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Free People Shoes | Free People Black Booties | Color: Black | Size: 8.5

Free People Shoes | Free People Black Booties | Color: Black | Size: 8.5

Arlo Santa Fe Leather Croc Embassed Zip Back Ankle Boot, Pull Up Style Stretchy Elastic Side, Bohemian Coastal Cowgirl Size 38 1/2 more

$60.00

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Coach Shoes | Coach Bowery Beadchain Chelsea Boots Black - 8 | Color: Black | Size: 8

Coach Shoes | Coach Bowery Beadchain Chelsea Boots Black - 8 | Color: Black | Size: 8

Gorgeous Bowery Beadchain Chelsea Boots From Coach. Black Leather With Beadchain Detailing Around The Ankle. Pull On Style With Stretch Panels For A Comfortable Fit. Essential Style For Every Day Wear. New In Box. Size 8b more

$100.00

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Best Seller
Torrid Shoes | Black Boots | Color: Black | Size: 7

Torrid Shoes | Black Boots | Color: Black | Size: 7

Tall Black Boots Studded Straps At Ankle At The Top Of Boot It Is 8 1/2 Inches Wide Laying Flat It Does Stretch More Than Than But I Only Measured Laying Flat more

$30.00

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Adidas Shoes | Adidas Men's Copa Sense+ Cleats Fy6222 - Black/Gray - Size 11 | Color: Black/Gray | Size: 11

Adidas Shoes | Adidas Men's Copa Sense+ Cleats Fy6222 - Black/Gray - Size 11 | Color: Black/Gray | Size: 11

These Cleats Feature A Laceless Upper Crafted From A Blend Of K-Leather And Adidas Stretchy Primeknit Yield A Comfortable, Cushioned Fit. There Are Scientifically Placed Sensepods To Cut Out The Negative Space Around The Ankle And Anchilles, Creating A... more

$80.00

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Zara Shoes | Black And Silver High Heel Sock Boots Size 39 By Zara Basics | Color: Black/Silver | Size: 8.5

Zara Shoes | Black And Silver High Heel Sock Boots Size 39 By Zara Basics | Color: Black/Silver | Size: 8.5

Sock Boots That Hug Your Ankle For A Chic And Perfect Fit Every Time. It’s A Stretch Fabric In Black With Silver Sparkles That Gives A Sexy Twist In The Classic Black Boots Look. Very Comfortable With 3” Block Heels. It’s European Size 39, And I Wear 8... more

$40.00

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Nine West Shoes | Black & Grey Nine West Shooties | Color: Black/Gray | Size: 5.5

Nine West Shoes | Black & Grey Nine West Shooties | Color: Black/Gray | Size: 5.5

Nib Never Worn Gorgeous Booties. There Is A Metallic Thread That Runs Through The Fabric. The Fabric Has A Stretch To It That Fits The Ankle. Everything In My Poshmark Closet Comes Directly From My Own Personal Closet And Has Only Been Worn/Used Once... more

$30.00

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Nike Shoes | Green/Black Nike Phantom 11.5 | Color: Black/Green | Size: 11.5

Nike Shoes | Green/Black Nike Phantom 11.5 | Color: Black/Green | Size: 11.5

Made For Taking Your Game To The Next Level, It Has Nikeskin And A Mesh Touch Zone For Enhanced Control On The Ball. A Dynamic Fit Collar Wraps Your Ankle In Soft, Stretchy Knit For A Comfortable, Secure Cleat That Also Has A Ghost Lacing System.... more

$60.00

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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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J. Crew Shoes | J. Crew Black Leather High-Shaft Stacked-Heel Boots 8.5 | Color: Black | Size: 8.5

J. Crew Shoes | J. Crew Black Leather High-Shaft Stacked-Heel Boots 8.5 | Color: Black | Size: 8.5

J. Crew Leather High-Shaft Stacked-Heel Boots Size 8.5 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... more

$119.00

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Dooney & Bourke Shoes | Booties | Color: Black | Size: 8.5

Dooney & Bourke Shoes | Booties | Color: Black | Size: 8.5

These Shoes Are Pretty Worn But Are Still Super Cute And Go With Anything. Low Ankle Is Stretchy So It Fits Over Any Sized Ankle more

$42.00

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Torrid Shoes | Brand New Platform Wedge Heels From Torrid | Color: Black | Size: 8.5

Torrid Shoes | Brand New Platform Wedge Heels From Torrid | Color: Black | Size: 8.5

Black Glitter Sparkle Torrid New Wedges, Strappy With Stretchy Side Buckle Around Ankle. Size 8.5 Wide more

$50.00

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Torrid Shoes | Bootie | Color: Black | Size: 12 W

Torrid Shoes | Bootie | Color: Black | Size: 12 W

It's No Surprise That Sock Heel Booties Have Become One Of The Biggest Shoe Trends This Season. These Sleek Black Faux Suede Ankle Booties Have A Fitted, Yet Stretchy, Aesthetic, Hugging Your Ankles Which Creates A Slimming, Sleek, Seamless Effect.... more

$45.00

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Jessica Simpson Shoes | New Jessica Simpson Boots | Color: Black | Size: 7.5

Jessica Simpson Shoes | New Jessica Simpson Boots | Color: Black | Size: 7.5

New Jessica Simpson With Side Pocket With Stretch 4 Inches, Black Leather With Snake Print Around The Ankle more

$15.00

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Madewell Shoes | Madewell Calf Hair Booties | Color: Black/Brown | Size: 8

Madewell Shoes | Madewell Calf Hair Booties | Color: Black/Brown | Size: 8

Madewell Calf Hair Leopard Printed Ankle Booties, Pull On Stretch, In Excellent Condition, Size 8 more

$80.00

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Torrid Shoes | Leather Boots | Color: Black | Size: 10w

Torrid Shoes | Leather Boots | Color: Black | Size: 10w

Ankle Height Leather Boots With A Faux Buckle Strap And Elastic In The Back For Stretch. Brand New.... Never Worn. more

$30.00

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Coach Shoes | Coach Knee High Leather Boots Sz. 8.5 | Color: Black | Size: 8.5

Coach Shoes | Coach Knee High Leather Boots Sz. 8.5 | Color: Black | Size: 8.5

Coach Brand Black Leather High Heel, Knee High Boots With Classy Silver Coach Tag At Ankle. Stretchy Fabric At On Back Of Calf For Proper Fit And Comfort. Great Condition With Minor Heel Scratches On Left Heel And Interior Liner At Ankle Showing Wear.... more

$100.00

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Madewell Shoes | Madewell The Nico Boot | Color: Black | Size: 9

Madewell Shoes | Madewell The Nico Boot | Color: Black | Size: 9

Nico Ankle Boot. Black Leather With Pointed Toe, Stretch Elastic Gusset, Pull Tabs On Back. Few Scuffs And Wear At Toe Tips. more

$55.00

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Free People Shoes | Free People Stretch Boots | Color: Black | Size: 8

Free People Shoes | Free People Stretch Boots | Color: Black | Size: 8

C O N D I T I O N Nwt D E T A I L S Stretch Boots Fitted Ankle Look more

$180.00

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Columbia Shoes | Columbia Men’s Vintage Color Block Sneakers | Color: Black/Purple | Size: 8

Columbia Shoes | Columbia Men’s Vintage Color Block Sneakers | Color: Black/Purple | Size: 8

Columbia Vintage Style Color Block Sneakers Sock Stretchy Ankle Detail, Extremely Comfortable Barely Worn, In Almost New Condition Mens Size 8 Black, Turquoise, Purple, And Gray more

$25.00

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Kate Spade Shoes | Kate Spade Granada Espadrille With Side Flower Open Toe Wedge Size 8 | Color: Black/Cream | Size: 8

Kate Spade Shoes | Kate Spade Granada Espadrille With Side Flower Open Toe Wedge Size 8 | Color: Black/Cream | Size: 8

Kate Spade Granada Espadrille With Side Flower Open Toe Wedge Size 8 *Great Preowned Condition *True To Size *3.5" Wedge *Stretchy Elastic Ankle Band **Bundle And Save More** more

$55.00

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Free People Shoes | Free People Brooks Lug Sole Chelsea Boot | Color: Black | Size: 8

Free People Shoes | Free People Brooks Lug Sole Chelsea Boot | Color: Black | Size: 8

Free People Brooks Lug Sole Chelsea Boot In Good Pre Owned Condition. Some Parts Can Use A Brushing As Can Be Expected With Suede. Some Very Minimal Creasing On Ankle Part. Please See All Pictures For Wear. Minor Wear On Soles. Features A Super-Chunky... more

$105.00

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J. Crew Shoes | Nwob J Crew Size 9 High Shaft Heeled Boots Pull On | Color: Black | Size: 9

J. Crew Shoes | Nwob J Crew Size 9 High Shaft Heeled Boots Pull On | Color: Black | Size: 9

New Without Box. Black A Modern Update To Your Go-To Fall Shoes, 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... more

$100.00

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Kate Spade Shoes | Euc Kate Spade Leather Boots | Color: Black/Brown | Size: 8.5

Kate Spade Shoes | Euc Kate Spade Leather Boots | Color: Black/Brown | Size: 8.5

Kate Spade Boots. Very Versatile Front Panel In Rich Chocolate Brown With Black Stretch Material In Back. Little Leather Bows With Gold Studs On Outside Ankle. Some Scuffs On The Toe Shown In Photos. Very Comfortable Stretch Calf, Low Flat Heel,... more

$50.00

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Free People Shoes | New Oncept Indio Chelsea Boots | Color: Black/Yellow | Size: 8.5

Free People Shoes | New Oncept Indio Chelsea Boots | Color: Black/Yellow | Size: 8.5

Oncept X Free People Black Citrus Luxurious Lambs Leather Chelsea Ankle Boots Padded Footbed, Lug Soles, Pull-On Tabs, Elastic Side Goring For Stretch And Comfort. Heel Approx 2.5" Shaft Height Approx 5.5" Shaft Circumference Approx 9.75" New Without Box more

$289.00

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Torrid Shoes | Back Zip Closure For Easy Dress4.5" Wedgeextra Padded Footbed; Rubber Sole | Color: Black | Size: 10

Torrid Shoes | Back Zip Closure For Easy Dress4.5" Wedgeextra Padded Footbed; Rubber Sole | Color: Black | Size: 10

A Laser Cutout Construction Adds Dynamic Allure To A Platform Wedge That Lends Comfort Without Sacrificing Style. True Wide Width: Designed So You Never Have To Size Up Again. Elastic Stretch Ankle Strap Back Zip Closure For Easy Dress 4.5" Wedge Euc more

$45.00

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Free People Shoes | Free People Vegan Oakland Over-The-Knee Boot | Color: Black | Size: 10

Free People Shoes | Free People Vegan Oakland Over-The-Knee Boot | Color: Black | Size: 10

Sleek Vegan Leather Boots With Body Hugging Over-The-Knee Design With Chunky Platform Heel Half-Zip Ankle Closure Stretch Fit Lined Interior Cushioned Insole *Measurements* Shaft - 23.5 In Heel - 4.5 In Platform - 1.5 In Worn Twice, Like New Very... more

$50.00

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Free People Shoes | Free People Sounder Lace-Up Boots | Color: Black | Size: 7.5

Free People Shoes | Free People Sounder Lace-Up Boots | Color: Black | Size: 7.5

Free People Sounder Lace-Up Boots Distressed Leather Combat Boots With Exposed Stitching And Luxe Stretch Detailing At The Back Ankle . Partial Grommet Lace-Up With Hooks At Topline. Leather Size 7.5 (38 Euro) Worn Only A Handful Of Times! more

$80.00

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Jessica Simpson Shoes | Brand New Strappy Red Sandals! | Color: Red | Size: 7.5

Jessica Simpson Shoes | Brand New Strappy Red Sandals! | Color: Red | Size: 7.5

Cute Red Sandals With Snakeskin Accents That Are Red & Black. Gold Trim At Toes And Zipper At Heel. Straps On Top Of Foot And At Ankle Are Stretchy. Brand New! more

$24.00

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Free People Shoes | Free People Side Cut Out Boogie | Color: Brown | Size: 10

Free People Shoes | Free People Side Cut Out Boogie | Color: Brown | Size: 10

Free People Camel Suede Cut Out Bootie With Stretchy Lace Up. Worn And Pre Loved With Lots Of Life Left. Size 41, Fits Like A 10. Anthropologie Free People Urban Outfitters Madewell Lucky Brand Jeffrey Campbell Zara J. Crew H & M Modern Boho Vintage... more

$25.00

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Kate Spade Shoes | Kate Spade Grey Stretch Flannel Boots | Color: Gray | Size: 8.5

Kate Spade Shoes | Kate Spade Grey Stretch Flannel Boots | Color: Gray | Size: 8.5

These Authentic Kate Spade High Heeled Boots Are In Great Shape. They’ve Only Been Worn Once Or Twice. They Are A Very A Grey Flannel Material With A Feminine Bow Detail On The Outside Of Each Ankle. The Heels Are Black. Zippers Are On The Inside As... more

$180.00

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Jessica Simpson Shoes | Heels | Color: Blue | Size: 8

Jessica Simpson Shoes | Heels | Color: Blue | Size: 8

Bright Blue And Black Strappy Ultra High Jessica Simpson Heels. Ankle Strap Is Stretchy, Blue Areas Are Faux Suede Platform 2 Inch Heel 5 1/2 more

$45.00

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Anthropologie Tops | Black And Gold Ruffle Tube Top Size Small Scunchie Stretch Excellent Condition | Color: Black/Gold | Size: S

Anthropologie Tops | Black And Gold Ruffle Tube Top Size Small Scunchie Stretch Excellent Condition | Color: Black/Gold | Size: S

Black And Gold Ruffle Tube Top Size Small Scunchie Stretch Excellent Condition No Flaws Free People Urban Outfitters Anthropologie Crop Tops more

$14.00

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Alpinestars Sektor Mens Motorcycle Riding Shoes Black/White/Red 8.5 USA

Alpinestars Sektor Mens Motorcycle Riding Shoes Black/White/Red 8.5 USA

Gender: Mens/Unisex Color: Black/White/Red Size: 8.5 Market Color: Black/White/Red Primary Color: Black Lightweight microfiber upper construction. 3D dimensional ankle guards for improved fit and light weight. Auto racing shoe-styled speed-lacing... more

$159.94

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Alpinestars Sektor Mens Motorcycle Riding Shoes Black/White/Red 7.5 USA

Alpinestars Sektor Mens Motorcycle Riding Shoes Black/White/Red 7.5 USA

Gender: Mens/Unisex Color: Black/White/Red Size: 7.5 Market Color: Black/White/Red Primary Color: Black Lightweight microfiber upper construction. 3D dimensional ankle guards for improved fit and light weight. Auto racing shoe-styled speed-lacing... more

$159.95

FREE shipping

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Alpinestars Sektor Mens Motorcycle Riding Shoes Black/White/Red 11.5 USA

Alpinestars Sektor Mens Motorcycle Riding Shoes Black/White/Red 11.5 USA

Gender: Mens/Unisex Color: Black/White/Red Size: 11.5 Market Color: Black/White/Red Primary Color: Black Lightweight microfiber upper construction. 3D dimensional ankle guards for improved fit and light weight. Auto racing shoe-styled speed-lacing... more

$154.95

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Vance Co. Shoes Vance Co. Men's Wide Width Landon Chelsea Dress Boot - Black - 10.5

Vance Co. Shoes Vance Co. Men's Wide Width Landon Chelsea Dress Boot - Black - 10.5

The wide-width Chelsea dress boot by Vance Co. features premium faux leather uppers that rise to the ankles with subtle top-stitching bordering the stretchy side panels. Mahogany faux woodgrain block heels and outsoles finish the look. Heel... more

$69.99

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Vance Co. Shoes Hogan Wingtip Chelsea Boot - Black - 11.5

Vance Co. Shoes Hogan Wingtip Chelsea Boot - Black - 11.5

Introducing the Hogan ankle boot by Vance Co. Crafted with premium vegan leather, these boots offer both style and comfort. Featuring a convenient pull-on design with chelsea stretch gore, they are easy to slip on and off. With a 12 mm Tru Comfort... more

$79.99

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Vance Co. Shoes Hogan Wingtip Chelsea Boot - Black - 13

Vance Co. Shoes Hogan Wingtip Chelsea Boot - Black - 13

Introducing the Hogan ankle boot by Vance Co. Crafted with premium vegan leather, these boots offer both style and comfort. Featuring a convenient pull-on design with chelsea stretch gore, they are easy to slip on and off. With a 12 mm Tru Comfort... more

$79.99

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Vance Co. Shoes Lancaster Pull-On Chelsea Boots - Black - 11

Vance Co. Shoes Lancaster Pull-On Chelsea Boots - Black - 11

Ready to slip-on and go anytime, the Lancaster boot in wide-width by Vance Co. This vegan leather Chelsea style offers a flexible fit and easy entry thanks to the stretch gore at the ankles. A durable rubber sole and a 6 mm Tru Comfort Foamâ„¢ insole... more

$79.99

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Vance Co. Shoes Lancaster Pull-On Chelsea Boots - Black - 9

Vance Co. Shoes Lancaster Pull-On Chelsea Boots - Black - 9

Ready to slip-on and go anytime, the Lancaster boot in wide-width by Vance Co. This vegan leather Chelsea style offers a flexible fit and easy entry thanks to the stretch gore at the ankles. A durable rubber sole and a 6 mm Tru Comfort Foamâ„¢ insole... more

$79.99

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More information about Men's Shoes

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