Best Seller
WIDE FIT Serena Ankle Boot - gray

WIDE FIT Serena Ankle Boot - gray

Indulge your feet in comfort with the Serena Ankle Boot in grey. Lined with a cushioned insole for maximum comfort, the gorgeous grey is perfect to add a pop to any outfit. Key Features Include:- Round toe slip on ankle bootie- Wide width fit-... more

$99.99 $69.99

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WIDE FIT Serena Ankle Boot - navy

WIDE FIT Serena Ankle Boot - navy

Enjoy the feeling of comfort with the Serena Ankle Boot. In a gorgeous navy hue, style meets comfort with the faux leather finish and cushioned lining. Key Features Include:- Round toe slip on ankle bootie- Wide width fit- Cushioned Cloudwalkers... more

$99.99 $69.99

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Best Seller
WIDE FIT Serena Ankle Boot - navy

WIDE FIT Serena Ankle Boot - navy

Enjoy the feeling of comfort with the Serena Ankle Boot. In a gorgeous navy hue, style meets comfort with the faux leather finish and cushioned lining. Key Features Include:- Round toe slip on ankle bootie- Wide width fit- Cushioned Cloudwalkers... more

$99.99 $69.99

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Free People Shoes | Free People Taupe Gray Ankle Bootie Boot With Ankle Straps Size 10 41 | Color: Brown/Gray | Size: 10

Free People Shoes | Free People Taupe Gray Ankle Bootie Boot With Ankle Straps Size 10 41 | Color: Brown/Gray | Size: 10

Free People Ankle Boots Size: 10 41 Condition: Pre-Owned In Good Condition. There Are A Few Scratches, But The Color And Material Have A Distressed Flavor, So These Blend In. Features: Slip On Styling, Wrap Around Straps With An Adjustable Brushed... more

$75.00

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J. Crew Shoes | J. Crew Gray Leather Ankle Chelsea Boot W/ Ankle Strap And Gold Hardware- Size 8 | Color: Gray | Size: 8

J. Crew Shoes | J. Crew Gray Leather Ankle Chelsea Boot W/ Ankle Strap And Gold Hardware- Size 8 | Color: Gray | Size: 8

J. Crew Gray Leather Chelsea Ankle Boot. Made In Italy With 2 Inch Heel, Ankle Strap And Gold Hardware. 03868 Color: Gray Size: Women's 8 more

$36.00

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Anthropologie Shoes | Anthropologie Schuler And Sons Philadelphia Western Style Ankle Boot Size 8 1/5b | Color: Brown | Size: 8.5

Anthropologie Shoes | Anthropologie Schuler And Sons Philadelphia Western Style Ankle Boot Size 8 1/5b | Color: Brown | Size: 8.5

Schuler And Sons Philadelphia Dark Brown Leather Ankle Boots Size 8.5 B For Narrow Feet Crepe Sole. Side Zipper. 4” Heel. Gorgeous Chestnut Brown Leather With Antique Gold Tone Rivets, Straps And Buckles. These Boots Give Definite Beth Dutton Vibes!... more

$50.00

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Andreas Strap Boots

Andreas Strap Boots

Men's Roa Andreas Strap Boots - Black - Casual boots Ankle-high buffed calfskin and anti-abrasion nylon ripstop boots in gray. more

$595.00 $476.00

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Uppsala Shearling Boot - Black - Birkenstock Boots

Uppsala Shearling Boot - Black - Birkenstock Boots

Women's Birkenstock Uppsala Shearling Boot - Black - Ankle boots Get the most out of chillier days in the Uppsala Shearling bootie from Birkenstock. With signature brand details like a contoured footbed for added support, this suede pair sports a soft... more

$195.00

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Gao Harness Boots

Gao Harness Boots

Men's BOTH Paris Gao Harness Boots - White - Casual boots Ankle-high buffed calfskin boots in white. Detachable harness-style pin-buckle strap overlay. more

$645.00 $426.00

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Dylan Boot

Dylan Boot

Men's Taft Dylan Boot - Black - Casual boots Upgrade your handsome style wearing the TAFT Dylan boot. Featuring hand-woven leather upper for a vintage flair, this boot is secured with adjustable ankle strap closure for a perfect fit. Its Blake-stitched... more

$394.99

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Bed:Stu Michelangelo - Mens 9.5 Grey Boot Medium

Bed:Stu Michelangelo - Mens 9.5 Grey Boot Medium

*Tanned leather upper with decorative buckled strap across vamp *Slip-on style with twin side goring for a secure fit *Breathable leather lining *Lightly cushioned footbed *Durable rubber outsole more

$194.99

FREE shipping

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Bed:Stu Michelangelo - Mens 11.5 Grey Boot Medium

Bed:Stu Michelangelo - Mens 11.5 Grey Boot Medium

*Tanned leather upper with decorative buckled strap across vamp *Slip-on style with twin side goring for a secure fit *Breathable leather lining *Lightly cushioned footbed *Durable rubber outsole more

$194.99

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Bed:Stu Michelangelo - Mens 13 Grey Boot Medium

Bed:Stu Michelangelo - Mens 13 Grey Boot Medium

*Tanned leather upper with decorative buckled strap across vamp *Slip-on style with twin side goring for a secure fit *Breathable leather lining *Lightly cushioned footbed *Durable rubber outsole more

$194.99

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® Toddlers' Yose Puffer Sheepskin Cold Weather Boots - Black - Ugg Boots

® Toddlers' Yose Puffer Sheepskin Cold Weather Boots - Black - Ugg Boots

Women's Ugg ® Toddlers' Yose Puffer Sheepskin Cold Weather Boots - Black - Ankle boots Water-resistant and winter-friendly, our latest edition of the Yose Boot features an upper of waterproof leather and recycled polyester for a soft texture and an... more

$90.00 $63.00

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Leather Audrick Hi Platform Chelsea Boots - Black - Dr. Martens Boots

Leather Audrick Hi Platform Chelsea Boots - Black - Dr. Martens Boots

Women's Dr. Martens Leather Audrick Hi Platform Chelsea Boots - Black - Ankle boots Inspired by classic biker boots. This extra-tall Chelsea boot is built from Nappa Lux leather with Ajax leather and soft Patent PU leather details, including a moulded... more

$230.00 $159.00

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WIDE FIT Serena Ankle Boot - navy

WIDE FIT Serena Ankle Boot - navy

Enjoy the feeling of comfort with the Serena Ankle Boot. In a gorgeous navy hue, style meets comfort with the faux leather finish and cushioned lining. Key Features Include:- Round toe slip on ankle bootie- Wide width fit- Cushioned Cloudwalkers... more

$99.99 $69.99

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WIDE FIT Serena Ankle Boot - gray

WIDE FIT Serena Ankle Boot - gray

Indulge your feet in comfort with the Serena Ankle Boot in grey. Lined with a cushioned insole for maximum comfort, the gorgeous grey is perfect to add a pop to any outfit. Key Features Include:- Round toe slip on ankle bootie- Wide width fit-... more

$99.99 $69.99

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Free People Shoes | As98 Viets Ankle Boots Biker Moto Boho Post Apocalyptic Gray Embellish Bootie 38 | Color: Black/Gray | Size: 8

Free People Shoes | As98 Viets Ankle Boots Biker Moto Boho Post Apocalyptic Gray Embellish Bootie 38 | Color: Black/Gray | Size: 8

Stunning Charcoal Gray Embellished Boots Featuring Adjustable Side Straps, Metal Details, And Buttery Soft Leather **See Photos For Measurements & Details Fits A Size 8 Comfortably more

$245.00

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Anthropologie Shoes | Faryl Robin Anthropologie Ankle Boots Gray Strap Heel Booties Size 9.5 | Color: Gray | Size: 9.5

Anthropologie Shoes | Faryl Robin Anthropologie Ankle Boots Gray Strap Heel Booties Size 9.5 | Color: Gray | Size: 9.5

Faryl Robin Anthropologie Ankle Boots. Gray Strap Heel Booties Size 9.5. Preowned In Very Good Condition. Small Scuff On Inner Left Boot. See Last Photo. more

$20.00

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American Eagle Outfitters Shoes | Gray Ankle Boots With Buckle Straps | Color: Gray/Silver | Size: 7

American Eagle Outfitters Shoes | Gray Ankle Boots With Buckle Straps | Color: Gray/Silver | Size: 7

Gray Ankle Boots With Buckle Straps Size 7. Worn Once. Great Condition. Zipper On Inner Ankle. more

$40.00

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Free People Shoes | Free People Braeburn Ankle Boot Grey Leather | Color: Gray | Size: 7

Free People Shoes | Free People Braeburn Ankle Boot Grey Leather | Color: Gray | Size: 7

Free People Braeburn Ankle Boot. Grey Leather Upper. Double Ankle Straps With Brass Buckles. Factory Distressing. Some Wear On The Leather Sole. Gently Used Preowned Condition, See Photos. Most Items Ship Next Business Day. Size - 37 (Us 7) more

$50.00

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Free People Shoes | Free People Carrera Heeled Bootie 37 6.5 7 Grey Strap Western Boot Leather Ankle | Color: Gray | Size: 37eu

Free People Shoes | Free People Carrera Heeled Bootie 37 6.5 7 Grey Strap Western Boot Leather Ankle | Color: Gray | Size: 37eu

Brand: Free People Fabric: Leather Upper And Man Made Material Bottom. Size 37 (6.5/7) Color: Grey Made In Portugal Criss Cross Woven Strappy Ankle High Heeled Bootie Boot. Zipper Back. 3" Block Heel. Perfect For All Seasons. Worn Slightly. Excellent... more

$49.00

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Free People Shoes | Free People Braeburn Distressed Gray Leather Cut Out Double Strap Ankle Boots 36 | Color: Gray | Size: 36

Free People Shoes | Free People Braeburn Distressed Gray Leather Cut Out Double Strap Ankle Boots 36 | Color: Gray | Size: 36

Free People Braeburn Distressed Gray Leather Cut Out Double Strap Ankle Boots Size Eur 36 Leather Is A Distressed Greenish Gray Wash (Please Refer To Photos For Color) Rugged Leather Ankle Boots With Cool Open Sides. Double Ankle Straps Adjustable,... more

$78.00

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Free People Shoes | Free People Leather Ankle Boot Grey Size 8/38 | Color: Gray | Size: 8

Free People Shoes | Free People Leather Ankle Boot Grey Size 8/38 | Color: Gray | Size: 8

Grey Leather Carerra Straps Boot With A Chunky Heel. Pre-Owned Condition, Size 8 3 1/2" Chunky Stacked Heel 4 1/2" Bootie Shaft. Back Zip Closure. more

$35.00

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Kate Spade Shoes | Kate Spade Samara Black Soft Quilted Leather Moto Ankle Boots Size 7 M | Color: Black | Size: 7

Kate Spade Shoes | Kate Spade Samara Black Soft Quilted Leather Moto Ankle Boots Size 7 M | Color: Black | Size: 7

Exterior Gusset Expands Opening. Double Buckled Straps. Smoothed Round Toe. Back Bow Detail With Spade Logo Button. Leather Lining And Insole. Rubber Sole. Great Condition more

$95.00

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Free People Shoes | Free People Grey Suede Ankle Boots | Color: Gray | Size: 39 Eu (8.5 Us)

Free People Shoes | Free People Grey Suede Ankle Boots | Color: Gray | Size: 39 Eu (8.5 Us)

The Boots Are Grey Suede With Pattern And Have A Low Heel. There Are Straps Around The Ankle . Very Comfortable . Not New. more

$20.00

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Kate Spade Shoes | Kate Spade | Samara Moto Black Soft Leather Quilted Ankle Boot Bow Detail Spade | Color: Black | Size: 9

Kate Spade Shoes | Kate Spade | Samara Moto Black Soft Leather Quilted Ankle Boot Bow Detail Spade | Color: Black | Size: 9

Questions? Leave A Comment Below! Great Preloved Condition Kate Spade Box Included In The Sale Made In Brazil Leather Inserts Makes A Wide Opening 2 Gold Buckles On Crossing Straps Quilted Leather Very Soft And Luxurious Bow Detail In The Back - Small... more

$100.00

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WIDE FIT Serena Ankle Boot - black

WIDE FIT Serena Ankle Boot - black

Stomp in style with our Serena Ankle Boot. In a black hue, the classic ankle boot design is complete with ruched detailing, buckle strap design and a cushioned insole, making everyday more comfortable. Key Features Include:- Round toe slip on ankle... more

$99.99 $69.99

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WIDE FIT Serena Ankle Boot - navy

WIDE FIT Serena Ankle Boot - navy

Enjoy the feeling of comfort with the Serena Ankle Boot. In a gorgeous navy hue, style meets comfort with the faux leather finish and cushioned lining. Key Features Include:- Round toe slip on ankle bootie- Wide width fit- Cushioned Cloudwalkers... more

$99.99 $69.99

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WIDE FIT Serena Ankle Boot - navy

WIDE FIT Serena Ankle Boot - navy

Enjoy the feeling of comfort with the Serena Ankle Boot. In a gorgeous navy hue, style meets comfort with the faux leather finish and cushioned lining. Key Features Include:- Round toe slip on ankle bootie- Wide width fit- Cushioned Cloudwalkers... more

$99.99 $69.99

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American Eagle Outfitters Shoes | American Eagle Outfitters Booties Aeo Leather Ankle Boots Taupe Pull On Size 7.5 | Color: Gray/Tan | Size: 7.5

American Eagle Outfitters Shoes | American Eagle Outfitters Booties Aeo Leather Ankle Boots Taupe Pull On Size 7.5 | Color: Gray/Tan | Size: 7.5

American Eagle Outfitters Booties. Suede Leather Ankle Boots In Taupe. Pull On Style Size 7.5 These Aeo Booties Are A Fall Winter Must Have! Very Neutral Color; In Some Light They Look Grey In Other Light Tan. The Crisscross Strap And Buckle Detail Is... more

$36.00

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Free People Shoes | Free People Braeburn Ankle Boot Bootie Green Double Strap - Size 37 Us; 6.5 | Color: Gray/Green | Size: 6.5

Free People Shoes | Free People Braeburn Ankle Boot Bootie Green Double Strap - Size 37 Us; 6.5 | Color: Gray/Green | Size: 6.5

Super Cute Free People Leather Booties In Fair To Good Condition. Normal Signs Of Wear On Toe Box And Heel. more

$35.00

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Free People Shoes | Free People Ankle Crpe Rubber Sole Boots | Color: Gray | Size: Eu 37

Free People Shoes | Free People Ankle Crpe Rubber Sole Boots | Color: Gray | Size: Eu 37

Free People Ankle Crpe Rubber Sole, Zipper In The Back, Adjustable Lace Up Straps, Gray Leather Boots. Nice Condition Made In Spain Size 37 *Disclaimer: Color Of Item In Pictures May Appear Different Due To Camera, Color Cast And Perception. Check... more

$90.00

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Anthropologie Shoes | Anthropologie Corso Como Aspire Tall Taupe Suede Boots Ankle Buckle 9 Bohemian | Color: Brown/Gray | Size: 9

Anthropologie Shoes | Anthropologie Corso Como Aspire Tall Taupe Suede Boots Ankle Buckle 9 Bohemian | Color: Brown/Gray | Size: 9

Anthropologie//Corso Como Aspire Boots. Genuine Suede Upper In Taupe With Brown Ankle Strap And Buckle Detail. Inside Zip. Round Burnished Toes. Chunky Stacked Heels. Sleek Bohemian Feminine Dress Office Event Casual Fall Winter Neutral Capsule... more

$120.00

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Burberry Shoes | Burberry Haddenfield Suede Ankle Boots Booties | Color: Gray/Silver | Size: 6

Burberry Shoes | Burberry Haddenfield Suede Ankle Boots Booties | Color: Gray/Silver | Size: 6

Details: Closure By Adjustable Strap W/ A Buckle, Side Cutouts, Buckle Straps, Round Toe, Hardware At Heel. Heel Height .5”. Materials:Suede Upper/Leather, Lining/Leather And A Synthetic Sole. Origins: Italy. All Dimensions Are Approx. & May Differ... more

$355.00

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Free People Shoes | Free People Carrera Heeled Bootie Black Strap Western Ankle Boot 37/6.5-7 | Color: Black/Gray | Size: 37/6.5-7

Free People Shoes | Free People Carrera Heeled Bootie Black Strap Western Ankle Boot 37/6.5-7 | Color: Black/Gray | Size: 37/6.5-7

Kick Around In These Cute Leather Ankle Booties. Edgy Boho Vibes! Washed Gray Black. Great Used Condition With A Few Scuffs On Sole. Questions? Leave A Comment Below! more

$54.00

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Free People Shoes | Free People Leather Suede Ankle Boots | Color: Gray | Size: 10

Free People Shoes | Free People Leather Suede Ankle Boots | Color: Gray | Size: 10

Free People Venture Woven Leather Ankle Boots. These Boots Are Gorgeous! A Washed, Handwoven Suede Boot Gives A Worn In Look, And Subtly Lifted By A Stacked Heel. Takes Any Outfit And Makes It Stylish. Euc. Pointed Toe Slightly Distressed Look Charcoal... more

$85.00

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Coach Shoes | Coach Suede Brown Strap Ankle Boots 8.5 | Color: Brown/Gray | Size: 8.5

Coach Shoes | Coach Suede Brown Strap Ankle Boots 8.5 | Color: Brown/Gray | Size: 8.5

Coach Brown Ankle Boots. Gentle Used more

$50.00

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Free People Shoes | Free People Lost Valley Ankle Boot In Taupe 39 | Color: Gray/Tan | Size: 39eu

Free People Shoes | Free People Lost Valley Ankle Boot In Taupe 39 | Color: Gray/Tan | Size: 39eu

Free People Lost Valley Ankle Boot Color: Taupe Size: 39 Excellent Condition Slender Straps Wrap The Top Pointy Toe Ankle Boot Crafted In Italy Distressed Sole And Heel For A Vintage Aesthetic 1” Heel Back Zip Closure Leather Upper Leather And Textile... more

$75.00

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Free People Shoes | Free People Sunbelt Suede Slouch Ankle Boots | Color: Brown/Gray | Size: Various

Free People Shoes | Free People Sunbelt Suede Slouch Ankle Boots | Color: Brown/Gray | Size: Various

Free People Sunbelt Suede Leather Slouch Boho Ankle Boots Booties Shoes Rare Aso Free People Sunbelt Ankle Boots (In Dark Gray/Brown) Hand Distressed, Suede Slouchy Ankle Boots With Wrap Around Buckle Straps. Hardware Is Antiqued. Leather Outsole Is... more

$237.00

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More information about Men's Shoes

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