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J. Crew Shoes | J. Crew Willa Stacked Heel Leather Chelsea Boots, Black, 9 | Color: Black | Size: 9

J. Crew Shoes | J. Crew Willa Stacked Heel Leather Chelsea Boots, Black, 9 | Color: Black | Size: 9

These Refined Leather Ankle Boots Have A High Shaft That Looks Extra-Cool Peeking Out From The Hem Of A Midi Skirt Or Your Favorite Straight- Leg Jeans. Detail We Love: Stretchy Side Panels Make Them Easier To Take On And Off. Leather Upper And Lining.... more

$50.00

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Madewell Shoes | Madewell The Marco Wooden-Heel Chelsea Boots 8.5 Black | Color: Black | Size: 8.5

Madewell Shoes | Madewell The Marco Wooden-Heel Chelsea Boots 8.5 Black | Color: Black | Size: 8.5

Leather Upper. Leather Lining. Wooden Platform. Good Condition With Signs Of Use See Pics more

$55.00

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Best Seller
Free People Shoes | Free People James Chelsea White Leather Lug Sole Chunky Heel Boots Sz 10, Nwt | Color: White | Size: 10

Free People Shoes | Free People James Chelsea White Leather Lug Sole Chunky Heel Boots Sz 10, Nwt | Color: White | Size: 10

Reposhing This Item I Purchased From @Iltreasures. Loved Them But Just A Tad Too Narrow For My Super Wide Feet! Questions? Leave A Comment Below! more

$65.00

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Free People Shoes | Free People James Chelsea Chunky Heel Leather Boots New In Box Bone / Wh | Color: Cream/White | Size: Various

Free People Shoes | Free People James Chelsea Chunky Heel Leather Boots New In Box Bone / Wh | Color: Cream/White | Size: Various

Free People James Chelsea Chunky Heel Boot New In Box Style # 56318025 Color Code 010 Bone / White Leather Chunky Heel Design Elastic Side Details With A Slim Silhouette Intentionally Distressed To Feature A Worn Out Look Side Zipper Closure Cushioned... more

$65.00

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Free People Shoes | Free People Tristan Chelsea Boots Black Suede Chunky Heel Size 37 Eu/ 6.5 Us | Color: Black | Size: 6.5

Free People Shoes | Free People Tristan Chelsea Boots Black Suede Chunky Heel Size 37 Eu/ 6.5 Us | Color: Black | Size: 6.5

Boots Are Pre-Owned In Good Condition. No Rips, Stains Or Holes Women's Size 6.5 more

$49.00

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Michael Kors Shoes | Michael Kors Light Tan Suede Leather Stacked Heel Chelsea Ankle Boots Size 8.5 | Color: Brown/Tan | Size: 8.5

Michael Kors Shoes | Michael Kors Light Tan Suede Leather Stacked Heel Chelsea Ankle Boots Size 8.5 | Color: Brown/Tan | Size: 8.5

Michael Kors Booties 3.5" Heels 5" Shaft These Do Have Some Significant Wear On The Heels, Still A Lot Of Life Left! Please See Photos. Women's Size 8.5 @Boyds_boutique A# more

$36.00

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Free People Shoes | Free People Eu 39.5 Us 9.5 James Black Leather Lugged Heel Chelsea Platform Boot | Color: Black | Size: 9.5

Free People Shoes | Free People Eu 39.5 Us 9.5 James Black Leather Lugged Heel Chelsea Platform Boot | Color: Black | Size: 9.5

Free People Eu 39.5 Us 9.5 James Black Leather Lugged Heel Chelsea Platform Boot Details: Shoe Size: Women Us 9.5 / Euro 39.5 Color: Black Condition: New With Box (100% Authentic) Please Note: Original Box May Show Signs Of Wear. more

$110.00

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Free People Shoes | Free People James Chunky Heel Chelsea Boot White Leather Size Us 9.5 | Color: White | Size: 9.5

Free People Shoes | Free People James Chunky Heel Chelsea Boot White Leather Size Us 9.5 | Color: White | Size: 9.5

Free People New In The Box James Chelsea Boot In White Leather Features: Leather Chunky Heel Design Elastic Side Details With A Slim Silhouette Intentionally Distressed To Feature A Worn Out Look Side Zipper Closure Cushioned Insole With Rounded Toe... more

$112.00

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Madewell Shoes | Madewell Wooden-Heel Chelsea Boot - Black - Size 8 | Color: Black | Size: 8

Madewell Shoes | Madewell Wooden-Heel Chelsea Boot - Black - Size 8 | Color: Black | Size: 8

If You Love A Clog, These Are Great! A Twist On A Classic, Platform Chelsea Boot With Light Wood Sole. Half The Price Of A No. 6 Clog And More Unique Than A Hasbeen. There Are No Visible Staples Which Most Classic Clogs Have This Characteristic.... more

$45.00

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Free People Shoes | Free People Blackburn Suede Leather Chelsea Boots Heel Pointed Toe | Color: Black/White | Size: 7

Free People Shoes | Free People Blackburn Suede Leather Chelsea Boots Heel Pointed Toe | Color: Black/White | Size: 7

Free People Black Burn Boot *Sold Out* Distressed Suede Leather Chelsea Boot, Pointed Toe, Contrasted Trim & Woven Panels Stacked Heel Back Zipper Padded Insole Heel: 3.18cm Shaft:19.68cm Size: 37 True To Size & Super Comfortable! more

$115.00

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Free People Shoes | Free People James Chelsea Leather Boots - Beige, Chunky Heel, Size Eu41 Nwob | Color: Cream | Size: 41eu

Free People Shoes | Free People James Chelsea Leather Boots - Beige, Chunky Heel, Size Eu41 Nwob | Color: Cream | Size: 41eu

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

$75.00

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J. Crew Shoes | Black Leather J. Crew Chelsea High-Heel Cowboy Boots | Color: Black | Size: 9

J. Crew Shoes | Black Leather J. Crew Chelsea High-Heel Cowboy Boots | Color: Black | Size: 9

Black Leather J. Crew Chelsea High-Heel Cowboy Boots 2.5 Inch Heel, Back Pull-On Tab. Inner Elastic For Easy On/Off. These Are Lightly Western In Style, But Still Very Versatile! Worn Max 5 Times. Ships With Original Box & Packaging. more

$70.00

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Free People Shoes | Free People Eu 41 Us 11 James Black Leather Lugged Heel Chelsea Platform Boot | Color: Black | Size: 11

Free People Shoes | Free People Eu 41 Us 11 James Black Leather Lugged Heel Chelsea Platform Boot | Color: Black | Size: 11

Free People Eu 41 Us 11 James Black Leather Lugged Heel Chelsea Platform Boot Details: Shoe Size: Women Us 11 / Euro 41 Color: Black Condition: New With Box (100% Authentic) Please Note: Original Box May Show Signs Of Wear. more

$110.00

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Free People Shoes | Free People James Chelsea Chunky Heel Boots Tan Size Eu 40/ Us 10 | Color: Brown | Size: 10

Free People Shoes | Free People James Chelsea Chunky Heel Boots Tan Size Eu 40/ Us 10 | Color: Brown | Size: 10

Free People James Chelsea Chunky Heel Boots Tan Size Eu 40/ Us 10 Brand ; Free People Style : James Chelsea Boots Color : Brown Size : 40 Sku No : 8275 Condition : New Without Box The Leather Seem To Be Bit Distressed As They Are Not In Box. more

$95.00

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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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J. Crew Shoes | J Crew Chelsea High-Heel Cowboy Boots In Caramel Suede | Color: Tan | Size: 9.5

J. Crew Shoes | J Crew Chelsea High-Heel Cowboy Boots In Caramel Suede | Color: Tan | Size: 9.5

New J Crew Suede, Tan, Chelsea Cowboy Boots. Well Made. Very Comfortable. New With Box. Size: Womens 9.5 more

$109.00

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Madewell Shoes | Madewell The Bryce Chelsea Suede Stocked Heel Ankle Boots Side Zipper | Color: Brown | Size: 8

Madewell Shoes | Madewell The Bryce Chelsea Suede Stocked Heel Ankle Boots Side Zipper | Color: Brown | Size: 8

Madewell The Bryce Chelsea Suede Stocked Heel Ankle Boots Side Zipper Women Size 8 Almond Toe 2.5” Heel Small Scuff See Photos more

$60.00

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Free People Shoes | Free People James Chunky Heel Chelsea Boot White Leather Size Us 8.5 | Color: White | Size: 8.5

Free People Shoes | Free People James Chunky Heel Chelsea Boot White Leather Size Us 8.5 | Color: White | Size: 8.5

Free People New In The Box James Chelsea Boot In White Leather Features: Leather Chunky Heel Design Elastic Side Details With A Slim Silhouette Intentionally Distressed To Feature A Worn Out Look Side Zipper Closure Cushioned Insole With Rounded Toe... more

$112.00

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J. Crew Shoes | J Crew Stacked Heel Chelsea Boot In Snake Embossed Leather 8m | Color: Black/Tan | Size: 8

J. Crew Shoes | J Crew Stacked Heel Chelsea Boot In Snake Embossed Leather 8m | Color: Black/Tan | Size: 8

Eye Catching J Crew Stacked Heel Chelsea Ankle Boot In Snake Embossed Leather. Body Has Tones Of Taupe, Black And Ivory With Contrasting Black Elastic For Effortless Entry. Versatile And Unique Pattern Wearable Across Multiple Seasons. Stacked Heel Is... more

$60.00

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Free People Shoes | Free People James Chelsea White Leather Lug Sole Chunky Heel Boots Sz 10, Nwt | Color: White | Size: 10

Free People Shoes | Free People James Chelsea White Leather Lug Sole Chunky Heel Boots Sz 10, Nwt | Color: White | Size: 10

Reposhing This Item I Purchased From @Iltreasures. These Boots Are Amazing, But Do Run A Little Smaller Than The Size 10 It Says. Would Totally Fit A Size 9.5 Or Even 9. more

$44.00

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Free People Shoes | Free People Essential Chelsea Boots Woven Texture Leather Stacked Heel Size 8 | Color: Black/Gray | Size: 8

Free People Shoes | Free People Essential Chelsea Boots Woven Texture Leather Stacked Heel Size 8 | Color: Black/Gray | Size: 8

Free People Essential Chelsea Boots Woven Texture Leather Stacked Heel Size 8 Pre-Owned, Clean Excellent Condition There Are Some Sign Of Wear Please Review Pictures, Sign Of Wear Is Minimal. Overall In Excellent Condition Please Review Pictures Size... more

$140.00

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Free People Shoes | New Free People James Chelsea Boot 38 Bone 7.5 Leather Platform Chunky Heel | Color: Black/Cream | Size: 7.5

Free People Shoes | New Free People James Chelsea Boot 38 Bone 7.5 Leather Platform Chunky Heel | Color: Black/Cream | Size: 7.5

Free People James Chelsea Boot, Size 38 (Us 7.5) In Bone. $188 New Never Worn Measurements (All Approx) :: 3.5" Heel, 4.75" Shaft Height, 10" Ankle Circumference, 10" Top Opening Circumference, 1" Platform Sole, 6" Zipper At Instep #1207p-Shf2.13.2... more

$109.00

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Free People Shoes | New Free People James Chelsea Boot 40 9.5 Leather Platform Chunky Heel | Color: Black/Cream | Size: 9.5

Free People Shoes | New Free People James Chelsea Boot 40 9.5 Leather Platform Chunky Heel | Color: Black/Cream | Size: 9.5

Questions? Leave A Comment Below! more

$102.00

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Free People Shoes | Free People James Chunky Heel Leather Chelsea Boot Brown | Color: Brown | Size: Various

Free People Shoes | Free People James Chunky Heel Leather Chelsea Boot Brown | Color: Brown | 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. Brand New In Original Box. Msrp: $188... more

$110.00

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Free People Shoes | Free People James Chelsea Chunky Heel Leather Boots White Eu 39 | Color: Cream/White | Size: 39eu

Free People Shoes | Free People James Chelsea Chunky Heel Leather Boots White Eu 39 | Color: Cream/White | Size: 39eu

Free People James Chelsea Chunky Heel Boot Style # 56318025 Color Code 010 Bone / White Leather Chunky Heel Design Elastic Side Details With A Slim Silhouette Intentionally Distressed To Feature A Worn-Out Look Side Zipper Closure Cushioned Insole With... more

$90.00

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Madewell Shoes | Madewell The Marco Black Leather Platform Chelsea Boots With Wood Heels Size 9.5 | Color: Black/Cream | Size: 9.5

Madewell Shoes | Madewell The Marco Black Leather Platform Chelsea Boots With Wood Heels Size 9.5 | Color: Black/Cream | Size: 9.5

Amazing Madewell The Marco Black Leather Chelsea Platform Boots With Wood Heels. Women's Size 9.5 And In Excellent Pre-Owned Condition With Gentle Use/Wear. Buttery Soft Black Leather Uppers With Stretch Goring On Either Side For Easier On/Off. Pull-On... more

$75.00

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Free People Shoes | Free People Chunky Heel Leather Chelsea Boot - Size 39 | Color: Brown | Size: 8

Free People Shoes | Free People Chunky Heel Leather Chelsea Boot - Size 39 | Color: Brown | Size: 8

Priced Low For Quick Sale Before Xmas. 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... more

$75.00

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Free People Shoes | Free People Eu 38.5 Us 8.5 James Black Leather Lugged Heel Chelsea Platform Boot | Color: Black | Size: 8.5

Free People Shoes | Free People Eu 38.5 Us 8.5 James Black Leather Lugged Heel Chelsea Platform Boot | Color: Black | Size: 8.5

Free People Eu 38.5 Us 8.5 James Black Leather Lugged Heel Chelsea Platform Boot Details: Shoe Size: Women Us 8.5 / Euro 38.5 Color: Black Condition: New With Box (100% Authentic) Please Note: Original Box May Show Signs Of Wear. more

$110.00

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Coach Shoes | Coach Tia Ankle Chelsea Boots Chunky Heel Wine Color Suede Booties Size 8.5 | Color: Red | Size: 8.5

Coach Shoes | Coach Tia Ankle Chelsea Boots Chunky Heel Wine Color Suede Booties Size 8.5 | Color: Red | Size: 8.5

Coach Tia Ankle Chelsea Boots, Chunky Heels, Wine Color Suede Booties, Size 8.5 Women’s. Preowned. Some Wear From Normal Use, Mainly On The Bottoms. Heel Height Approx 2.5”. Elevate Your Shoe Game With These Stylish Coach Tia Ankle Booties In A... more

$60.00

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Madewell Shoes | Madewell Leather Chelsea Boot Reagan Brown English Saddle Stacked Heel | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Leather Chelsea Boot Reagan Brown English Saddle Stacked Heel | Color: Brown/Tan | Size: 7

Cute, Classic, Now Even More In Style With A Longer Hemmed Straight Leg Jean (Hello The Good Parts Of The 90s!). Good, Used Condition. Check The Photos. Super Comfortable. Still Tons Of Life Left In These Babies. more

$30.00

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Madewell Shoes | Madewell Bryce Suede Stacked Heel Chelsea Boots - Chestnut Brown Booties - 9.5 | Color: Brown/Tan | Size: 9.5

Madewell Shoes | Madewell Bryce Suede Stacked Heel Chelsea Boots - Chestnut Brown Booties - 9.5 | Color: Brown/Tan | Size: 9.5

Women's Madewell Chestnut Brown / Tan Suede Bryce Short Ankle Boots. Chunky Stitching Where The Boot Leather Connects To The Shoe Bottom. Stacked Platform Heel And Side Bootie Zipper. Medium Height Heel. Condition: Good Pre-Owned Condition. In Just The... more

$58.00

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Zara Shoes | Blue Leather With Black Toe Chelsea Boots With Sculptural Wedge Heel. | Color: Black/Blue | Size: 8

Zara Shoes | Blue Leather With Black Toe Chelsea Boots With Sculptural Wedge Heel. | Color: Black/Blue | Size: 8

Zara Limited Edition Blue And Black Leather Ankle Boots With Wedge Heel. Slight Nick In Left Boot Heel- See Pictures. Otherwise Perfect, Unworn Condition. more

$98.00

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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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Michael Kors Shoes | Michael Kors Leather Sole Chelsea Ankle Boots 8 Brown Pull On Chunky Heel | Color: Brown | Size: 8

Michael Kors Shoes | Michael Kors Leather Sole Chelsea Ankle Boots 8 Brown Pull On Chunky Heel | Color: Brown | Size: 8

Michael Kors Leather Sole Chelsea Ankle Boots 8m Brown Pull On Chunky Heel Very Good Used Condition - Wear On Soles And Light Wear At Top Edge Of Elastic Sections (See Pictures) more

$40.00

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Torrid Shoes | 10.5 Ww Women’s Torrid Chelsea Lug Sole Bootie Boots Black 40735108 2.5" Heel | Color: Black | Size: 10.5

Torrid Shoes | 10.5 Ww Women’s Torrid Chelsea Lug Sole Bootie Boots Black 40735108 2.5" Heel | Color: Black | Size: 10.5

Torrid Womens Size 10.5ww New Without Tags, Suede Field Outside, Super High Platforms, Elastic Sides, Fall On Boot Black. Concert Ready! Grunge Look! Military! more

$34.00

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Anthropologie Shoes | Nib Black Distressed Leather Block Heel Ankle Boot | Color: Black | Size: Various

Anthropologie Shoes | Nib Black Distressed Leather Block Heel Ankle Boot | Color: Black | Size: Various

Fits True To Size New In The Box Ankle Boots Distressed Leather A Brushed Metallic Back Heel Gives This Leather Chelsea Bootie A Dash Of Edge. Heel 3.5” Approximately Goring Panels On Each Side Imported It Will Come In A Box But It May Not Be The... more

$116.00

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Madewell Shoes | Madewell Laura Chelsea Real Fur Dyed Spotted Calf Hair Hilty Block Boots Size 7 | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Laura Chelsea Real Fur Dyed Spotted Calf Hair Hilty Block Boots Size 7 | Color: Brown/Tan | Size: 7

Madewell Laura Chelsea Real Fur Dyed Spotted Calf Hair Hilty Block Boots Size 7 Brand: Madewell Size: 7 Color: Tan And Brown Pattern: Leopard Material: Leather Condition: Preloved, In Good Condition, Stretch Band Shows Minimal Features: Slip On Closure... more

$125.00

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Free People Shoes | Free People James Leather Block Heel Boots | Color: Black/Cream | Size: 8.5

Free People Shoes | Free People James Leather Block Heel Boots | Color: Black/Cream | Size: 8.5

- Chunky Block Heels - Lugged Sole - Chelsea Boot With Side Zipper - Cushioned Insole - 3.5 Inch Heel With 1 Inch Platform These Boots Are Soooooo Cute And Totally Elevate Any Outfit. Worn Twice, Some Scuffs On The Top (Pictured) Size 39 Eu = 8.5 Us... more

$45.00

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Cyphre Chelsea Boots

Cyphre Chelsea Boots

Men's Our Legacy Cyphre Chelsea Boots - Black - Casual boots Ankle-high polished calfskin Chelsea boots in black. · Pointed square toe · Elasticized gusset at sides · Leather pull loop at heel collar · Stacked leather block heel with rubber injection ·... more

$610.00

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Zara Shoes | ((New)) Zara Booties W/Block Heel 5”Size 37 Some Peeling Inside Boot! Never Worn | Color: Black/Brown | Size: 7

Zara Shoes | ((New)) Zara Booties W/Block Heel 5”Size 37 Some Peeling Inside Boot! Never Worn | Color: Black/Brown | Size: 7

(New)) Zara Booties W/Block Heel 5”Size 37 Some Peeling Inside Boot! Never Worn more

$35.00

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More information about Men's Shoes

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