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Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Leather Snakeskin 11 M3463 | Color: Black/Brown | Size: 11

Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Leather Snakeskin 11 M3463 | Color: Black/Brown | Size: 11

Good Preowned Condition. Light Wear As Shown In Photos. 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 Elastic Gore Insets Cushioned Footbed... more

$68.00

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Free People Shoes | Free People Beau Western Ankle Chelsea Boot Embossed Gold Leather | Color: Black/Gold | Size: Various

Free People Shoes | Free People Beau Western Ankle Chelsea Boot Embossed Gold Leather | Color: Black/Gold | Size: Various

New Without Box (Has Tags) Multiple Sizes Available Free People Beau Western Ankle Chelsea Boot Embossed Gold Leather Embossed Reptile Genuine Leather Chelsea Western Style Gold Metallic Block Heel 1.5" Pointed Toe Made In India. Elastic Side Gussets.... more

$178.00

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Best Seller
Gucci Shoes | Gucci Cordovan Lux Pointed Toe Side Buckle Chelsea Ankle Boots White Size 37 New | Color: White | Size: 37eu

Gucci Shoes | Gucci Cordovan Lux Pointed Toe Side Buckle Chelsea Ankle Boots White Size 37 New | Color: White | Size: 37eu

Gucci Cordovan Lux Pointed Toe Side Buckle Chelsea Ankle Boots Great White Size 37 New With Dustbags, No Box, Very Minor Signs Of Retail Environment Try Ons As Photographed, Size 37, Per Brand Equivalent To Us Size 7, Authenticity Guaranteed. All... more

$515.00

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Madewell Shoes | Madewell Spencer Taupe Chelsea Slip On Leather Ankle Boots Size 8.5 | Color: Tan | Size: 8.5

Madewell Shoes | Madewell Spencer Taupe Chelsea Slip On Leather Ankle Boots Size 8.5 | Color: Tan | Size: 8.5

Madewell Spencer Taupe Chelsea Slip On Leather Ankle Boots Slip On Stacked Block Heel Chelsea Style Ankle Length Western Leather Upper And Lining Taupe Color Size: 8.5 Condition: Good, Has Some Scuffing more

$50.00

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Free People Shoes | Free People Western Ankle Leather Chelsea Boots Size 7.5=8.5 Retail $178 | Color: Black | Size: 7.5

Free People Shoes | Free People Western Ankle Leather Chelsea Boots Size 7.5=8.5 Retail $178 | Color: Black | Size: 7.5

Bran New In A Box. Size 7.5 But They Run 1 Size Bigger =8.5. Genuine Embossed Croc Leather. Black Elastic Sides, Pointy Toe. Curved Hills 1.75” more

$75.00

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Gucci Shoes | Gucci Boots Mens Chelsea Ankle Black Leather Logo Hardware Sz 11 11.5 | Color: Black | Size: 11.5

Gucci Shoes | Gucci Boots Mens Chelsea Ankle Black Leather Logo Hardware Sz 11 11.5 | Color: Black | Size: 11.5

Designer: Gucci Size: Marked As 11 / Us 11.5 (Conversion Per Designer's Website) Condition: Authentic And Brand New Style Name / Number: 624661 Cdzk0 1000 Material: Leather Upper, Leather Unique Features: Classic Black Leather Mens Chelsea Ankle Boots.... more

$599.00

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Free People Shoes | Free People James Chelsea Black Boots Chunky Feels Ankle Booties 38.5 Us 8 | Color: Black/Cream | Size: 8

Free People Shoes | Free People James Chelsea Black Boots Chunky Feels Ankle Booties 38.5 Us 8 | Color: Black/Cream | Size: 8

New With Box Size 38.5 / Us 8.5 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... more

$170.00

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Free People Shoes | Free People Arlo Santa Fe Ankle Chelsea Boots Black Crocodile Snake Size 7 | Color: Black | Size: 7

Free People Shoes | Free People Arlo Santa Fe Ankle Chelsea Boots Black Crocodile Snake Size 7 | Color: Black | Size: 7

Free People Arlo Santa Fe Ankle Boots Size: European 37.5 (Us 7) Color: Black Crocodile Basically Brand New. Sales Sticker Still On Sole. Only Worn Once. Condition: These Shoes Are Intentionally Distressed. Brand New, They Intentionally Look Worn In,... more

$80.00

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J. Crew Shoes | J. Crew Leather Chelsea Ankle Boots Size 6 1/2 | Color: Brown/Tan | Size: 6.5

J. Crew Shoes | J. Crew Leather Chelsea Ankle Boots Size 6 1/2 | Color: Brown/Tan | Size: 6.5

J. Crew Leather Chelsea Ankle Boots 6 1/2 Condition: Very Good Pre Owned Condition, Leather Is Still In Really Good Shape, Minor Wear On The Soles, Few Small Scuffs On Leather, As Showing In Pictures. Brown Leather With Black Elastic Panels On The... more

$30.00

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Madewell Shoes | Madewell ‘The Grayson’ Brogue Chelsea Ankle Boot Suede Brown Size 10 | Color: Tan | Size: 10

Madewell Shoes | Madewell ‘The Grayson’ Brogue Chelsea Ankle Boot Suede Brown Size 10 | Color: Tan | Size: 10

Light Brown/Tan Suede Ankle Bootie By Madewell. Used But In Great Condition. more

$50.00

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Kate Spade Shoes | Kate Spade New York Edimburg Black Chelsea Ankle Rain Boot New | Color: Black/Gold | Size: 11

Kate Spade Shoes | Kate Spade New York Edimburg Black Chelsea Ankle Rain Boot New | Color: Black/Gold | Size: 11

Kate Spade New York Edimburg Black Chelsea Ankle Rain Boot New Size 11 New Without Original Box Approx 1-1/2" Heel Round-Toe Pull-On Boots With Goring At Sides Gold-Tone Piping At Welt Back Heel Tab Upper And Outer Sole: Polyvinyl Chloride; Inner... more

$109.00

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Kate Spade Shoes | Kate Spade Ankle Chelsea Rainboot Size 7 | Color: Black | Size: 7

Kate Spade Shoes | Kate Spade Ankle Chelsea Rainboot Size 7 | Color: Black | Size: 7

Kate Spade Ankle Rain Boot In Size 7. Scuffs Shown In Picture! Otherwise In Great Condition more

$40.00

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Free People Shoes | Free People "Atlas" Black Puffer And Leather Chelsea Ankle Boot / Bootie | Color: Black/Gold | Size: 9.5 Us / 39.5 Eu

Free People Shoes | Free People "Atlas" Black Puffer And Leather Chelsea Ankle Boot / Bootie | Color: Black/Gold | Size: 9.5 Us / 39.5 Eu

Free People "Atlas" Black Puffer And Leather Chelsea Ankle Boot / Bootie Say Hello To The Perfect, Most Versatile Boot. The Ankle Height Makes This Style Easily Transition From Day To Night. Wear Them With Your Favorite Skinny Jeans And Tee For A More... more

$90.00

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Free People Shoes | Free People James Chelsea Black Boots Chunky Feels Ankle Booties 38.5 Us 8.5 | Color: Black/Cream | Size: 8.5

Free People Shoes | Free People James Chelsea Black Boots Chunky Feels Ankle Booties 38.5 Us 8.5 | Color: Black/Cream | Size: 8.5

New With Box Size 38.5 / Us 8.5 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... more

$180.00

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Gucci Shoes | Gucci Calfskin Crystal Gg Trip Chelsea Ankle Boots 39 Vintage Bordeaux | Color: Red | Size: 9

Gucci Shoes | Gucci Calfskin Crystal Gg Trip Chelsea Ankle Boots 39 Vintage Bordeaux | Color: Red | Size: 9

Eu Size 39 Excellent Condition Only Wore A Few Times Heel: 2.25 In Platform: 0.75 In more

$960.00

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Coach Shoes | Coach X Tabitha Simmons Velvet Black Chelsea Hiker Ankle Boots | Color: Black | Size: 8

Coach Shoes | Coach X Tabitha Simmons Velvet Black Chelsea Hiker Ankle Boots | Color: Black | Size: 8

Coach X Tabitha Simmons Velvet Black Chelsea Ankle Booties Velvet Upper Man-Made Leather Lining And Footbed Rubber Outsole Zip Closure Shaft: 4 1/2" Height, 9" Circumference 1" Heel This Special Collaboration Between Coach And Designer Tabitha Simmons... more

$149.00

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J. Crew Shoes | J Crew Leather Sock Chelsea Platform Boots - Ankle Length Brown | Color: Gray/Tan | Size: 8

J. Crew Shoes | J Crew Leather Sock Chelsea Platform Boots - Ankle Length Brown | Color: Gray/Tan | Size: 8

Never Worn Out Of The Home. Smoke And Pet Free Home. Amazing Condition more

$85.00

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Madewell Shoes | Madewell - Regan Cognac Brown Ankle Chelsea Boots - 7.5 Women's | Color: Brown | Size: 7.5

Madewell Shoes | Madewell - Regan Cognac Brown Ankle Chelsea Boots - 7.5 Women's | Color: Brown | Size: 7.5

Madewell - Regan Cognac Brown Ankle Chelsea Boots - 7.5 Women's 100% Genuine Leather And Super Comfortable 2.5 Inch Heel Almond Toe Rich Cognac Brown Color Western Cowboy Style more

$160.00

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Free People Shoes | Free People Atlas Chelsea Puffer Ankle Boots Black Size 8.5 38.5 New | Color: Black | Size: 8.5

Free People Shoes | Free People Atlas Chelsea Puffer Ankle Boots Black Size 8.5 38.5 New | Color: Black | Size: 8.5

Reposhing This Item I Purchased From @Jgsgmma. Loved It, Just Need A Half Size Smaller! more

$50.00

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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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Zara Shoes | Ankle Chelsea Boots | Color: Black | Size: 38

Zara Shoes | Ankle Chelsea Boots | Color: Black | Size: 38

Black Chelsea Boots Please See Photos These Boots Are Worn And Scuffed more

$18.00

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Madewell Shoes | Madewell Sonia Chelsea Leather Ankle Boots | Color: Black | Size: 7.5

Madewell Shoes | Madewell Sonia Chelsea Leather Ankle Boots | Color: Black | Size: 7.5

Give The Style Blahs The Boot With This Contemporary Madewell Sonia Chelsea Leather Ankle Boots That Features An Almond Toe And A Tapered Stacked 1.75" Heel. The Combination Of Supple Leather And Padded Footbed Keeps You On Your Feet In Comfort.... more

$85.00

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Free People Shoes | Free People James Chunky Chelsea Ankle Leather Boots- Size 9 | Color: Black/Cream | Size: 9

Free People Shoes | Free People James Chunky Chelsea Ankle Leather Boots- Size 9 | Color: Black/Cream | Size: 9

Reposhing Only Because I Ordered The Wrong Size. Not Sure What I Was Thinking. These Are A 9. (I’m An 8) They Are In Perfect Condition. Questions? Leave A Comment Below! more

$67.00

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J. Crew Shoes | J Crew Ankle Booties 9.5 Tan Suede Pointy Toe Western Pull On Chelsea Boots | Color: Tan | Size: 9.5

J. Crew Shoes | J Crew Ankle Booties 9.5 Tan Suede Pointy Toe Western Pull On Chelsea Boots | Color: Tan | Size: 9.5

J Crew Womens Ankle Booties Size 9.5 Tan Suede Pointy Toe Western Pull On Chelsea Boots Heel 3 Shaft Height 7.5 Around Ankle 12 Pet Free Home Smoke Free Home Offers Welcome more

$168.00

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Michael Kors Shoes | Michael Kors Tan Suede Slip On Chelsea Heeled Ankle Boots Size 9 Medium | Color: Tan | Size: 9

Michael Kors Shoes | Michael Kors Tan Suede Slip On Chelsea Heeled Ankle Boots Size 9 Medium | Color: Tan | Size: 9

Excellent Used Condition. See Photos (B2755-2) The Item Pictured Is The Item You Will Receive. All Provided Measurements Are Approximate. Thank You For Viewing Our Item, Please Do Not Hesitate To Ask Any Questions. We Hope You Check Out Our Store For... more

$49.00

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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 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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Anthropologie Shoes | Anthropologie Size 7.5 Brown Suede Metallic Chelsea Ankle Booties Boots | Color: Brown | Size: 7.5

Anthropologie Shoes | Anthropologie Size 7.5 Brown Suede Metallic Chelsea Ankle Booties Boots | Color: Brown | Size: 7.5

Anthropologie Size 7.5 Brown Suede Metallic Chelsea Ankle Booties Boots. Great Pre-Owned Condition more

$39.00

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Urban Outfitters Shoes | Deena & Ozzy Moto Ankle Chelsea Boots From Urban Outfitters | Color: Black | Size: 7

Urban Outfitters Shoes | Deena & Ozzy Moto Ankle Chelsea Boots From Urban Outfitters | Color: Black | Size: 7

Deena & Ozzy Moto Ankle Chelsea Boots From Urban Outfitters. Elastic Ankle And Gold Belts Details. Good Used Condition, See Photos For Condition. more

$15.00

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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 Metallic Gold Chelsea Ankle Boots As Is | Color: Gold | Size: 7

Madewell Shoes | Madewell Metallic Gold Chelsea Ankle Boots As Is | Color: Gold | Size: 7

Gorgeous And Practical Leather Ankle Boots. Marked As Is Because They Need To Be Re-Soled; Sole Of One Boot Cracked At The Heel Seam. Lots Of Life Left Once They Are Resoled - I Don’t Have A Local Cobbler Or I Would Do It. more

$20.00

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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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Madewell Shoes | Madewell Regan Chelsea Ankle Boot In English Saddle Size 7.5 | Color: Brown | Size: 7.5

Madewell Shoes | Madewell Regan Chelsea Ankle Boot In English Saddle Size 7.5 | Color: Brown | Size: 7.5

Madewell Regan Chelsea Ankle Boot In English Saddle. Made Of Rich Leather, These Cool Pull-On Boots Have Block Heels For A Little Extra Height. Color: Brown Size 7.5 Condition : Preloved, No Rips, Holes Or Tears. Normal Signs Of Wear. No Modeling... more

$70.00

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Burberry Shoes | Burberry Men’s Chelsea Ankle Boots Dark Brown 45 | Color: Brown | Size: 45

Burberry Shoes | Burberry Men’s Chelsea Ankle Boots Dark Brown 45 | Color: Brown | Size: 45

100% Authentic Guarantee Retail $775 New With Box ( No Dust Bag ) Store Display Slight Signs Of Store Trying On Outsoles Color: Dark Brown Eu Size 45 Insole Approx 12.25" Width Approx 4" Please See Pictures more

$475.00

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Anthropologie Shoes | Anthropology Chelsea Platform Ankle High Boots | Color: Orange | Size: 9

Anthropologie Shoes | Anthropology Chelsea Platform Ankle High Boots | Color: Orange | Size: 9

Anthropology Chelsea Platform Ankle High Boots. Very Comfortable And Trendy. Previously Loved But In Great Condition. It Is A Peach Color more

$89.00

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

Free People Shoes | Free People Gold Croc Embossed Beau Western Chelsea Boot Ankle Booties | Color: Gold/Red | 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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Michael Kors Shoes | Michael Kors Shaw Flat Suede Bootie Ankle Boots Chelsea Tan Camel 9 | Color: Cream/Tan | Size: 9

Michael Kors Shoes | Michael Kors Shaw Flat Suede Bootie Ankle Boots Chelsea Tan Camel 9 | Color: Cream/Tan | Size: 9

Michael Kors Shaw Flat Suede Bootie Ankle Boots Chelsea Tan Camel Size 9 A Sharply Bootie Fashioned From Smooth ,Burnished Black Leather Dials Up The Chic Appeal Of Your Daily Style, While Logo-Etched Hardware Flashes At The Heel For A Signature... more

$20.00

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