Boots Boots, Ankle Boots - Black - Casual boots Calf hair ankle boots with leather sole and aelastic detail. Colours: Black Composition: 100% calf leather Dimension: UK MEN 25 mm heels MPN: 625CAVALLINONERO. 100% calf... more

$828.00 $457.00

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Free People Shoes | Free People James Chelsea Boots White Leather Lug Sole Ankle Boots In Bone 40 | Color: White | Size: 9

Free People Shoes | Free People James Chelsea Boots White Leather Lug Sole Ankle Boots In Bone 40 | Color: White | Size: 9

Brand: Free People Style: James Chelsea Boots Heeled Ankle Booties Color: White Material: Leather With Rubber Gum Sole Size: Eu 40, Fits Like A 9 Has A Slightly Narrow Fit In My Opinion, Though I Do Better With Wider Fit Shoes Condition: New, No Box.... more

$54.00

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Madewell Shoes | Madewell Pauline Boot In Black Leather Heeled Booties Ankle Boots Size 8 | Color: Black | Size: 8

Madewell Shoes | Madewell Pauline Boot In Black Leather Heeled Booties Ankle Boots Size 8 | Color: Black | Size: 8

Madewell Pauline Boots, Size 8. The Leather On These Is Incredibly Soft And High Quality. Leather Upper, Sole And Lining. Zipper Back. Heel Height Is About 2.5”. Some Marks On Exterior, Sole And Inner Lining, But Overall Good Condition. Madewell Style... more

$49.00

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Hoffman Boots Explorer Light 6" Hunting Boots Leather Men's, Olive SKU - 791878

Hoffman Boots Explorer Light 6" Hunting Boots Leather Men's, Olive SKU - 791878

The Hoffman Boots Explorer Light 6 is a boot developed for the most demanding outdoorsmen in the most demanding conditions. A solid one piece vamp made with the finest 2.8mm thick leather provides excellent ankle support while a nylon mid sole adds... more

$369.99

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Braided Leather Ankle Boots Boots, Ankle Boots

Braided Leather Ankle Boots Boots, Ankle Boots

Men's Lidfort Braided Leather Ankle Boots Boots, Ankle Boots - Black - Casual boots Braided leather ankle boots with elastic ankle straps, leather sole. Colours: Black Composition: 100% calfskin leather (Bos Taurus) Dimension: UK MEN MPN:... more

$790.00 $476.00

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Kate Spade Shoes | Kate Spade Bootie Ankle Boots New York Polly Bootie Black Suede Size 9 1/2 M | Color: Black | Size: 9.5

Kate Spade Shoes | Kate Spade Bootie Ankle Boots New York Polly Bootie Black Suede Size 9 1/2 M | Color: Black | Size: 9.5

Kate Spade Bootie Ankle Boots New York Polly Bootie Black Suede Size 9 1/2 M A Gilded Kate Spade Logo Adds Signature Charm To A Streamlined Bootie Crafted From Soft Suede And Lifted By A Stacked Heel. 2" Heel 5" Shaft Pull-On Style Leather Upper And... more

$70.00

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Free People Shoes | Free Peoples Lug Sole Chunky Heel Ankle Bootie James Chelsea White Leather New | Color: White | Size: Various

Free People Shoes | Free Peoples Lug Sole Chunky Heel Ankle Bootie James Chelsea White Leather New | Color: White | Size: Various

Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally Distressed Detailing For A Worn In Look Side Zipper Closure Cushioned Insole... more

$150.00

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Free People Shoes | Free People Taupe Gray Ankle Bootie Boot With Ankle Straps Size 10 41 | Color: Brown/Gray | Size: 10

Free People Shoes | Free People Taupe Gray Ankle Bootie Boot With Ankle Straps Size 10 41 | Color: Brown/Gray | Size: 10

Free People Ankle Boots Size: 10 41 Condition: Pre-Owned In Good Condition. There Are A Few Scratches, But The Color And Material Have A Distressed Flavor, So These Blend In. Features: Slip On Styling, Wrap Around Straps With An Adjustable Brushed... more

$75.00

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Free People Shoes | Free People Jesse Cutout Boot Leather Lugged Sole Ankle Boots 36.5 English Tan | Color: Brown | Size: 6.5

Free People Shoes | Free People Jesse Cutout Boot Leather Lugged Sole Ankle Boots 36.5 English Tan | Color: Brown | Size: 6.5

Free People Jesse Cutout Boots - Size 36.5 / 6.5 New Without Box Color: English Tan Msrp: $198.00 Cutout Side Panels And Leather Straps Liberate This Platform Boot And Gives It An Airy, On-Trend Look That's Perfect For Year-Round Wear. Leather Upper... more

$121.00

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Coach Shoes | Coach Jemma Soft Calf Ankle Boots Booties Boot | Color: Black | Size: 6

Coach Shoes | Coach Jemma Soft Calf Ankle Boots Booties Boot | Color: Black | Size: 6

Details: Almond-Toe, Side Zip Closure, Topstitched Detail, Back Pull-Tab, Covered Heel, Stacked Heel, Imported, Heel Height 3.5”. Beautifully Preloved W/ Box. Material: Leather Construction/Upper/Lining, & Sole All Dimensions Are Approx. & May Differ... more

$295.00

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Free People Shoes | Free People Jesse Cutout Heeled Boots Leather Lugged Sole Ankle Boots Size 39 | Color: Cream | Size: 39eu

Free People Shoes | Free People Jesse Cutout Heeled Boots Leather Lugged Sole Ankle Boots Size 39 | Color: Cream | Size: 39eu

Free People Jesse Cutout Heeled Boots Leather Lugged Sole Ankle Boots Size 39 New Without Box Color: Frost Left Boot Minimal Wrinkle Due To Being Tried On, Otherwise Item Is New, Without Box The Jesse Boots From Free People Are Propped Up On A Chunky... more

$138.00

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Free People Shoes | Free People Jesse Cutout Boot Leather Lugged Sole Ankle Boots 36.5 English Tan | Color: Brown | Size: 6.5

Free People Shoes | Free People Jesse Cutout Boot Leather Lugged Sole Ankle Boots 36.5 English Tan | Color: Brown | Size: 6.5

Free People Jesse Cutout Boots - Size 36.5 / 6.5 New Without Box Color: English Tan Msrp: $198.00 Cutout Side Panels And Leather Straps Liberate This Platform Boot And Gives It An Airy, On-Trend Look That's Perfect For Year-Round Wear. Leather Upper... more

$100.00

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Free People Shoes | Free People Tori Wrap Tie Padded Leather Lug Sole Moto Ankle Bootie Msrp $268 | Color: Black/Tan | Size: Various

Free People Shoes | Free People Tori Wrap Tie Padded Leather Lug Sole Moto Ankle Bootie Msrp $268 | Color: Black/Tan | Size: Various

Chunky Funky Camel Leather Wrap Tie Ankle Bootie Free People Tori Padded Moto Boot Msrp $268 New Without Tags, Never Worn! Size Eu 37... Equivalent To Us 7/7.5... Only One Available & May Be Listed In Multiple Size Categories Buttery Soft All Leather... more

$100.00

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Free People Shoes | Free People Mccall Black Leather Heel Boots Booties Sz Us 9.5 Eu 40 Ankle Boots | Color: Black | Size: 9.5

Free People Shoes | Free People Mccall Black Leather Heel Boots Booties Sz Us 9.5 Eu 40 Ankle Boots | Color: Black | Size: 9.5

Elevate Your Footwear Game With These Black Leather Ankle Boots From Free People. The Almond Toe Shape And Block Heel Style Make Them Versatile For Any Occasion, Whether It's A Party, Business Meeting, Or Casual Outing. The Layered Accents Add A Unique... more

$49.00

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Madewell Shoes | Madewell The Bohnam Chelsea Boot Ankle Boots Booties Black Western Size 8.5 | Color: Black | Size: 8.5

Madewell Shoes | Madewell The Bohnam Chelsea Boot Ankle Boots Booties Black Western Size 8.5 | Color: Black | Size: 8.5

Madewell The Bohnam Chelsea Boot Ankle Boots Booties Black Western Size 8.5. Leather Boots, Pointed Toe, Wood 2” Block Heel. more

$45.00

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Zara Shoes | Black Boots Ankle Boots Real Leather Block Heeled Booties Size 10 Size 9 | Color: Black | Size: 9

Zara Shoes | Black Boots Ankle Boots Real Leather Block Heeled Booties Size 10 Size 9 | Color: Black | Size: 9

!!! Make A Offer !!! !!! Make A Offer !!! !!! Make A Offer !!! Excellent Condition. *It’s Actually Louie’s Et Ciel, Similar Quality If Not Better Than What’s Listed Here. Only Put Here So More Peoples Can See This Beautiful Pair Of Booties. Real... more

$36.00

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Madewell Shoes | Madewell Brady Low Cut Brown Ankle Leather Booties Shoe Boot Boots Sz 5 1/2 5.5 | Color: Brown | Size: 5.5

Madewell Shoes | Madewell Brady Low Cut Brown Ankle Leather Booties Shoe Boot Boots Sz 5 1/2 5.5 | Color: Brown | Size: 5.5

Madewell The Brady Bootie. Low Cut Ankle Shoe Boot. Boots Soft Brown Leather. Low Heel. These Have Some Wear And A Small Stain. All Noted In Photos, Reflected In Price. Still Have A Lot Of Wear In Them. Size 5 1/2 5.5 1.72lb more

$65.00

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Zara Shoes | Black Boots Ankle Boots Real Leather Block Heeled Booties Size 10 Size 9 | Color: Black | Size: 9

Zara Shoes | Black Boots Ankle Boots Real Leather Block Heeled Booties Size 10 Size 9 | Color: Black | Size: 9

!!! Make A Offer !!! !!! Make A Offer !!! !!! Make A Offer !!! Excellent Condition. *It’s Actually Louie’s Et Ciel, Similar Quality If Not Better Than What’s Listed Here. Only Put Here So More Peoples Can See This Beautiful Pair Of Booties. Real... more

$36.00

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Zara Shoes | Black Boots Ankle Boots Real Leather Block Heeled Booties Size 10 Size 9 | Color: Black | Size: 9

Zara Shoes | Black Boots Ankle Boots Real Leather Block Heeled Booties Size 10 Size 9 | Color: Black | Size: 9

!!! Make A Offer !!! !!! Make A Offer !!! !!! Make A Offer !!! Excellent Condition. *It’s Actually Louie’s Et Ciel, Similar Quality If Not Better Than What’s Listed Here. Only Put Here So More Peoples Can See This Beautiful Pair Of Booties. Real... more

$36.00

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Zara Shoes | Black Boots Ankle Boots Real Leather Block Heeled Booties Size 10 Size 9 | Color: Black | Size: 9

Zara Shoes | Black Boots Ankle Boots Real Leather Block Heeled Booties Size 10 Size 9 | Color: Black | Size: 9

!!! Make A Offer !!! !!! Make A Offer !!! !!! Make A Offer !!! Excellent Condition. *It’s Actually Louie’s Et Ciel, Similar Quality If Not Better Than What’s Listed Here. Only Put Here So More Peoples Can See This Beautiful Pair Of Booties. Real... more

$32.00

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J. Crew Shoes | J Crew Metropolitan Black Suede Ankle Booties With Leather Sole, Size 10.5 | Color: Black | Size: 10.5

J. Crew Shoes | J Crew Metropolitan Black Suede Ankle Booties With Leather Sole, Size 10.5 | Color: Black | Size: 10.5

J Crew Metropolitan Black Suede Ankle Booties With Leather Sole, Size 10.5. In Gold Pre-Used Condition. more

$65.00

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Free People Shoes | Free People Sydney Ankle Boots Brown Tan Leather Chunky Heel Lug Sole 39 / 8.5 | Color: Brown/Tan | Size: 8.5

Free People Shoes | Free People Sydney Ankle Boots Brown Tan Leather Chunky Heel Lug Sole 39 / 8.5 | Color: Brown/Tan | Size: 8.5

Excellent Condition Overall, With Some Signs Of Normal Wear. Please Refer To The Photos. Tags: Brown Leather Tan Leather Lace Up Booties more

$63.00

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Urban Outfitters Shoes | Lavorazione Artigiana Black Leather Lug Sole Ankle Boots Size 10 | Color: Black | Size: 10

Urban Outfitters Shoes | Lavorazione Artigiana Black Leather Lug Sole Ankle Boots Size 10 | Color: Black | Size: 10

Pre-Owned Chunky Black Leather Booties By Lavorazione Artigiana Size 10. Ankle Boots With Working Industrial Exposed Zippers On Either Side Of The Ankle. Made In Italy. Thick Leather Upper With A Chunky Lug Sole. more

$30.00

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Tory Burch Shoes | *00342-002 New! Tory Burch Boots Miller 50 Mm Lug Sole Bootie Sierra Antik-Calf | Color: Black | Size: 8

Tory Burch Shoes | *00342-002 New! Tory Burch Boots Miller 50 Mm Lug Sole Bootie Sierra Antik-Calf | Color: Black | Size: 8

My Favorite! Most Fabulous, Chic, And Sexy! New! Tory Burch Boots Miller 50 Mm Lug Sole Bootie Sierra Antik-Calf Side-Zip Closure And Lace-Up Front Panel A Secure Fit. Classic Round Toe. Rear Pull-Tab For Easy Entry. Signature Logo Accent At The Side.... more

$385.00

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Tory Burch Shoes | *00342-002 New! Tory Burch Boots Miller 50 Mm Lug Sole Bootie Sensory Mfo-Suede | Color: Brown/Tan | Size: Various

Tory Burch Shoes | *00342-002 New! Tory Burch Boots Miller 50 Mm Lug Sole Bootie Sensory Mfo-Suede | Color: Brown/Tan | Size: Various

My Favorite! Most Fabulous, Chic, And Sexy! Brand New! Tory Burch Miller 50 Mm Lug Sole Bootie Sensory Mfo-Suede- The Tory Burch Miller 50 Mm Lug Sole Bootie Will Embolden Your Cold-Weather Style With A Supple Suede Upper, Combat-Style Silhouette, And... more

$385.00

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Free People Shoes | Free People Boots, The James Leather Block Heel Chunky Lug Sole Chelsea Booties | Color: Cream | Size: 7.5

Free People Shoes | Free People Boots, The James Leather Block Heel Chunky Lug Sole Chelsea Booties | Color: Cream | Size: 7.5

Worn 5 Times! No Box, But They Are Like New. I Love Them, But Had Foot Surgery So Only Flats For Me. Booties Feature: Spanish Leather Upper Inside Zipper Closure Leather Lining Cushioned Insole Rubber Outsole Approx. 4.72" Shaft Height Approx. 10"... more

$75.00

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Free People Shoes | Free People 'Emmett' Velcro Tab Lug-Sole Suede Ankle Boots, Latte | Color: Tan | Size: Various

Free People Shoes | Free People 'Emmett' Velcro Tab Lug-Sole Suede Ankle Boots, Latte | Color: Tan | Size: Various

Free People 'Emmett' Booties Featuring Chunky, Lug-Soles And Suede Uppers. Dual Zipper Closures. Lace Up Front. Velcro Tab Closures Across Front. Rounded Toes. Suede Uppers. Lightly Padded, Textile Insoles. Rubber Lug Soles. 2.5in Heel. 1.25in... more

$88.00

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Free People Shoes | Free People James Chelsea Boot Lug Sole Heel Booties | Color: Black/Tan | Size: 6

Free People Shoes | Free People James Chelsea Boot Lug Sole Heel Booties | Color: Black/Tan | Size: 6

36/6 And True To Size. Genuine Leather, Super Durable And Easy To Walk In. I Also Haven’t Tried To Clean Them, But I’m Sure Done Correctly They Will Freshen Up Nicely. (I Personally Like Them With The Worn-In Look Too Though!) Still So Much Life Left... more

$85.00

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Free People Shoes | Free People Lost Valley Bootie Brown Strappy Leather Boho Ankle Boot | Color: Brown/Tan | Size: 38eu

Free People Shoes | Free People Lost Valley Bootie Brown Strappy Leather Boho Ankle Boot | Color: Brown/Tan | Size: 38eu

Genuine Leather Upper Manmade Sole Back Zipper Distressed Pointe Strappy Good Condition Size: 38 Eu ( Us Size 8 ) more

$35.00

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Anthropologie Shoes | Chie Mihara Anthropologie Black Vestu Ankle Suede Booties Boot Mary Jane 40 | Color: Black | Size: 9

Anthropologie Shoes | Chie Mihara Anthropologie Black Vestu Ankle Suede Booties Boot Mary Jane 40 | Color: Black | Size: 9

Chie Mihara Black Vestu Ankle Strappy Booties Size 40 Runs Small - Fits More Like A 9 Worn Three Times, Some Wear To Sole Minimal Wear On Upper, Very Faint Scuffs. Soft, Matte Suede, With Cutout Strap Detailing. Side Zipper. Leather Sole, Leather... more

$65.00

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Free People Shoes | Free People Carrera Heeled Bootie Black Strap Western Ankle Boot 37/6.5-7 | Color: Black/Gray | Size: 37/6.5-7

Free People Shoes | Free People Carrera Heeled Bootie Black Strap Western Ankle Boot 37/6.5-7 | Color: Black/Gray | Size: 37/6.5-7

Kick Around In These Cute Leather Ankle Booties. Edgy Boho Vibes! Washed Gray Black. Great Used Condition With A Few Scuffs On Sole. Questions? Leave A Comment Below! more

$54.00

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Free People Shoes | Free People Rory Blue Leather Studded Lace-Up Ankle Boot Bootie Size Eu 38 | Color: Blue | Size: 38eu

Free People Shoes | Free People Rory Blue Leather Studded Lace-Up Ankle Boot Bootie Size Eu 38 | Color: Blue | Size: 38eu

Free People Rory Blue Leather Studded Lace-Up Ankle Boot Bootie Size Eu 38 New Without Box Soles/Insoles Marked To Help Prevent Store Returns.B3 more

$178.00

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Kate Spade Shoes | Kate Spade Neutral Tan Ankle Boots Bootie Leather Size 7.5 | Color: Cream/Tan | Size: 7.5

Kate Spade Shoes | Kate Spade Neutral Tan Ankle Boots Bootie Leather Size 7.5 | Color: Cream/Tan | Size: 7.5

Kate Spade Ankle Boots Light Tan/Neutral Leather Fantastic Condition! Only Signs Of Wear Are On The Soles Gold Hardware Bow Detail On The Backs Size 7.5 See My Other Listings! more

$125.00

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Beatles Abstract Boots, Ankle Boots

Beatles Abstract Boots, Ankle Boots

Men's Rick Owens Beatles Abstract Boots, Ankle Boots - Black - Casual boots Beatles Abstract' ankle boots in crack-effect leather with rubber sole and puller on the back. Colours: Black Dimension: EU MAN MPN: DU02C5846PAP99. more

$711.22 $580.35

FREE shipping

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Anthropologie Shoes | Anthropologie Gracie Leather Ankle Boots Heel Booties Side Zippers Brown 40 | Color: Brown/Tan | Size: 9

Anthropologie Shoes | Anthropologie Gracie Leather Ankle Boots Heel Booties Side Zippers Brown 40 | Color: Brown/Tan | Size: 9

Size 40 Anthropologie Gracie Leather Ankle Boots. Brown Leather Closed Toe Ankle Boots Chunky Heel Booties. Zipper Closure. Gum Sole. more

$45.00

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Classic Moc Boots, Ankle Boots

Classic Moc Boots, Ankle Boots

Men's Red Wing Classic Moc Boots, Ankle Boots - Black - Casual boots Classic Moc' leather ankle boots with laces and rubber sole. Colours: Black Made in: United States Dimension: US MEN MPN: 08849MOCBLACK. more

$450.00 $316.00

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Classic Moc Boots, Ankle Boots

Classic Moc Boots, Ankle Boots

Men's Red Wing Classic Moc Boots, Ankle Boots - Brown - Casual boots Classic Moc' leather ankle boots with laces and rubber sole. Colours: Brown Made in: United States Dimension: US MEN MPN: 00875BROWN. more

$450.00 $316.00

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More information about Men's Shoes

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