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Coach Shoes | Coach Black Snake Skin Leather Patchwork Chelsea Ankle Boots Booties 8.5 | Color: Black | Size: 8.5

Coach Shoes | Coach Black Snake Skin Leather Patchwork Chelsea Ankle Boots Booties 8.5 | Color: Black | Size: 8.5

Coach Snake Skin And Leather Patchwork Chelsea Ankle Boots Size: 8.5 Black Good Used Condition-Flaws Include Some Scrapes Of Normal Wear And Some Fading On The Suede Otherwise In Good Condition Tags: Fall, Autumn, Western Boots, Boots more

$55.00

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Madewell Shoes | Madewell The Ainsley Chelsea Leather Boot In Black Size 7 Ankle Bootie | Color: Black | Size: 7

Madewell Shoes | Madewell The Ainsley Chelsea Leather Boot In Black Size 7 Ankle Bootie | Color: Black | Size: 7

Madewell The Ainsley Chelsea Leather Boot In Black Size 7 Ankle Booties Have Light Scuffs And Distressing But They’re High Quality/Beautifully Made And Have A Lot Of Life Left. more

$38.00

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Best Seller
Zara Shoes | Black Suede Zara Chelsea Ankle Boots Size 41 | Color: Black | Size: 10

Zara Shoes | Black Suede Zara Chelsea Ankle Boots Size 41 | Color: Black | Size: 10

Barely Worn Black Suede Leather Pointed Toe Chelsea Boots With Western Style Detail Around Elastic. Low 1” Heel. more

$20.00

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Free People Shoes | Free People Black Croc Embossed Beau Western Chelsea Boot Ankle Booties | Color: Black | Size: Various

Free People Shoes | Free People Black Croc Embossed Beau Western Chelsea Boot Ankle Booties | Color: Black | Size: Various

So Stunning And Effortlessly Eye-Catching, These Cool Ankle Boots Are Featured In A Western-Style Silhouette And Buttery Soft Leather With Elastic Side Panels, A Minimal Wooden Block Heel, And Bold Pointy Toe. Pull On Style Pull Tabs At Heel Cushioned... more

$160.00

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Gucci Shoes | Gucci Chelsea Leather Ankle Boot With Jeweled Belt Black Size 42 | Color: Black | Size: 42eu

Gucci Shoes | Gucci Chelsea Leather Ankle Boot With Jeweled Belt Black Size 42 | Color: Black | Size: 42eu

Gucci Chelsea Boot, This Ankle Boot In Shiny Black Leather Is Designed With A Lug Sole And Elastic Inserts On Each Side For A Pull-On Entry. Completed With A Detachable Ankle Strap Dotted With Sparkling Crystals Encased Within Engraved Trims,... more

$1,200.00

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Madewell Shoes | Madewell 1937 Footwear Chelsea Leather Ankle Boot | Color: Brown | Size: 8.5

Madewell Shoes | Madewell 1937 Footwear Chelsea Leather Ankle Boot | Color: Brown | Size: 8.5

Reposhing This Item I Purchased From @Marciesfabfinds. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more

$25.00

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Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 36 Us 6 New In Box | Color: Cream/White | Size: 6

Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 36 Us 6 New In Box | Color: Cream/White | Size: 6

Free People James Leather Chelsea Ankle Boots White Size 36 Equivalent To Us 6 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

$91.00

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J. Crew Shoes | Chelsea Ankle Boots In Brown Leather Size 7 | Color: Brown | Size: 7

J. Crew Shoes | Chelsea Ankle Boots In Brown Leather Size 7 | Color: Brown | Size: 7

Dark Brown Chelsea Ankle Boots. Easy Pull On And Off. Classic Boot To Complete Your Look! Euc - Worn 2-3x Some Wear On Sole. Light Creasing And Minor Rubbing At Toes, Hardly Noticeable When Worn. Genuine Leather Size 7 | Fits Like 7-7.5 Imo *1st Photo... more

$64.00

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Madewell Shoes | Madewell Chelsea Rain Boots Ankle Pull On Rubber Black Sz 7 | Color: Black | Size: 7

Madewell Shoes | Madewell Chelsea Rain Boots Ankle Pull On Rubber Black Sz 7 | Color: Black | Size: 7

Madewell Chelsea Boots Rain Boots Pull On Ankle Height Lug Soles Cotton Lining Very Good Preowned Condition Sz 7 Shaft Height 5 & 5/16” Heel Height 1.25” (B17) 3923 more

$44.00

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Free People Shoes | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle | Color: Blue/Gray | Size: 37eu

Free People Shoes | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle | Color: Blue/Gray | Size: 37eu

Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle Womens Size: 37 Gorgeous Boots With A Light Blue Tone. Beautiful For Everyday Wear. Light Enough They Kind Of Look Off White So Could Be Pretty Neutral. New Without Tags, Some... more

$75.00

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Anthropologie Shoes | Anthropologie Silent D Uvika Chelsea Suede Leather Ankle Boots In Honey Brown | Color: Brown/Tan | Size: 7

Anthropologie Shoes | Anthropologie Silent D Uvika Chelsea Suede Leather Ankle Boots In Honey Brown | Color: Brown/Tan | Size: 7

Reach New Heights In A Pair Where Elevated Neutrals And A Wedge Heel Take Center Stage. In Great Preowned Condition. Minor Wear To The Outer Sole. One Mark At The Inner Side Gore Panel Of The Left Boot. See Photos. Suede Leather Upper Leather Lining... more

$75.00

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J. Crew Shoes | J.Crew Chelsea Boots Black Leather Ankle Heel Classic 9 $250 | Color: Black | Size: 9

J. Crew Shoes | J.Crew Chelsea Boots Black Leather Ankle Heel Classic 9 $250 | Color: Black | Size: 9

J.Crew Chelsea Boots Black Leather Ankle Heel Classic 9 $250. Excellent Condition Minimal Wear Size 9 Original Box Included Wardrobe Staple Style Similar To Saint Laurent Ysl Wyatt Boots more

$165.00

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Free People Shoes | Free People James Chelsea Ice Leather Clear Lug Sole Ankle Boot | Color: White | Size: 39- Fits Us 8

Free People Shoes | Free People James Chelsea Ice Leather Clear Lug Sole Ankle Boot | Color: White | Size: 39- Fits Us 8

Free People James Chelsea Ice Leather Clear Lug Sole Ankle Boots Women's Size Eu 39/ Us 8m. New With Defects. Store Stock Display Pair. No Tags, No Original Box. Faint Light Gray Mark On Ankle Of One Boot. A Few Imperfections On Block Heel Surface... more

$78.00

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J. Crew Shoes | J Crew Rain Ankle Boots Short Lug Sole Chelsea Nutmeg Zara Madewell Loft Mk 8.0 | Color: Brown/Tan | Size: 8

J. Crew Shoes | J Crew Rain Ankle Boots Short Lug Sole Chelsea Nutmeg Zara Madewell Loft Mk 8.0 | Color: Brown/Tan | Size: 8

J Crew 8.0 Fits Tts Do Not Run Small Or Narrow Nutmeg Brown Tan Worn Once Excellent Condition Pet Free Vegan Home Extremely Comfortable With Padded Support Insole , Soft Waterproof Upper And Elastic Pull On Very Well Made I Own 3 Pair Of This Boot And... more

$35.00

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Free People Shoes | Free People Red Boho Textile Atlas Chelsea Boots | Size 8.5 | Ankle | Color: Red | Size: 8.5

Free People Shoes | Free People Red Boho Textile Atlas Chelsea Boots | Size 8.5 | Ankle | Color: Red | Size: 8.5

Free People Textile Atlas Chelsea Boot In Red Size 8.5 (Eu 39) Excellent Condition! I Ship Within 1 Day! Questions? Leave A Comment Below! more

$43.00

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Free People Shoes | Free People Arlo Santa Fe Croc Embossed Chelsea Ankle Boots Tan | Color: Brown/Tan | Size: 7.5

Free People Shoes | Free People Arlo Santa Fe Croc Embossed Chelsea Ankle Boots Tan | Color: Brown/Tan | Size: 7.5

Free People Arlo Santa Fe Croc Embossed Chelsea Ankle Boots Tan Size 37. Fit Close To A Larger Size 7.5 Has A Small Scuff Along Right Shoe On Front. Minimal, However Excellent Pre-Owned Condition Otherwise True To Size* Amp Up Your Style In Thie Arlo... more

$63.00

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Kate Spade Shoes | Kate Spade Scalloped Garden Black Leather Ankle Chelsea Boot ~ Sz 9.5 | Color: Black | Size: 9.5

Kate Spade Shoes | Kate Spade Scalloped Garden Black Leather Ankle Chelsea Boot ~ Sz 9.5 | Color: Black | Size: 9.5

Kate Spade Scalloped Garden Black Leather Ankle Chelsea Boot ~ Sz 9.5 Retail Price $325.00 + Tax Since The '60s, Chelsea Boots Have Been Worn By Leggy Fashion Icons And Supermodels Around London's Trendy Chelsea Neighborhood (Hence The Name). This Kate... more

$160.00

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J. Crew Shoes | Black Chelsea Ankle Boots 6.5 | Color: Black | Size: 6.5

J. Crew Shoes | Black Chelsea Ankle Boots 6.5 | Color: Black | Size: 6.5

These Are Black Chelsea Ankle Boots That I Wore So Religiously That I Bought Two Pairs When They Were On Sale As Back Up. I Don’t Need Two Extra Pairs Tho So I’m Selling These Now. Have Hardly Been Worn But Were In Storage For A While And They Deserve... more

$60.00

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Free People Shoes | Free People Castillo Chelsea Boots Ankle Size 38 | Color: Brown/Red | Size: 8

Free People Shoes | Free People Castillo Chelsea Boots Ankle Size 38 | Color: Brown/Red | Size: 8

Free People Castillo Chelsea Boot - Size 38 Eu/ Us Women’s 8. Fits Size 8.5 Snug. Purchased From Free People Directly Years Ago And Held Onto Them Because They’re So Cute But Unfortunately A Little Too Small For Me. Made With Real Patent Leather And... more

$40.00

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Kate Spade Shoes | Kate Spade Garden Gray/ Truffle Suede Scalloped Chelsea Ankle Boots | Color: Black/Gray | Size: 7

Kate Spade Shoes | Kate Spade Garden Gray/ Truffle Suede Scalloped Chelsea Ankle Boots | Color: Black/Gray | Size: 7

Kate Spade Garden Gray/ Truffle Suede Scalloped Chelsea Ankle Boots Beautiful Graphite Dark Truffle Gray Slip On Style With Side Gore Panels Feminine Scallop Details Sweet Back Heel Bow Round Toe Cushioned Insole Leather Sole 3” Block Heel Made In... more

$70.00

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Free People Shoes | Heiress X Free People Caleb Chelsea Gold Metallic Ankle Boot - Size 7 | Color: Black/Gold | Size: 7

Free People Shoes | Heiress X Free People Caleb Chelsea Gold Metallic Ankle Boot - Size 7 | Color: Black/Gold | Size: 7

In Good Condition, See Last Pictures For Some Slight Scratches (Not Visible While Wearing!) Textured Rubber Heel. Pull Tab In Back For An Easy On/Off. Padded Footbed. more

$50.00

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Kate Spade Shoes | Kate Spade New York Leah Chelsea Block Heel Black Leather Ankle Booties Boots | Color: Black | Size: 9.5

Kate Spade Shoes | Kate Spade New York Leah Chelsea Block Heel Black Leather Ankle Booties Boots | Color: Black | Size: 9.5

Kate Spade New York Leah Chelsea Block Heel Black Leather Ankle Booties Boots. Size 9.5. Pull On Boot. Leather Wrapped Heel. Gold Tone Spade On Back Of Boot 2.5" Block Heel In Very Good Pre-Owned Condition With Slight Signs Of Wear/Slight Wear On... more

$68.00

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Anthropologie Shoes | Aa Copenhagen Red Waxed Suede Chelsea Ankle Boot 36 New | Color: Red | Size: 6

Anthropologie Shoes | Aa Copenhagen Red Waxed Suede Chelsea Ankle Boot 36 New | Color: Red | Size: 6

Actual Item Shown In Pictures. Brand: Aa Copenhagen Model: Chloe Condition: New With Box Style: Modern Fashion Antiqued Ankle Boots Size: Ladies Euro 36 Measurements: Shaft Height: 6 In. Height Without Heel Heel: 1 In. Shaft Circumference: 10 In.... more

$55.00

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Madewell Shoes | Madewell Bryce Black Suede Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

Madewell Shoes | Madewell Bryce Black Suede Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

Madewell Black Ankle Boot Size: 9.5 Style Name: Byrce Style: M4674 Msrp: Was $158 Condition: Pre-Owned In Excellent Condition. Upper Suede Is In Pristine Condition, Outsole Has Minor Wear Heel: 3.25" Block Heel Features: Leather Upper And Lining,... more

$69.00

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Free People Shoes | Free People James Chelsea Ice Leather Clear Lug Sole Ankle Boot 39,40 | Color: White | Size: Various

Free People Shoes | Free People James Chelsea Ice Leather Clear Lug Sole Ankle Boot 39,40 | Color: White | Size: Various

Questions? Leave A Comment Below! New Without Box more

$83.00

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Free People Shoes | Free People Atlas Textile Chelsea Ankle Boots | Color: Black/Blue | Size: 38eu

Free People Shoes | Free People Atlas Textile Chelsea Ankle Boots | Color: Black/Blue | Size: 38eu

Rounded Toes ~ Ankle Height Shaft ~ Dual/Two Stretchy Gore Panels On The Sides Of The Ankle Shafts ~ Leather Panels On Toes And Heels ... With Scalloped Leather Trims Trimming The Gore/Stretch Panels ~ Woven Textile Panels On Top Of The Foot And On The... more

$80.00

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Urban Outfitters Shoes | Black Urban Outfitters Chelsea Ankle Boots. Size 8. Fair Condition. | Color: Black | Size: 8

Urban Outfitters Shoes | Black Urban Outfitters Chelsea Ankle Boots. Size 8. Fair Condition. | Color: Black | Size: 8

Black Urban Outfitters Ankle Boots In Size 8. Fit True To Size. These Are In Fair Condition With Some Scuffs, Peeling (Especially On Right Boot), And Bending From Wear. The Heels And Bottoms Are In Great Condition. Please Zoom Into Pictures And Reach... more

$9.00

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Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Snakeskin 6 | Color: Brown | Size: 6

Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Snakeskin 6 | Color: Brown | Size: 6

Madewell Sonia Chelsea Boot Color: Brown Snakeskin Size 6 Style #M3463 Retail $188 New W/O Box An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. Pull-On Style With... more

$50.00

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Free People Shoes | Free People James Black Leather Chelsea Heeled Ankle Boot Nwot | Color: Black | Size: 11

Free People Shoes | Free People James Black Leather Chelsea Heeled Ankle Boot Nwot | Color: Black | Size: 11

Free People James Black Leather Chelsea Heeled Ankle Boot Nwot Sz 41 Make Me An Offer! Special Discounts Available For Bundles Of 2 Items Or More! Questions? Leave A Comment Below! more

$125.00

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Madewell Shoes | Classic Madewell Chelsea Ankle Boot | Color: Brown | Size: 7.5

Madewell Shoes | Classic Madewell Chelsea Ankle Boot | Color: Brown | Size: 7.5

Reposhing This Item I Purchased From @Amplifyart7. Loved It, But Ready To Rotate For Something New. Small Stain On Left Toe. more

$30.00

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Zara Shoes | Leather Chelsea Ankle Boots Sz 6 | Color: Black | Size: 6

Zara Shoes | Leather Chelsea Ankle Boots Sz 6 | Color: Black | Size: 6

Leather Chelsea Ankle Boots Sz 6 #47-823 more

$59.00

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Madewell Shoes | Madewell Grayson Chelsea Velvet Ankle Boots / Booties / Shooties Size 9 Country | Color: Silver | Size: 9

Madewell Shoes | Madewell Grayson Chelsea Velvet Ankle Boots / Booties / Shooties Size 9 Country | Color: Silver | Size: 9

Madewell Genuine Leather Grayson Chelsea Velvet Ankle Boots Size 9, Small Spots Hardly Noticeable See Picture 9, Otherwise These Boots Are In Excellent Used Condition. more

$30.00

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Zara Shoes | Brown Suede Chelsea Ankle Boot | Color: Brown/Tan | Size: 8

Zara Shoes | Brown Suede Chelsea Ankle Boot | Color: Brown/Tan | Size: 8

Tall Ankle Boot Suede Chelsea Boot From Zara, Worn Once! more

$50.00

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Madewell Shoes | Madewell Spencer Chelsea Ankle Boot Sz 8 | Color: Tan | Size: 8

Madewell Shoes | Madewell Spencer Chelsea Ankle Boot Sz 8 | Color: Tan | Size: 8

Madewell Spencer Chelsea Ankle Boot Sz 8. Pre-Owned Condition (Average Creasing At Toes And Wear On Inner Sole Side Of Heels-Photos 7 & 8). more

$50.00

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Free People Shoes | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle | Color: Blue/Gray | Size: 41eu

Free People Shoes | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle | Color: Blue/Gray | Size: 41eu

Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle Womens Size: 41 Gorgeous Boots With A Light Blue Tone. Beautiful For Everyday Wear. Light Enough They Kind Of Look Off White So Could Be Pretty Neutral. New Without Tags, Some... more

$75.00

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Coach Shoes | Coach Chelsea Leather Ankle Boot | Color: Green | Size: 10

Coach Shoes | Coach Chelsea Leather Ankle Boot | Color: Green | Size: 10

Leather Upper Man-Made Leather Lining And Footbed Leather Outsole Pull On Side Gore In Darker Green Nwot. Box Not Included. Smells Of Leather. No Flaws. Fast Shipping. more

$118.00

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Madewell Shoes | - Madewell Chelsea Tan Slip On Ankle Boots Sz 9 | Color: Tan | Size: 9

Madewell Shoes | - Madewell Chelsea Tan Slip On Ankle Boots Sz 9 | Color: Tan | Size: 9

Tan Leather With Elastic Stretch On Both Side For Easy Slip On Round Toe Leather Sole Preowned But In Good Condition more

$65.00

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Free People Shoes | Free People Beau Western Chelsea Ankle Pointed Boots Gold Size Eu 37 / Us 7 | Color: Gold | Size: 7

Free People Shoes | Free People Beau Western Chelsea Ankle Pointed Boots Gold Size Eu 37 / Us 7 | Color: Gold | Size: 7

Free People Beau Western Chelsea Ankle Pointed Boots Gold Size Eu 37 / Us 7 Brand : Free People Style : Beau Western Chelsea Boot Color : Gold Size 37 Us 7 Sku No : 8573 Condition : New Without Box more

$115.00

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Kate Spade Shoes | Kate Spade New York Star Sedgewick Rubber Chelsea Ankle Boots Size 11 Rain New | Color: Black | Size: 11

Kate Spade Shoes | Kate Spade New York Star Sedgewick Rubber Chelsea Ankle Boots Size 11 Rain New | Color: Black | Size: 11

Kate Spade New York Star Sedgewick Rubber Chelsea Ankle Boots Size 11 Rain New New In Box Condition Notes: Display Or Try On Boot - No Dust Bag Or Box When It Rains, You'll Shine In Kate Spade New York's Star Chelsea-Style Boots With Gleaming Gold-Tone... more

$105.00

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J. Crew Shoes | J Crew Cognac Brown Chelsea Pull On Boots Ankle Booties Size 8 Eo824 | Color: Brown | Size: 8

J. Crew Shoes | J Crew Cognac Brown Chelsea Pull On Boots Ankle Booties Size 8 Eo824 | Color: Brown | Size: 8

J Crew Cognac Brown Leather Chelsea Boots With Stretch Panels For Easy Pull-On. Tag Size 8. Fits 7.5-8 In My Opinion. Style Eo824 Preowned. Shows Signs Of Wear Including Scuffs On Toes, Wear On Back Heels, Wear On Bottoms Of Soles, Creasing In Midfoot... more

$50.00

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