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    The Benning Chelsea Boot

    The Benning Chelsea Boot

    Women's Madewell The Benning Chelsea Boot - Black - Ankle boots Coming in supersoft leather, this Chelsea boot has stretchy gores and a walkable stacked heel. And, cushiness alert: MWL Cloudlift Lite padding feels like walking on a. Well, you know. more

    $188.00

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    Kathleen Lug Sole Block Heel Chelsea Boot

    Kathleen Lug Sole Block Heel Chelsea Boot

    Women's Madewell Kathleen Lug Sole Block Heel Chelsea Boot - Black - Ankle boots A stacked block heel and lug sole add a rugged contrast to a classic Chelsea boot made from smooth leather. more

    $198.00

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    Best Seller
    Lace-up Chelsea Boot

    Lace-up Chelsea Boot

    Women's Madewell Lace-up Chelsea Boot - Black - Ankle boots This combat boot features elastic-gore insets to bring Chelsea-inspired ease to the edgy look, while the MWL Cloudlift Lite insole adds all-day comfort. more

    $198.00

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    Madewell Ankle Boots: Brown Solid Shoes - Women's Size 8 - Round Toe

    Madewell Ankle Boots: Brown Solid Shoes - Women's Size 8 - Round Toe

    Get 35% off first order + free shipping

    Madewell Ankle Boot 8. Shoes - Item Details: Brown, No Fabric Content, Solid Pattern, Round, Bohemian, Chelsea Boots Style. Condition: Practically New. more

    $49.99

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    Madewell Shoes | Madewell Boots Women’s 9.5 Reagan Black Leather Heeled Chelsea Ankle Boots J8307 | Color: Black | Size: 9.5

    Madewell Shoes | Madewell Boots Women’s 9.5 Reagan Black Leather Heeled Chelsea Ankle Boots J8307 | Color: Black | Size: 9.5

    Madewell Boots Women’s Size 9.5 Reagan Black Leather Heeled Ankle Boots Booties J8307. Pre-Owned Great Condition. Please See Photos For Description. Thanks! more

    $32.00

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    Madewell Shoes | Madewell, Grayson Brogue Chelsea Boot Leather Ankle Boot Woman’s Size 9 1/2 | Color: Tan | Size: 9.5

    Madewell Shoes | Madewell, Grayson Brogue Chelsea Boot Leather Ankle Boot Woman’s Size 9 1/2 | Color: Tan | Size: 9.5

    Madewell Leather Ankle Boots With Western Details , 2 1/4 Inch Stacked Raw Leather Covered Heel . Pointy Toe With Brogue Like Perforations And Stretch Inset For Easy On, Off. Pre- Owned With Usual Signs Of Wear. Small Area Of Scuffed Off Leather On... more

    $40.00

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    Madewell Shoes | Madewell The Grayson Chelsea Black Boot Size 9 Bootie Ankle Boots | Color: Black | Size: 9

    Madewell Shoes | Madewell The Grayson Chelsea Black Boot Size 9 Bootie Ankle Boots | Color: Black | Size: 9

    Madewell The Grayson Chelsea Black Boot Size 9 Bootie Ankle Boots Wear To Toes- Scuffing. Rubbing. Minor Scratching At Heels. Gently Used. Good Condition. Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toeand Cut... more

    $50.00

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    Chelsea & Violet Ankle Boots: Chelsea Boots Chunky Heel Casual Gray Shoes - Women's Size 9 1/2 - Almond Toe

    Chelsea & Violet Ankle Boots: Chelsea Boots Chunky Heel Casual Gray Shoes - Women's Size 9 1/2 - Almond Toe

    Get 35% off first order + free shipping

    Chelsea & Violet Ankle Boot 9 1/2. Shoes - Item Details: Gray, 100% Leather, Chunky, Almond, Casual, Chelsea Boots Style. Condition: Practically New. more

    $30.99

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    Madewell Boots: Chelsea Boots Chunky Heel Boho Chic Tan Solid Shoes - Women's Size 9 - Almond Toe

    Madewell Boots: Chelsea Boots Chunky Heel Boho Chic Tan Solid Shoes - Women's Size 9 - Almond Toe

    Get 35% off first order + free shipping

    Madewell Boot 9. Shoes - Item Details: Tan, No Fabric Content, Solid Pattern, Chunky, Almond, Boho Chic, Chelsea Boots Style. Condition: Practically New. more

    $44.99

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    The Wyckoff Chelsea Lugsole Boot

    The Wyckoff Chelsea Lugsole Boot

    Women's Madewell The Wyckoff Chelsea Lugsole Boot - White - Ankle boots Ready for all your supercute fall 'fits, this leather Chelsea boot has a stretchy gore and a wear-all-day-everywhere chunky lugsole. And, cushiness alert: MWL Cloudlift Lite... more

    $198.00

    FREE shipping

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    The Benning Chelsea Boot

    The Benning Chelsea Boot

    Women's Madewell The Benning Chelsea Boot - Brown - Ankle boots Coming in supersoft leather, this Chelsea boot has stretchy gores and a walkable stacked heel. And, cushiness alert: MWL Cloudlift Lite padding feels like walking on a. Well, you know. more

    $188.00

    FREE shipping

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    The Wyckoff Chelsea Lugsole Boot

    The Wyckoff Chelsea Lugsole Boot

    Women's Madewell The Wyckoff Chelsea Lugsole Boot - Brown - Ankle boots Ready for all your supercute fall 'fits, this leather Chelsea boot has a stretchy gore and a wear-all-day-everywhere chunky lugsole. And, cushiness alert: MWL Cloudlift Lite... more

    $198.00

    FREE shipping

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    Madewell Shoes | Madewell Boots 7 Womens Chelsea Snake Print Leather Light Umber Low Ankle Boots | Color: Tan/White | Size: 7

    Madewell Shoes | Madewell Boots 7 Womens Chelsea Snake Print Leather Light Umber Low Ankle Boots | Color: Tan/White | Size: 7

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

    $19.00

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    Madewell Shoes | Madewell Bryce Chelsea Brown Suede Leather Chelsea Ankle Boots Women's Size 8.5 | Color: Brown | Size: 8.5

    Madewell Shoes | Madewell Bryce Chelsea Brown Suede Leather Chelsea Ankle Boots Women's Size 8.5 | Color: Brown | Size: 8.5

    Madewell Bryce Chelsea Brown Suede Leather Chelsea Ankle Boots Women's Size 8.5 Pre-Loved, Original Box Not Included.Suede Upper, Slip On Styling, Closed Toe. Elastic Goring On Sides. $188 Original Retail. **Please See Photos For Details And Wear**... more

    $80.00

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    Madewell Shoes | Madewell Cleary Chelsea Ankle Boot | Color: Black | Size: 11

    Madewell Shoes | Madewell Cleary Chelsea Ankle Boot | Color: Black | Size: 11

    Madewell Cleary Chelsea Boot 7/8" Heel. Leather Upper. Pigskin Collar. Rubber Sole. Some Abrasions/Wear To Uppers And Wear To Soles, Otherwise Very Good Preowned Condition. more

    $100.00

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    Madewell Shoes | Madewell Women's Size 7 Black Leather Chelsea Short Ankle Boots | Color: Black/Brown | Size: 7

    Madewell Shoes | Madewell Women's Size 7 Black Leather Chelsea Short Ankle Boots | Color: Black/Brown | Size: 7

    Pre Owned! High Heel Boots Are In Great Condition! No Original Box! Please Look At All Pics! more

    $30.00

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    Madewell Shoes | Madewell Black Leather Chelsea Ankle Boots Size 7 Women | Color: Black | Size: 7

    Madewell Shoes | Madewell Black Leather Chelsea Ankle Boots Size 7 Women | Color: Black | Size: 7

    Size: 7 For Women Color: Black Condition: Good Style: J8295 more

    $50.00

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    Madewell Shoes | Madewell The Regan Cabernet Leather Chelsea Ankle Boots Women 8.5m Us/39 #J8307 | Color: Red | Size: 8.5

    Madewell Shoes | Madewell The Regan Cabernet Leather Chelsea Ankle Boots Women 8.5m Us/39 #J8307 | Color: Red | Size: 8.5

    Selling Madewell The Regan Cabernet Leather Chelsea Ankle Boots Women Sz 8.5m Us/39eu #J8307 Preowned Marks Of Light Use Beautiful Booties Strong Excellent Soles Lots Of Life Carefully Wrapped And Packaged Fast Delivery Elevate Your Style With These... more

    $65.00

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    Madewell Shoes | Madewell Women The Grayson Chelsea Ankle Suede Moto Boho Heels Boots Shoes Sz 9 | Color: Gray | Size: 9

    Madewell Shoes | Madewell Women The Grayson Chelsea Ankle Suede Moto Boho Heels Boots Shoes Sz 9 | Color: Gray | Size: 9

    Good Used Condition Madewell The Grayson Brogue Chelsea Bootie J8292 Western Cut Suede Ankle Boots A5box more

    $65.00

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    Madewell Shoes | Madewell Leather Nico Chelsea Ankle Boots Women's Size 7½ Black | Color: Black | Size: 8.5

    Madewell Shoes | Madewell Leather Nico Chelsea Ankle Boots Women's Size 7½ Black | Color: Black | Size: 8.5

    Madewell Pre-Owned In Great Condition Like New, Tips Have A Tiny Bit Imperfection Not Noticable Brand: Madewell Color: Black Leather Nico Size: 8½ Made In Brazil Ready To Ship I Can Bundle Items To Save On Shipping Smoke And Pet Free Home Please... more

    $62.00

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    Madewell Shoes | Madewell Frankie Chelsea Leather Ankle Boots Womens 8 Black Stack Block Heel | Color: Black | Size: 8

    Madewell Shoes | Madewell Frankie Chelsea Leather Ankle Boots Womens 8 Black Stack Block Heel | Color: Black | Size: 8

    Heel: 2.5 Condition: Good Flaws: Creasing And Ink Spots Material/Care Tags Are Pictured Special Notes: Pre-Owned & Vintage Clothes May Show Signs Of Wear, Any Major Flaws Will Be Noted & Shown In Photos Color May Vary Between Devices Used And Lighting... more

    $40.00

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    Madewell Shoes | Madewell Booties Boot Laura Chelsea Ankle Chestnut Leather Slip On Women's Sz 7 | Color: Brown | Size: 7

    Madewell Shoes | Madewell Booties Boot Laura Chelsea Ankle Chestnut Leather Slip On Women's Sz 7 | Color: Brown | Size: 7

    Madewell Booties Boot Laura Chelsea Ankle Chestnut Leather Slip On Women's Sz 7 All My Shoes Have Been Cleaned And Sanitized(Ready To Wear )These Shoes Are In Good Shape And Both May Show Some Signs Of Lite Surface Wear.Please Look At The Pictures... more

    $69.00

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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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    Madewell Shoes | Madewell The Grayson Brogue Chelsea Ankle Boots Womens Size 7.5 Brown Western | Color: Brown | Size: 7.5

    Madewell Shoes | Madewell The Grayson Brogue Chelsea Ankle Boots Womens Size 7.5 Brown Western | Color: Brown | Size: 7.5

    Madewell The Grayson Brogue Chelsea Ankle Boots Womens Size 7.5 Brown Western Condition: Pre-Owned, Great Condition. Items Will Be Shipped With Tracking Within One Business Day Of Payment. Please Refer To The Pictures. Thanks For Checking Out Our Items more

    $80.00

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    Madewell Shoes | New Madewell Sonia Snake Embossed Chelsea Block Heel Ankle Boots Size 7.5 | Color: Black/Tan | Size: 7.5

    Madewell Shoes | New Madewell Sonia Snake Embossed Chelsea Block Heel Ankle Boots Size 7.5 | Color: Black/Tan | Size: 7.5

    New Madewell Sonia Snake Embossed Low Chelsea Block Heel Ankle Boots Size 7.5 - Almond Toe Tapered, Stacked Heel - Chelsea Boot - 1 3/4" Heel, 3" Shaft - Pull-On Style - Elastic Gore Insets - Cushioned Footbed - Leather Upper And Lining/Synthetic Sole... more

    $99.00

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    Madewell Shoes | Madewell The Spencer Chelsea Ankle Boots Womens 8.5 Taupe Leather | Color: Brown | Size: 8.5

    Madewell Shoes | Madewell The Spencer Chelsea Ankle Boots Womens 8.5 Taupe Leather | Color: Brown | Size: 8.5

    Elevate Your Everyday Look With These Madewell Spencer Chelsea Ankle Boots. Crafted From High-Quality Leather, These Boots Feature Stretch Side Panels At The Ankles For Easy Slip-On Wear And A Comfortable Fit. The Almond Toe Shape And Low Block Heel... more

    $25.00

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    Madewell Shoes | Madewell Snakeskin Sonia Low Chelsea Ankle Boots Womens Size 8.5 | Color: Black/Gray | Size: 8.5

    Madewell Shoes | Madewell Snakeskin Sonia Low Chelsea Ankle Boots Womens Size 8.5 | Color: Black/Gray | Size: 8.5

    Madewell Sonia Snake Embossed Low Chelsea Boots Size 8.5 Genuine Leather. Style #3463 Stacked 1.75” Heel Cushioned Footbed 3” Shaft Please Check Your Fit, I Feel These Run Slightly Small. Smoke Free more

    $32.00

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    Madewell Shoes | Madewell Regan Pull On Boot Womens 9 Cognac Leather Ankle Boho Heels Chelsea | Color: Brown/Tan | Size: 9

    Madewell Shoes | Madewell Regan Pull On Boot Womens 9 Cognac Leather Ankle Boho Heels Chelsea | Color: Brown/Tan | Size: 9

    Good Condition Except The Soles Are Cracked The Crack Is Not All The Way Through. Priced Accordingly Madewell Regan Pull On Boots Leather Brown Women's Size 9 Non Smoking Home I Will Ship Within 1 Business Day more

    $30.00

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    Madewell Shoes | Madewell Women’s Frankie Chelsea Ankle Boots Size 7.5 | Color: Brown | Size: 7.5

    Madewell Shoes | Madewell Women’s Frankie Chelsea Ankle Boots Size 7.5 | Color: Brown | Size: 7.5

    Great Condition Cognac Brown Genuine Leather Heeled Style Stretch Shaft Refer To Photos For Wear On Soles! 4 9/10" Shaft Height 2 1/5" Heel. Leather Upper, Lining And Sole. more

    $75.00

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    Madewell Shoes | New Madewell Carina Snake Embossed Leather Chelsea Ankle Boots Womens Size 5.5 | Color: Brown/Tan | Size: 5.5

    Madewell Shoes | New Madewell Carina Snake Embossed Leather Chelsea Ankle Boots Womens Size 5.5 | Color: Brown/Tan | Size: 5.5

    Madewell Carina Snake Embossed Chelsea Leather Boots Womens Size 5.5 New With Retail Box With A Rounded Toe And Stacked Mid-Height Heel That's Perfect For Walking Around In All Day, These Wear-Everywhere Chelsea Boots In Textural Snakeskin-Stamped... more

    $79.00

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    Madewell Shoes | Madewell Ainsley Chelsea Black Leather Ankle Boots Sz 8 | Color: Black | Size: 8

    Madewell Shoes | Madewell Ainsley Chelsea Black Leather Ankle Boots Sz 8 | Color: Black | Size: 8

    Madewell Ainsley Chelsea Black Leather Ankle Boots Sz 8 Pre-Owned Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A... more

    $38.00

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    Madewell Shoes | Madewell J8307 Womens Regan Ankle Boots Chelsea Black Leather Size 7.5 | Color: Black | Size: 7.5

    Madewell Shoes | Madewell J8307 Womens Regan Ankle Boots Chelsea Black Leather Size 7.5 | Color: Black | Size: 7.5

    Madewell J8307 Womens Regan Ankle Boots Chelsea Black Leather Size 7.5 -Very Good, Gently Used Condition. No Rips/Tears. -Heel Height: 2.5 In -Material: Leather more

    $35.00

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    Madewell Shoes | Madewell Brown Snake Embossed Leather Low Chelsea Ankle Boot New Size 6.5 | Color: Black/Brown | Size: 6.5

    Madewell Shoes | Madewell Brown Snake Embossed Leather Low Chelsea Ankle Boot New Size 6.5 | Color: Black/Brown | Size: 6.5

    Madewell Snake Print Embossed Leather Low Chelsea Boot. Stacked Heel. New In Box. Size 6.5. Heather Natural Multi. more

    $65.00

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    Madewell Shoes | Madewell The Frankie Chelsea Brown Leather Heeled Ankle Boots Women's Size 8 | Color: Brown | Size: 8

    Madewell Shoes | Madewell The Frankie Chelsea Brown Leather Heeled Ankle Boots Women's Size 8 | Color: Brown | Size: 8

    Madewell The Frankie Chelsea Brown Leather Heeled Ankle Boots Women's Size 8 Pre-Loved, Original Box Not Included. Closed Toe, Stacked Block Heel, Closed Toe. $228 Original Retail. **Please See Photos For Details And Wear** Offers Welcome, Bundle And... more

    $50.00

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    Madewell Shoes | Madewell Ladies 8 Benning Warm Cinnamon Brown Leather Chelsea Ankle Boots Nn017 | Color: Brown | Size: 8

    Madewell Shoes | Madewell Ladies 8 Benning Warm Cinnamon Brown Leather Chelsea Ankle Boots Nn017 | Color: Brown | Size: 8

    Madewell Ladies 8 Benning Warm Cinnamon Brown Leather Chelsea Ankle Boots Nn017 A Pair Of Women's Madewell The Benning Brown Leather Pull-On Chelsea Booties. Size: 8 Width: M, B, Medium Condition - - Box Has Some Wear. - Please See Photos. The Product... more

    $100.00

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    Madewell Shoes | Madewell Grayson Chelsea Ankle Boots In Black Leather 8.5 | Color: Black/Brown | Size: 8.5

    Madewell Shoes | Madewell Grayson Chelsea Ankle Boots In Black Leather 8.5 | Color: Black/Brown | Size: 8.5

    Madewell Grayson Chelsea Ankle Boots In Black Leather 8.5 Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toeand Cut Them Low On The Ankle To Make Your Legs Look Even Longer. A Pull-On Style For In-Between Weather... more

    $88.00

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    Madewell Shoes | Madewell Black Lace Up Ankle Chelsea Rain Boots Women’s 8 | Color: Black | Size: 7.5

    Madewell Shoes | Madewell Black Lace Up Ankle Chelsea Rain Boots Women’s 8 | Color: Black | Size: 7.5

    Madewell Black Lace Up Ankle Chelsea Rain Boots Women’s 8 Like New! I Would Say Fits More Like A 7.5 (Or A Snug 8:) more

    $45.00

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    Madewell Shoes | Madewell Womens Nico Ankle Chelsea Boots Gray Leather Pointed Toe Size 9.5 | Color: Gray | Size: 9.5

    Madewell Shoes | Madewell Womens Nico Ankle Chelsea Boots Gray Leather Pointed Toe Size 9.5 | Color: Gray | Size: 9.5

    Madewell Womens Nico Ankle Chelsea Boots Gray Leather Pull On Pointed Toe Womens 9.5 Gently Used, Back Of Shoe Fabric Is Loose For About 1/2 Inch. Please See Pictures For Wear And Tear Madewell Womens, Booties, Womens Booties, Gray Booties, Madewell... more

    $13.00

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    Madewell Shoes | Madewell Cream Suede Ainsley Chelsea Ankle Boots Size 7.5 | Color: Cream | Size: 7.5

    Madewell Shoes | Madewell Cream Suede Ainsley Chelsea Ankle Boots Size 7.5 | Color: Cream | Size: 7.5

    Excellent Gently Used Condition Questions? Leave A Comment Below! more

    $49.00

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    Madewell Shoes | Madewell Boots Womens 7.5 The Ryan Chelsea Ankle Bootie Genuine Leather Brown | Color: Brown | Size: 7.5

    Madewell Shoes | Madewell Boots Womens 7.5 The Ryan Chelsea Ankle Bootie Genuine Leather Brown | Color: Brown | Size: 7.5

    Reposhing This Item I Purchased From @Mgtxag. Loved It, But I Am A Size 7 1/2 However, These Will Fit Someone That Is A Size 7 They Do Run Small Questions? Leave A Comment Below! more

    $72.00

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