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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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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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Best Seller
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

$81.00

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Coach Shoes | Coach Suffolk Patchwork Black Leather Chelsea/Ankle Boots, Snakeskin, Calf, 6.5b | Color: Black | Size: 6.5

Coach Shoes | Coach Suffolk Patchwork Black Leather Chelsea/Ankle Boots, Snakeskin, Calf, 6.5b | Color: Black | Size: 6.5

Coach Suffolk Patchwork Black Leather Chelsea/Ankle Boots, Snakeskin, Calf, 6.5b Euc 1.25” Heel more

$46.00

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Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot Sz 36/Us 6 | Color: Brown | Size: 6

Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot Sz 36/Us 6 | Color: Brown | Size: 6

Free People Atlas Suede Chelsea Ankle Boot Sz 36/Us 6 Pieced Leopard Printed Leather Pull-On Bootie Elasticized Insets Scalloped Trim And Stud Details Cushioned Footbed 5 1/2" Shaft Leather Upper/Lining. Manmade Outsole. New Without Box, Never Worn,... more

$134.00

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Anthropologie Shoes | Anthropologie ~Stompy Chelsea Ankle Pull On Brown Leather Boots ~ 39/Us 7.5-8 | Color: Brown | Size: 8

Anthropologie Shoes | Anthropologie ~Stompy Chelsea Ankle Pull On Brown Leather Boots ~ 39/Us 7.5-8 | Color: Brown | Size: 8

In Good Shape Size 39 more

$40.00

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Madewell Shoes | Madewell Ivy Chelsea Brown Croc Ankle Boots 5 | Color: Brown/Tan | Size: 5

Madewell Shoes | Madewell Ivy Chelsea Brown Croc Ankle Boots 5 | Color: Brown/Tan | Size: 5

In Overall Great Condition. Smoke Free Home. Size: 5 Brown Croc Pull On Leather Casual Neutral Elastic Side Gore more

$67.00

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Free People Shoes | Free People James Chelsea Cream Lugged Sole Chunky Ankle Boot, Size 37.5 | Color: Cream | Size: 37.5 (Us 7)

Free People Shoes | Free People James Chelsea Cream Lugged Sole Chunky Ankle Boot, Size 37.5 | Color: Cream | Size: 37.5 (Us 7)

Relatively Lighter Wear, Pre-Owned Condition, But Not Totally Without Blemish. Color: Cream Leather Vamp Side Zipper For Ease Of On And Off Cushioned Interior Foot Bed Expandable Accent Inset For Optimal Comfort Fit Approximate Measurements 6” Shaft... more

$75.00

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Free People Shoes | Free People Beau Western Ankle Chelsea Boots Gold Leather | Size 39.5 New | Color: Black/Gold | Size: 9.5

Free People Shoes | Free People Beau Western Ankle Chelsea Boots Gold Leather | Size 39.5 New | Color: Black/Gold | Size: 9.5

Free People Beau Western Ankle Chelsea Boots Embossed Gold Leather 39.5 New/Never Worn. Didn't End Up Fitting Me. Super Fun Gold Cowboy Boots Are Fun For Any Occasion -- Festival, Concert, Rodeo, Etc. more

$95.00

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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

$20.00

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Madewell Shoes | Madewell Chelsea Nico Black Leather Boots Pointed Toe Ankle Slip On | Color: Black | Size: 7.5

Madewell Shoes | Madewell Chelsea Nico Black Leather Boots Pointed Toe Ankle Slip On | Color: Black | Size: 7.5

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

$40.00

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Burberry Shoes | Burberry Brogue Chelsea Detailed Wedge Polished Leather Ankle Boots 38 | Color: Brown/Purple | Size: 38eu

Burberry Shoes | Burberry Brogue Chelsea Detailed Wedge Polished Leather Ankle Boots 38 | Color: Brown/Purple | Size: 38eu

Stylish And Chic. Beautiful Details. Polished Leather. Made In Italy. Condition: Pre-Owned. Very Great Condition. May Have Minor Scuffs, Spots And Creases Due To The Delicate Nature Of The Leather. No Shoe Box. No Shoe Dust Bag. Thanks For Sharing The... more

$399.00

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Tory Burch Shoes | *00342-002 New! Tory Burch Chelsea Lug Sole Ankle Boots | Color: Black | Size: Various

Tory Burch Shoes | *00342-002 New! Tory Burch Chelsea Lug Sole Ankle Boots | Color: Black | Size: Various

My Favorite! Most Fabulous, Chic, And Sexy! New! Tory Burch Chelsea Lug Sole Ankle Boots Leather: Calfskin Neoprene Gores Webbing Trim And Pull Tabs Raised Logo At Heel Rounded Toe Rubber Lug Sole Imported. Color: Perfect Black 100% Authentic *Comes In... more

$385.00

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Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 41 Us 11 New In Box | Color: Cream/White | Size: 11

Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 41 Us 11 New In Box | Color: Cream/White | Size: 11

Free People James Leather Chelsea Ankle Boots White Size 41 Equivalent To Us 11 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

$100.00

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Anthropologie Shoes | Anthropologie Taylor Chelsea Ankle Boots New Box Animal Print Leopard Eu 39 Us 8 | Color: Black/Tan | Size: 8

Anthropologie Shoes | Anthropologie Taylor Chelsea Ankle Boots New Box Animal Print Leopard Eu 39 Us 8 | Color: Black/Tan | Size: 8

Brand New With Box Suede & Leather Upper Leather Insole Rubber Sole Stacked Leather Heel Pull On Styling Made In Spain Heel Height 1” Shaft Height 5” more

$64.00

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Free People Shoes | Free People Essential Black Leather Chelsea Ankle Boot Sz 39 | Color: Black | Size: 8.5

Free People Shoes | Free People Essential Black Leather Chelsea Ankle Boot Sz 39 | Color: Black | Size: 8.5

Sz 39 Eu Sz 8.5 Us Great Condition, Very Light Signs Of Wear 3” Heel Made In Spain more

$76.00

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Tory Burch Shoes | $500 Tory Burch Medallion-Plaque Ankle Boot Chelsea River Rock Suede 7 (Db12) | Color: Brown | Size: 7

Tory Burch Shoes | $500 Tory Burch Medallion-Plaque Ankle Boot Chelsea River Rock Suede 7 (Db12) | Color: Brown | Size: 7

Floor Model And Tried On - Excellent Like New -Please Refer To Pictures Our Minimalist Ankle Boot Is A Fall Essential. Crafted In Smooth Leather, It Has A Comfortable Cushioned Insole And Flattering Almond Toe (Square Off). The Stacked Block Heel Pairs... more

$185.00

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Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 39 Us 9 New In Box | Color: Cream/White | Size: 9

Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 39 Us 9 New In Box | Color: Cream/White | Size: 9

Free People James Leather Chelsea Ankle Boots White Size 39 Equivalent To Us 9 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

$100.00

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J. Crew Shoes | J Crew Sherpa Lined Chelsea Ankle Boot | Color: Black | Size: 8

J. Crew Shoes | J Crew Sherpa Lined Chelsea Ankle Boot | Color: Black | Size: 8

Awesome Pair Of Barely Worn Ankle Chelsea Style Leather Boots In Excellent Pre-Owned Condition. more

$43.00

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Coach Shoes | Coach Bowery Chelsea Ankle Boot In Camel | Color: Tan | Size: 5

Coach Shoes | Coach Bowery Chelsea Ankle Boot In Camel | Color: Tan | Size: 5

The Bowery Chelsea Boot From Coach Takes A Classic Silhouette And Updates It With Modern Appeal. This Ankle Bootie Features A Sleek Almond Toe And Ombre Block Heel For An Eye-Catching Finish. Details: * Runs Large, Fits Like Size 6 * Suede Upper *... more

$375.00

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Madewell Shoes | Madewell Bryce Suede Chelsea Black Ankle Boot | Color: Black | Size: 9

Madewell Shoes | Madewell Bryce Suede Chelsea Black Ankle Boot | Color: Black | Size: 9

Reposhing This Item I Purchased From @Sealedmanila. Loved It, But Ready To Rotate For Something New. Worn A Few Times! Thought I Could Use Suede Instead Of Leather But It Didn’t Work With The Outfit. Questions? Leave A Comment Below! more

$50.00

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Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 38.5 Us 8.5 New In Box | Color: Cream/White | Size: 8.5

Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 38.5 Us 8.5 New In Box | Color: Cream/White | Size: 8.5

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

$90.00

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Coach Shoes | Coach Carmen Black Semi Matte Leather Chelsea Ankle Boots Size 8.5 | Color: Black | Size: 8.5

Coach Shoes | Coach Carmen Black Semi Matte Leather Chelsea Ankle Boots Size 8.5 | Color: Black | Size: 8.5

Coach Carmen Semi Matte Black Leather Chelsea Ankle Boots. Size 8.5. These Boots Are Pre Loved And So Show Signs Of Wear, Please See Photos. They Still Do Have A Lot Of Life Left In Them. more

$40.00

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Coach Shoes | Coach Lyden Leather Ankle Chelsea Boots In White Size 10 | Color: Cream/White | Size: 10

Coach Shoes | Coach Lyden Leather Ankle Chelsea Boots In White Size 10 | Color: Cream/White | Size: 10

Worn Less Than 5 Times! Just Hits My Ankle In A Weird Spot, Nothing Wrong With Them. Originally $250 Last Winter. Make An Offer! more

$75.00

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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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Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot | Color: Brown | Size: Various

Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot | Color: Brown | Size: Various

Details: Nwob Pieced Leopard Printed Leather Pull-On Bootie Elasticized Insets Scalloped Trim And Stud Details Cushioned Footbed 5 1/2" Shaft more

$99.00

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Kate Spade Shoes | Kate Spade Brandi Tan Natural Desert Leather Chelsea Ankle Boots | Color: Brown/Tan | Size: 8

Kate Spade Shoes | Kate Spade Brandi Tan Natural Desert Leather Chelsea Ankle Boots | Color: Brown/Tan | Size: 8

Soft Light Tan Leather Booties Buckle Strap And Adjustable Closure 3” Sturdy Heel Little Leather Bows On The Back Heel With The Kate Spade Logo Super Cute And Versatile Good Condition, Some Light Water Marks See All Photos For Condition I Ship Quickly... more

$70.00

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Coach Shoes | Coach Bowery Chelsea Ankle Boot In Burgundy | Color: Brown/Red | Size: 5

Coach Shoes | Coach Bowery Chelsea Ankle Boot In Burgundy | Color: Brown/Red | Size: 5

The Bowery Chelsea Boot From Coach Takes A Classic Silhouette And Updates It With Modern Appeal. This Ankle Bootie Features A Sleek Almond Toe And Ombre Block Heel For An Eye-Catching Finish. Details: * Runs Large, Fits Like Size 6 * Suede Upper *... more

$375.00

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Tory Burch Shoes | Brand New Tory Burch Chelsea Lug Ankle Boot Calf Leather/Neoprene Webbing | Color: Black | Size: 6.5

Tory Burch Shoes | Brand New Tory Burch Chelsea Lug Ankle Boot Calf Leather/Neoprene Webbing | Color: Black | Size: 6.5

Size 6.5 Color Black more

$140.00

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Gucci Shoes | Gucci Chelsea Horsebit Chain Ankle Boots Size 40 | Color: Black | Size: 10

Gucci Shoes | Gucci Chelsea Horsebit Chain Ankle Boots Size 40 | Color: Black | Size: 10

Excellent Used Condition Gucci Chelsea Boots With Horsebit And Chain Detail. Retailed For $1,150 Plus Tax. Includes Original Box And 2 Dust Bags Black Leather 1.5 Inch Heel Gold Horsebit Silver Chain Take A Look At All Pics For Signs Of Wear more

$829.00

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Free People Shoes | Free People Atlas Chelsea Leather Puffer Upper Ankle Boots Black Sz 37.5 - 38.5 | Color: Black/Tan | Size: 7.5

Free People Shoes | Free People Atlas Chelsea Leather Puffer Upper Ankle Boots Black Sz 37.5 - 38.5 | Color: Black/Tan | Size: 7.5

Note: Shoes Are Different Sizes, Left Shoe Is 37.5, Right Shoe Is 38.5 New Free People Atlas Chelsea Leather Puffer Upper Ankle Boots Black Size 7.5 - 8.5 Featuring All-Over Stud Detailing And Brogued And Scalloped Trims For An Eye-Catching Look, The... more

$90.00

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Madewell Shoes | Madewell Ryan Black Leather Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

Madewell Shoes | Madewell Ryan Black Leather Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

Madewell Black Ankle Boot Size: 9.5 Style Name: Ryan Style #: E2331 Msrp: Was $158 Condition: Pre-Owned In Excellent Condition. The Upper Leather Is In Pristine Condition, Lower Has Normal Wear And Tear. Heel: 3.25" Features: Slip On Styling With... more

$66.00

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Coach Shoes | Coach Suffolk Patchwork Black Leather Chelsea/Ankle Boots, Snakeskin, Calf, 8.5 | Color: Black | Size: 8.5

Coach Shoes | Coach Suffolk Patchwork Black Leather Chelsea/Ankle Boots, Snakeskin, Calf, 8.5 | Color: Black | Size: 8.5

Beautiful Patchwork Ankle Boot Gently Worn And Still Has A Lot Of Life Left In Them more

$49.00

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Free People Shoes | Free People Chelsea Textile Atlas Boots Blue Kilm Western Ankle Scallop 40 | Color: Blue | Size: 40eu

Free People Shoes | Free People Chelsea Textile Atlas Boots Blue Kilm Western Ankle Scallop 40 | Color: Blue | Size: 40eu

Excellent Condition ... No Flaws!! Bundle And Save 20%... Free Shipping On All Bundles! ~ Offers Welcome! ~ Fast Shipping! ~ For Offers European Size 40 Appreciate Your Wonderful Sense Of Style And Make A Statement In These Jaw-Dropping Chelsea Boots... more

$98.00

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Coach Shoes | Coach Bowery Leather Glitter Suede Chelsea Ankle Boot In Burgundy Dino Rex Charm | Color: Red | Size: 6.5

Coach Shoes | Coach Bowery Leather Glitter Suede Chelsea Ankle Boot In Burgundy Dino Rex Charm | Color: Red | Size: 6.5

Coach Bowery Leather Glitter Suede Chelsea Boot In Burgundy Pull-On Style # Fg1286 The Bowery Chelsea Boot From Coach Takes A Classic Silhouette And Updates It With Modern Appeal. This Ankle Bootie Features A Sleek Almond Toe And Trendy Block Heel For... more

$100.00

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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 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

$56.00

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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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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

$100.00

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Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 39.5 Us 9.5 New In Box | Color: Cream/White | Size: 9.5

Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 39.5 Us 9.5 New In Box | Color: Cream/White | Size: 9.5

Free People James Leather Chelsea Ankle Boots White Size 39.5 Equivalent To Us 9.5 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

$100.00

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