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Free People Shoes | Free People Maverick Black Leather Chelsea Boots Western Ankle Booties | Color: Black | Size: 8

Free People Shoes | Free People Maverick Black Leather Chelsea Boots Western Ankle Booties | Color: Black | Size: 8

Reposhing This Item I Purchased From @Pinetreeposh. Loved It, But They Are Too Small I’m Usually A 9 Or 9.5. These Fit So Snug, I Would Compare Them To An 8, Maybe An 8.5. more

$100.00

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Free People Shoes | Free People Gold Croc Embossed Beau Western Chelsea Boot Ankle Booties | Color: Gold/Red | Size: Various

Free People Shoes | Free People Gold Croc Embossed Beau Western Chelsea Boot Ankle Booties | Color: Gold/Red | 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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Free People Shoes | Free People Beau Western Boot Eu 36 Us 6 Gold Ankle Chelsea Bootie Croc Pointed | Color: Gold | Size: 36eu

Free People Shoes | Free People Beau Western Boot Eu 36 Us 6 Gold Ankle Chelsea Bootie Croc Pointed | Color: Gold | Size: 36eu

Free People Beau Western Boot In Gold Size 36 (Equivalent To A Us Women's Size 6 Per Free People Website) Slip-On Western-Style Chelsea Boot Silhouette Ankle-Height Shaft Lightly-Distressed Metallic Gold Croc Embossed Leather Upper Pointed Snip Toe... more

$53.00

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Ssense Exclusive Western Chelsea Boots

Ssense Exclusive Western Chelsea Boots

Men's Toga Virilis Ssense Exclusive Western Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in black. Pointed toe · Embroidered detailing at vamp · Pull-loop at heel collar · Concealed elasticized gusset at sides · Stacked... more

$555.00 $355.00

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Flash Western Chelsea Boot

Flash Western Chelsea Boot

Women's Free People Flash Western Chelsea Boot - White - Ankle boots Lighting bolt-inspired zigzag cutouts energize this Chelsea boot given a Western spin with a pointed toe and Cuban heel. 2 1/2" heel Leather upper, lining and sole Made in Italy. more

$278.00

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2976 Contrast Stitch Leather Chelsea Boots

2976 Contrast Stitch Leather Chelsea Boots

Men's Dr. Martens 2976 Contrast Stitch Leather Chelsea Boots - Black - Casual boots Never follow fashion. Subvert and disrupt it. The 2976 Chelsea boot casts a shadow over traditional country and western styling with an infusion of 80s Gothic... more

$210.00

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Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 10 Wide DDB0163-10-W

Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 10 Wide DDB0163-10-W

Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 10 Wide DDB0163-10-W. This style has distressed full-grain leather with a waterproof membrane bootie inside to keep your feet dry all day long. It has a contoured ventilated and... more

$197.00

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Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 7 Wide DDB0163-7-W

Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 7 Wide DDB0163-7-W

Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 7 Wide DDB0163-7-W. This style has distressed full-grain leather with a waterproof membrane bootie inside to keep your feet dry all day long. It has a contoured ventilated and... more

$197.00

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Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 9 Medium DDB0163-9-M

Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 9 Medium DDB0163-9-M

Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 9 Medium DDB0163-9-M. This style has distressed full-grain leather with a waterproof membrane bootie inside to keep your feet dry all day long. It has a contoured ventilated and... more

$197.00

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Clint Western Bootie - Brown - Gentle Souls Boots

Clint Western Bootie - Brown - Gentle Souls Boots

Women's Gentle Souls Clint Western Bootie - Brown - Ankle boots Pebbled leather refines this Western-inspired bootie with stretchy insets and plush layers of performance cushioning for all-day comfort. more

$239.00 $120.00

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Tyler Western Bootie - Brown - Munro Boots

Tyler Western Bootie - Brown - Munro Boots

Women's Munro Tyler Western Bootie - Brown - Ankle boots A stacked heel elevates this side-zip Western bootie crafted from supple leather above a cushy footbed with molded arch support. more

$260.00

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Herzie Western Bootie - Brown - Lucky Brand Boots

Herzie Western Bootie - Brown - Lucky Brand Boots

Women's Lucky Brand Herzie Western Bootie - Brown - Ankle boots Get that cool vibe in the gracefully detailed Herzie Western bootie from Lucky Brand. This leather bootie displays fine cutouts and stitching accents for enhanced appeal, side zipper to... more

$90.00 $60.00

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Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 13 Medium DDB0163-13-M

Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 13 Medium DDB0163-13-M

Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 13 Medium DDB0163-13-M. This style has distressed full-grain leather with a waterproof membrane bootie inside to keep your feet dry all day long. It has a contoured ventilated and... more

$197.00

FREE shipping

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Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 11 Medium DDB0163-11-M

Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 11 Medium DDB0163-11-M

Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 11 Medium DDB0163-11-M. This style has distressed full-grain leather with a waterproof membrane bootie inside to keep your feet dry all day long. It has a contoured ventilated and... more

$197.00

FREE shipping

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Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 9 Medium DDB0163-9-M

Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 9 Medium DDB0163-9-M

Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 9 Medium DDB0163-9-M. This style has distressed full-grain leather with a waterproof membrane bootie inside to keep your feet dry all day long. It has a contoured ventilated and... more

$197.00

FREE shipping

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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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Madewell Shoes | Madewell- The Grayson Brogue Chelsea Boot Western Heeled Bootie Suede | Color: Gray/Tan | Size: 6.5

Madewell Shoes | Madewell- The Grayson Brogue Chelsea Boot Western Heeled Bootie Suede | Color: Gray/Tan | Size: 6.5

Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toe, Brogue Perforationsand Cut Them Low On The Ankle To Make Your Legs Look Even Longer. A Pull-On Style For In-Between Weather (Just Add Cropped Jeans). Cushiness... more

$62.00

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Madewell Shoes | Madewell Tan Brown Leather Bryce Chelsea Boot Booties Size 7.5 Leather Upper | Color: Brown/Tan | Size: 7.5

Madewell Shoes | Madewell Tan Brown Leather Bryce Chelsea Boot Booties Size 7.5 Leather Upper | Color: Brown/Tan | Size: 7.5

Leather Upper And Leather Lining Great Condition Fall Winter Some Creasing more

$60.00

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Coach Shoes | Coach Black Snake Skin Leather Patchwork Chelsea Ankle Boots Booties 8.5 | Color: Black | Size: 8.5

Coach Shoes | Coach Black Snake Skin Leather Patchwork Chelsea Ankle Boots Booties 8.5 | Color: Black | Size: 8.5

Coach Snake Skin And Leather Patchwork Chelsea Ankle Boots Size: 8.5 Black Good Used Condition-Flaws Include Some Scrapes Of Normal Wear And Some Fading On The Suede Otherwise In Good Condition Tags: Fall, Autumn, Western Boots, Boots more

$55.00

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Madewell Shoes | Madewell The Grayson Chelsea Boot Black Leather Pointed Toe Ankle Booties | Color: Black/Brown | Size: 10

Madewell Shoes | Madewell The Grayson Chelsea Boot Black Leather Pointed Toe Ankle Booties | Color: Black/Brown | Size: 10

Madewell ‘The Grayson’ Chelsea Boot Black Leather Pointed Toe Ankle Booties Size: 10 Color: Black & Brown Style: J8293 Condition: Preloved Condition (Normal Signs Of Wear; Small Flaws To Leather Noted; Creasing At Toe Noted; Please See/Zoom In To All... more

$75.00

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Free People Shoes | Free People Boots, The James Leather Block Heel Chunky Lug Sole Chelsea Booties | Color: Cream | Size: 7.5

Free People Shoes | Free People Boots, The James Leather Block Heel Chunky Lug Sole Chelsea Booties | Color: Cream | Size: 7.5

Worn 5 Times! No Box, But They Are Like New. I Love Them, But Had Foot Surgery So Only Flats For Me. Booties Feature: Spanish Leather Upper Inside Zipper Closure Leather Lining Cushioned Insole Rubber Outsole Approx. 4.72" Shaft Height Approx. 10"... more

$75.00

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Michael Kors Shoes | Michael Kors Black Boots Thea Wedge Heels Ankle Booties Chelsea Leather 8 | Color: Black/Silver | Size: 8

Michael Kors Shoes | Michael Kors Black Boots Thea Wedge Heels Ankle Booties Chelsea Leather 8 | Color: Black/Silver | Size: 8

Michael Kors Thea Wedge Boots Retail Price $190 Women's 8 Black Approx 4.25" High Wedge Heel, Leather Upper, Chelsea Style Pull On, Logo Detail Used - Good Condition! Some Minor Flaws/Signs Of Wear - Minor Scuffs On Leather Uppers, Slightly Worn... more

$60.00

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Kate Spade Shoes | Kate Spade New York Leah Chelsea Block Heel Black Leather Ankle Booties Boots | Color: Black | Size: 9.5

Kate Spade Shoes | Kate Spade New York Leah Chelsea Block Heel Black Leather Ankle Booties Boots | Color: Black | Size: 9.5

Kate Spade New York Leah Chelsea Block Heel Black Leather Ankle Booties Boots. Size 9.5. Pull On Boot. Leather Wrapped Heel. Gold Tone Spade On Back Of Boot 2.5" Block Heel In Very Good Pre-Owned Condition With Slight Signs Of Wear/Slight Wear On... more

$68.00

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Free People Shoes | Free People James Chelsea Boot Booties Size 40 10 Deep Khaki Leather New | Color: Brown | Size: 40eu

Free People Shoes | Free People James Chelsea Boot Booties Size 40 10 Deep Khaki Leather New | Color: Brown | Size: 40eu

New In Box A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Elastic-Gore Insets At The Sides.Side Zip Closure Cushioned Insole Leather Upper And Lining/Rubber Sole Made In Spain Women's Shoes... more

$129.00

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Free People Shoes | Free People Atlas Chelsea Booties Brown Studded Leather Croc Boots | Nwot | Size | Color: Brown | Size: 7.5

Free People Shoes | Free People Atlas Chelsea Booties Brown Studded Leather Croc Boots | Nwot | Size | Color: Brown | Size: 7.5

Free People Atlas Chelsea Booties Brown Studded Leather Boots | Size 7.5us Brand New Shaft Measures Approximately 6" From Arch. Heel Measures Approximately 1.25 Inches" Bring In The Winter Season With The Ruggedly Chic Details Of The Free People Atlas... more

$110.00

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J. Crew Shoes | J. Crew Rory Boot Brown Leather Heeled Chelsea Bootie Size 8 Ar848 | Color: Brown/Tan | Size: 8

J. Crew Shoes | J. Crew Rory Boot Brown Leather Heeled Chelsea Bootie Size 8 Ar848 | Color: Brown/Tan | Size: 8

Questions? Leave A Comment Below! Like New Condition more

$49.00

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J. Crew Shoes | J. Crew Black Leather Pointed Toe Ankle Cowboy Booties Chelsea Boots 9 | Color: Black | Size: 9

J. Crew Shoes | J. Crew Black Leather Pointed Toe Ankle Cowboy Booties Chelsea Boots 9 | Color: Black | Size: 9

J. Crew Black Leather Slip-On Style Ankle Booties With Elastic Panels For Easy On/Off. Modern Pointed Toe With A Small Block Heel. Tag Size 9 Preowned. Some Wear On Heel Block And Some Minor Creasing Of Leather. Toe Leather Is Nicked And Markings On... more

$36.00

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Madewell Shoes | Madewell Pull On Ankle Boot Size 9.5 Regan Black Leather Chelsea J8307 Booties | Color: Black | Size: 9.5

Madewell Shoes | Madewell Pull On Ankle Boot Size 9.5 Regan Black Leather Chelsea J8307 Booties | Color: Black | Size: 9.5

Madewell Pull On Ankle Boot Size 9.5 Regan Black Leather Chelsea J8307 Booties Excellent Preowned Condition. Madewell Regan Size 9.5 Black Leather Upper And Lining Stacked Heel 2.5 " Heel Cloudlift Lite Padding Retails For $178 Style J8307 Hard To... more

$71.00

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Free People Shoes | Free People James Chelsea Boot Booties Size 39.5 9.5 Deep Khaki Leather New | Color: Brown | Size: 39.5eu

Free People Shoes | Free People James Chelsea Boot Booties Size 39.5 9.5 Deep Khaki Leather New | Color: Brown | Size: 39.5eu

New In Box A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Elastic-Gore Insets At The Sides.Side Zip Closure Cushioned Insole Leather Upper And Lining/Rubber Sole Made In Spain Women's Shoes... more

$129.00

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Madewell Shoes | Madewell Lonny Ankle Boots Booties Black Leather Chelsea 9.5 | Color: Black | Size: 9.5

Madewell Shoes | Madewell Lonny Ankle Boots Booties Black Leather Chelsea 9.5 | Color: Black | Size: 9.5

Madewell Lonny Ankle Boots Booties Black Leather Chelsea. Heeled 3.5” Stacked Wood Chunky Heels. Elastic Goring On The Sides With A Decorative Strap. more

$60.00

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Coach Shoes | Coach Isetta Black Leather Chelsea Block Heel Bootie Fashion Boots Italy 10 | Color: Black | Size: 10

Coach Shoes | Coach Isetta Black Leather Chelsea Block Heel Bootie Fashion Boots Italy 10 | Color: Black | Size: 10

Reposhing This Item I Purchased From @Fashion_pass7. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more

$75.00

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Madewell Shoes | Madewell Marco Boots Black Leather Chelsea Booties Wooden Platform Heel Size 8.5 | Color: Black | Size: 8.5

Madewell Shoes | Madewell Marco Boots Black Leather Chelsea Booties Wooden Platform Heel Size 8.5 | Color: Black | Size: 8.5

Madewell Marco Boots Black Leather Chelsea Booties Wooden Platform Heel Size 8.5 The Madewell Marco Chelsea Boots Are A Casual, Ankle-High Boot With A Wooden Platform Heel. They Have A Leather Upper And Lining, A Rubber Outsole, And Elastic Side Gores.... more

$22.00

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Coach Shoes | New Coach Dannie Block Heel Western Style Leather Ankle Boots Booties Saddle 7.5 | Color: Brown/Tan | Size: 7.5

Coach Shoes | New Coach Dannie Block Heel Western Style Leather Ankle Boots Booties Saddle 7.5 | Color: Brown/Tan | Size: 7.5

Gorgeous Classic Style Supple Leather Ankle Boots From Coach. - Boho Style - Beautiful Stitch Detail - Smooth Leather Upper - Side Zipper Closure - Round Toe Design - Soft Leather Lining And Footbed - Stacked Heel - Man-Made Outsole - Heel Height: 1... more

$129.00

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Free People Shoes | Free People Brown Bronze Emmett Western Leather Booties Boots Size 39 Or 9 | Color: Brown | Size: 9

Free People Shoes | Free People Brown Bronze Emmett Western Leather Booties Boots Size 39 Or 9 | Color: Brown | Size: 9

Free People Brown Bronze Emmett Western Leather Booties Boots Size 39 Or 9 Size 39 Or 9 Brown Bronze Croc Leather Upper 2” Block Heel Side Zipper Closure Excellent Preowned Condition With No Flaws more

$85.00

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Coach Shoes | Coach Western Bootie Leather Boots Nwot | Color: Brown/Gold | Size: 6.5

Coach Shoes | Coach Western Bootie Leather Boots Nwot | Color: Brown/Gold | Size: 6.5

Coach Leather Upper; Leather Lining And Footbed; Leather Outsole; Pull On; 3" Heel; Shaft: 4 1/2" Height, 10 1/4" Circumference; Style No. Sold Out Everywhere more

$400.00

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Coach Shoes | Coach Black Leather Cut Out Western Creeper Bootie Bejewelled Boots 9 | Color: Black | Size: 9

Coach Shoes | Coach Black Leather Cut Out Western Creeper Bootie Bejewelled Boots 9 | Color: Black | Size: 9

Coach Black Leather Cut Out Western Creeper Bootie Bejewelled Boots 9 Great Pre Loved Condition; Only Worn A Few Times Size 9 Us, 39.5 Eu Leather Upper Leather Lining And Footbed Leather Outsole Zip Closure Shaft: 5 1/2" Height, 9 1/2" Circumference 2"... more

$398.00

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Free People Shoes | Free People Back Loop Ankle Boot Booties Western Pointed Brown Leather Size 39 | Color: Brown/Tan | Size: 9

Free People Shoes | Free People Back Loop Ankle Boot Booties Western Pointed Brown Leather Size 39 | Color: Brown/Tan | Size: 9

Free People Back Loop Ankle Boot Booties Western Brown Almond Pointed Toe Leather Size 39 Or 9 New - Includes Tag But It Is Not Attached The Cold-Weather Is Calling Your Name In The Free People Back Loop Ankle Boot. Pull Tab On Back. Buckle Strap For... more

$98.00

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Madewell Shoes | Madewell “Charley Ankle Boot” Ivory White Genuine Leather Western Booties | Color: Brown/White | Size: 6

Madewell Shoes | Madewell “Charley Ankle Boot” Ivory White Genuine Leather Western Booties | Color: Brown/White | Size: 6

Madewell “Charley Ankle Boot” Genuine Leather Ankle Booties In Ivory, Size 6. Minor Scuffing On Toes, Side, And Heel As Shown In Photos, Not Very Noticeable. more

$50.00

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Zara Shoes | New Zara Camel Suede Split Leather Chunky Lug Sole Chelsea Ankle Boots Booties | Color: Brown/Tan | Size: Various

Zara Shoes | New Zara Camel Suede Split Leather Chunky Lug Sole Chelsea Ankle Boots Booties | Color: Brown/Tan | Size: Various

New Zara Camel Suede Split Leather Chunky Lug Sole Chelsea Ankle Boots Booties 3142/810 Suede Hiker Style Ankle Boots Back Pull Tab And Side Elastic Goring Lug Soles Cow Leather Upper Women’s Size 9/Eu 40 And 8/Eu 39 Bundle To Save more

$80.00

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Madewell Shoes | Madewell The Western Boot Suede Midnight Spruce Size 8 Blue Leather Bootie New | Color: Blue | Size: 8

Madewell Shoes | Madewell The Western Boot Suede Midnight Spruce Size 8 Blue Leather Bootie New | Color: Blue | Size: 8

Madewell The Western Boot - Suede Color: Midnight Spruce Size 8 Blue Leather Bootie New Without Box - No Flaws Or Stains Product Details With Classic Western Stitching And A Comfy Stacked Heel, These Wear-Everywhere Suede Ankle Boots Were Made For... more

$80.00

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