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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

$30.00

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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

$56.00

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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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Madewell Shoes | Madewell The Frankie Chelsea Brown Leather Heeled Ankle Boots Size 9.5 | Color: Brown | Size: 9.5

Madewell Shoes | Madewell The Frankie Chelsea Brown Leather Heeled Ankle Boots Size 9.5 | Color: Brown | Size: 9.5

Madewell The Frankie Chelsea Brown Leather Heeled Ankle Boots Size 9.5. Great Condition. more

$45.00

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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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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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Madewell Shoes | Madewell Snake-Embossed Leather Chelsea Ankle Boot | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Snake-Embossed Leather Chelsea Ankle Boot | Color: Brown/Tan | Size: 7

New In Box!!! Heather / Natural Sonia Chelsea Ankle Boot. Great For Back To School Or Back To Work. 1.75'' Heel 3'' Shaft Pull-On With Elastic Gore Insets Tapered, Stacked Heel Almond Toe Cushioned Footbed Leather Upper Leather Lining Man-Made Sole... more

$35.00

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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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Anthropologie Shoes | Anthropologie Suede Chelsea Floral Embossed Ankle Boots 39 | Color: Brown | Size: 39

Anthropologie Shoes | Anthropologie Suede Chelsea Floral Embossed Ankle Boots 39 | Color: Brown | Size: 39

Women's Anthropologie Suede Chelsea Floral Embossed Ankle Boots Booties Shoes With Pointed Toe Made In Spain Size: 39 Color: Brown Style #: 43454446 Great Condition more

$45.00

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Gucci Shoes | Gucci Mens Boots Leon Ankle Chelsea Logo Back Black Leather Sz 9g 9.5 Us | Color: Black | Size: 9.5

Gucci Shoes | Gucci Mens Boots Leon Ankle Chelsea Logo Back Black Leather Sz 9g 9.5 Us | Color: Black | Size: 9.5

Designer: Gucci Size: Marked As 9 G / Converts To Us 9.5 (Conversion Per Designer's Website) Condition: Authentic And Brand New Style Name / Number: 592861 Dtn50 1000 Material: Leather Upper, Rubber Sole Unique Features: Mens Black Leather Logo Patch... more

$699.00

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Free People Shoes | Free People James Chelsea Ankle Velvet Boots | Color: Black | Size: 37

Free People Shoes | Free People James Chelsea Ankle Velvet Boots | Color: Black | Size: 37

Free People James Chelsea Crushed Velvet Chunky Sole Ankle Boot A Chunky Block Heel And Lugged Sole Classic Chelsea Boot Slim Silhouette Bootie Side Zip And Elasticized Insert Details Cushioned Footbed 3,5 “ Chunky Heel With 1” Platform Almond Toe... more

$145.00

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

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

Free People James Chelsea Lug Sole Chunky Ankle Boots In Bone White Size 9 Pre-Owned (No Box) Only Worn Once Or Twice But Has Some Scuffs, Tried To Show In Pictures. more

$60.00

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Free People Shoes | Free People Chelsea Ankle Boot Size 9 | Color: Brown/Green | Size: 9

Free People Shoes | Free People Chelsea Ankle Boot Size 9 | Color: Brown/Green | Size: 9

Free People Chelsea Boot With Green Ankle Detail And Brass Grommets On The Back. Size 9 From A Pet Free And Smoke Free Home. more

$55.00

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Kate Spade Shoes | Kate Spade New York Magenta Suede Chelsea Ankle Boots. Size 8.5 | Color: Red | Size: 8.5

Kate Spade Shoes | Kate Spade New York Magenta Suede Chelsea Ankle Boots. Size 8.5 | Color: Red | Size: 8.5

Kate Spade Anew York Magenta Pink Suede Ankle Boots With Block Chunky Heel. Very Nice Used Condition. Slip On Boot With Ribbing On The Side. These Are Super Cute. Size 8.5 more

$40.00

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

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

Nwob, No Flaws! Free People Atlas Chelsea Puffer Boot, Black These Adorable Boots Sold Out Instantly Everywhere! Multiple Sizes Avail Gleaming Studs And Scalloped Edges Contrast Against The Puffy Profile Of A So-Cool Chelsea Boot Crafted From Leather.... more

$82.00

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Madewell Shoes | Madewell “Grayson” Tan Suede Leather Brogue Chelsea Heeled Ankle Boots/Booties | Color: Orange/Tan | Size: 7

Madewell Shoes | Madewell “Grayson” Tan Suede Leather Brogue Chelsea Heeled Ankle Boots/Booties | Color: Orange/Tan | Size: 7

Madewell “Grayson” Tan Suede Leather Stocked Block Heel Ankle Boots/Booties. Our Design Team Took Age-Old Western Boot Details, A Stacked Raw Leather Heel, A Pointy Toe, Brogue Perforations And Cut Them Low On The Ankle To Make Your Legs Look Even... more

$69.00

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Anthropologie Shoes | Anthropologie Sixtyseven Distressed Croc Leather Boho Chelsea Ankle Boots | Color: Black | Size: 37eu

Anthropologie Shoes | Anthropologie Sixtyseven Distressed Croc Leather Boho Chelsea Ankle Boots | Color: Black | Size: 37eu

Great Used Condition. Distressed Croc Chelsea Ankle Boots By Anthropologie Brand Sixtyseven In Black. Chic, Edgy Aesthetic, A Versatile Capsule Wardrobe Piece For The Season That Can Be Dressed Up Or Worn Casually. Slip-On Ankle Boots With Textured... more

$50.00

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Madewell Shoes | Madewell Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 | Color: Brown | Size: 10

Madewell Shoes | Madewell Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 | Color: Brown | Size: 10

Madewell Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 New Without Tag Shoe Is Store Return And May Have Minor Blemish more

$95.00

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Madewell Shoes | Madewell Bryce Chelsea Ankle Boot Block Heel Suede Slip-On Brown Size 6.5 | Color: Brown/Tan | Size: 6.5

Madewell Shoes | Madewell Bryce Chelsea Ankle Boot Block Heel Suede Slip-On Brown Size 6.5 | Color: Brown/Tan | Size: 6.5

Madewell Bryce Chelsea Ankle Boot Block Heel Suede Slip-On Brown Size 6.5 Madewell Bryce Chelsea Ankle Boot Block Heel Suede Slip-On Brown Size 6.5 Slip On Suede Side Panel Detail Closed Toe Almond Toe In Good Pre-Owned Condition R1 more

$45.00

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Kate Spade Shoes | Kate Spade New York Ankle Chelsea Boots | Color: Black | Size: 10

Kate Spade Shoes | Kate Spade New York Ankle Chelsea Boots | Color: Black | Size: 10

Kate Spade New York Ankle Chelsea Boots Black & Metallic Leather & Rubber Trim Round-Toes With Glitter Accents Heels: 1.5" Size: 10 In Good Condition, Small Spots On Boots Where Glitter Is Scratched From Being In Closet. - You Can See By The Soles... more

$28.00

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Madewell Shoes | Madewell Ainsley Chelsea Ankle Boots Size 6 | Color: Black/Brown | Size: 6

Madewell Shoes | Madewell Ainsley Chelsea Ankle Boots Size 6 | Color: Black/Brown | Size: 6

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

$27.00

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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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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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Madewell Shoes | Madewell The Clog Boot In Suede Ma420 Tan Chelsea Ankle Bootie Wooden Sole 6.5 | Color: Tan | Size: 6.5

Madewell Shoes | Madewell The Clog Boot In Suede Ma420 Tan Chelsea Ankle Bootie Wooden Sole 6.5 | Color: Tan | Size: 6.5

Excellent Condition. Appear To Have Been Worn Once Or Twice. Great Pair Of Clog Ankle Boots By Madewell. See Photos And Feel Free To Ask Questions. 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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Anthropologie Shoes | Anthropologie “ Dale” Leather Chelsea Ankle Boots Size 8 | Color: Brown | Size: 8

Anthropologie Shoes | Anthropologie “ Dale” Leather Chelsea Ankle Boots Size 8 | Color: Brown | Size: 8

Brand: Anthropologie Style: “ Dale” Chelsea Ankle Color: Brown With An Olive Cast Rubber Lug Style Chunky Bottoms Elastic Panels On Both Sides Great Preowned Condition. Clean. Intentional Worn Look. A Bit Of Scuffing On The Toes And Creasing. The... more

$60.00

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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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