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Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot-Size 6.5 | Color: Brown | Size: 6.5

Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot-Size 6.5 | Color: Brown | Size: 6.5

These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. 6" Shaft Height. 1 1/2" Heel Height. Leather Upper. Leather... more

$100.00

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Anthropologie Shoes | Anthropologie Sixtyseven Distressed Croc Leather Boho Chelsea Ankle Boots | Color: Black | Size: 37eu

Anthropologie Shoes | Anthropologie Sixtyseven Distressed Croc Leather Boho Chelsea Ankle Boots | Color: Black | Size: 37eu

Great Used Condition. Distressed Croc Chelsea Ankle Boots By Anthropologie Brand Sixtyseven In Black. Chic, Edgy Aesthetic, A Versatile Capsule Wardrobe Piece For The Season That Can Be Dressed Up Or Worn Casually. Slip-On Ankle Boots With Textured... more

$50.00

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Best Seller
Converse Shoes | New Cpx Chelsea High Top Converse Sneaker / Boot | Color: White | Size: 10.5

Converse Shoes | New Cpx Chelsea High Top Converse Sneaker / Boot | Color: White | Size: 10.5

New Black Ice Converse Cpx Chelsea Hi Tops. Half Sneaker, Half Boot % Essential The Cpx Chelsea Is The Perfect Shoe For Transitioning Into The Winter Months. A Twill And Leather Build Brings Texture And Style To The Classic Profile You Know And Love... more

$135.00

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Corbin Chelsea Boot

Corbin Chelsea Boot

Men's Thomas & Vine Corbin Chelsea Boot - Brown - Casual boots Give your attire a polished update with the Corbin Chelsea boot from Thomas & Vine. This high-top profile is made from leather and comes with side goring panels for a precise fit and... more

$89.99

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Madewell Shoes | Madewell $198 The Wyckoff Chelsea Lugsole Boot Black Leather Size 12 Nn020 | Color: Black | Size: 12

Madewell Shoes | Madewell $198 The Wyckoff Chelsea Lugsole Boot Black Leather Size 12 Nn020 | Color: Black | Size: 12

Ready For All Your Supercute Fall Fits, These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know.6" Shaft Height1 1/2"... more

$78.00

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Madewell Shoes | Madewell Benning Chelsea Boot Warm Cinnamon Brown Size 10 | Color: Brown | Size: 10

Madewell Shoes | Madewell Benning Chelsea Boot Warm Cinnamon Brown Size 10 | Color: Brown | Size: 10

Some Scratching And Scuffing Throughout And Wear To The Soles. Details: Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On... more

$87.00

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Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Black | Size: 9

Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Black | Size: 9

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...Well, You Know. When You Select Your Size, "H" Equals A Half... more

$100.00

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Free People Shoes | Free People Chelsea Textile Atlas Boots Blue Kilm Western Ankle Scallop 40 | Color: Blue | Size: 40eu

Free People Shoes | Free People Chelsea Textile Atlas Boots Blue Kilm Western Ankle Scallop 40 | Color: Blue | Size: 40eu

Excellent Condition ... No Flaws!! Bundle And Save 20%... Free Shipping On All Bundles! ~ Offers Welcome! ~ Fast Shipping! ~ For Offers European Size 40 Appreciate Your Wonderful Sense Of Style And Make A Statement In These Jaw-Dropping Chelsea Boots... more

$98.00

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Tigran Chelsea Boot

Tigran Chelsea Boot

Men's Stacy Adams Tigran Chelsea Boot - Black - Casual boots When it comes to looking cool and fashionable, you definitely have to go with the Stacy Adams Tigran Chelsea boot. Made using suede, this slip-on boot is detailed with modern welt that... more

$59.99 $44.98

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Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Black | Size: 6

Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Black | Size: 6

Size 6 No Box 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...Well, You Know. When You Select Your Size, "H"... more

$60.00

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Anthropologie Shoes | Cecelia New York Chelsea Boots - Black | Color: Black | Size: 8

Anthropologie Shoes | Cecelia New York Chelsea Boots - Black | Color: Black | Size: 8

New In Box, Anthropologie, Cecelia Black Chelsea Boots. Pull On Styling (Stretch Goring Side Panels) Suede Upper Leather Insole Eva Sole & Heel 2¼" Heel 1" Platform more

$175.00

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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

$125.00

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Free People Shoes | Black Free People Ankle Chelsea Boot | Color: Black | Size: 8

Free People Shoes | Black Free People Ankle Chelsea Boot | Color: Black | Size: 8

There Are A Euro Size 41 (Us 8) Free People Cowboy/ Chelsea Boot Style Stretchy On The Side Like A Chelsea Boot Small Heel more

$45.00

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J. Crew Shoes | J. Crew Pull-On Chelsea Suede Boots In Desert Sand | Color: Black/Tan | Size: 9

J. Crew Shoes | J. Crew Pull-On Chelsea Suede Boots In Desert Sand | Color: Black/Tan | Size: 9

J. Crew Pull-On Chelsea Suede Boots In Desert Sand Feature A Leather Lining, Soft Suede With A Stretchy Side Panel, Just Pull 'Em On And Go! You'll Want To Reach For Our Easy Oh-So-Walkable Chelsea Boots Everyday. Item Does Not Include The Original Box. more

$150.00

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Madewell Shoes | Madewell Ainsley Chelsea Boot - Size 7.5 | Color: Black | Size: 7.5

Madewell Shoes | Madewell Ainsley Chelsea Boot - Size 7.5 | Color: Black | Size: 7.5

Madewell Leather Ankle Boots Gently Worn Elastic Stretch On Interior And Exterior Side Ankle Minor Scuffing On Left Shoe Shown In Photo more

$47.00

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Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot Sz 9.5 Nn020 | Color: Black/White | Size: 9.5

Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot Sz 9.5 Nn020 | Color: Black/White | Size: 9.5

New Without Box, Some Very Subtle Black Marks On Boots Ready For All Your Supercute Fall Fits, These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like... more

$95.00

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J. Crew Shoes | J. Crew Pull On Chelsea Boots In Desert Sand Suede Size 9 New Without Box | Color: Tan | Size: 9

J. Crew Shoes | J. Crew Pull On Chelsea Boots In Desert Sand Suede Size 9 New Without Box | Color: Tan | Size: 9

J. Crew Beige Suede Pull On Chelsea Boots Size 9 Color: Desert Sand With Black Condition: New Without Box Suede Upper Leather Lining Synthetic Sole Pull On Black Stretch Panels On Side Walkable Chelsea Boots In Soft Suede With A Stretchy Side Panel more

$36.00

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J. Crew Shoes | J. Crew Pull On Chelsea Boots In Desert Sand Suede Size 8 And Size 9 Nib | Color: Tan | Size: Various

J. Crew Shoes | J. Crew Pull On Chelsea Boots In Desert Sand Suede Size 8 And Size 9 Nib | Color: Tan | Size: Various

J. Crew Beige Suede Pull On Chelsea Boots Nib Size: 8 And 9 Color: Desert Sand With Black Condition: New In Box Content: Suede Upper Leather Lining Synthetic Sole Pull On Styling Black Stretch Panels On Side Walkable Chelsea Boots In Soft Suede With A... more

$99.00

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Madewell Shoes | New Madewell The Wyckoff Chelsea Lugsole Boot | Color: Black | Size: Various

Madewell Shoes | New Madewell The Wyckoff Chelsea Lugsole Boot | Color: Black | Size: Various

New Ready For All Your Supercute Fall Fits, These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. When You Select Your... more

$130.00

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Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Brown/Tan | Size: 7

Moving Soon So I Really Need To Clear Out The Closet! Gently Worn Madewell Boots In Cognac Color. Totally Love These Boots But I Am Never Reaching For Them These Days. From Madewell: Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared... more

$50.00

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Free People Shoes | Free People James Chelsea Mustard Yellow Suede Platform Boots Size 39 | Color: Black/Yellow | Size: 8.5

Free People Shoes | Free People James Chelsea Mustard Yellow Suede Platform Boots Size 39 | Color: Black/Yellow | Size: 8.5

Free People James Chelsea Mustard Yellow Suede Platform Boots Size 39 (Us Size 8.5) *Good Used Condition : See Photos For Minimal Signs Of Wear : Couple Small Spots Side Of One Of The Boots. *Quality Leather Upper With Black Stretch *Pretty Color :... more

$80.00

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Free People Shoes | Fp & Faryl Robyn Collaboration Janice Chelsea Boot | Color: Black/Pink | Size: 9

Free People Shoes | Fp & Faryl Robyn Collaboration Janice Chelsea Boot | Color: Black/Pink | Size: 9

So Unique Chelsea Boot From Fp And Faryl Robyn...Worn A Couple Times And In Excellent Preowned Condition. Only Wear Is Shown On Bottom Of Shoe And That’s Because We Have A Very Pebbly Path Heals Are In Great Condition And Leather’s Still Stiff And... more

$80.00

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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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Madewell Shoes | - Madewell Chelsea Tan Slip On Ankle Boots Sz 9 | Color: Tan | Size: 9

Madewell Shoes | - Madewell Chelsea Tan Slip On Ankle Boots Sz 9 | Color: Tan | Size: 9

Tan Leather With Elastic Stretch On Both Side For Easy Slip On Round Toe Leather Sole Preowned But In Good Condition more

$65.00

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J. Crew Shoes | J Crew Cognac Brown Chelsea Pull On Boots Ankle Booties Size 8 Eo824 | Color: Brown | Size: 8

J. Crew Shoes | J Crew Cognac Brown Chelsea Pull On Boots Ankle Booties Size 8 Eo824 | Color: Brown | Size: 8

J Crew Cognac Brown Leather Chelsea Boots With Stretch Panels For Easy Pull-On. Tag Size 8. Fits 7.5-8 In My Opinion. Style Eo824 Preowned. Shows Signs Of Wear Including Scuffs On Toes, Wear On Back Heels, Wear On Bottoms Of Soles, Creasing In Midfoot... more

$50.00

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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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Madewell Shoes | Madewell The Benning Chelsea Boot Sz 6 Nn017 | Color: Black | Size: 6

Madewell Shoes | Madewell The Benning Chelsea Boot Sz 6 Nn017 | Color: Black | Size: 6

Boots Are New Without Box, Display Item, So The Bottoms Are A Tad Dirty Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On... more

$80.00

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Madewell Shoes | - Madewell The Wyckoff Chelsea Lugsole Boot Nn020 Worn Once Chocolate Raisin | Color: Brown | Size: Various

Madewell Shoes | - Madewell The Wyckoff Chelsea Lugsole Boot Nn020 Worn Once Chocolate Raisin | Color: Brown | Size: Various

Ready For All Your Supercute Fall Fits, These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. When You Select Your... more

$78.00

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Tory Burch Shoes | Excellent Condition Clean Tory Burch Expedition Chelsea Boot Size 8.5 | Color: Black | Size: 8.5

Tory Burch Shoes | Excellent Condition Clean Tory Burch Expedition Chelsea Boot Size 8.5 | Color: Black | Size: 8.5

Worn One Time! Clean!! Like New Can Even Tell They Were Worn. Runs True To Size, No Need To Size Up On This One. Super Comfy! A Rubber Toe Caps Off This Expedition-Seeking Leather Boot Crafted With Stretchy Side Goring And Balanced On A Block Heel For... more

$300.00

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Madewell Shoes | Madewell Ainsley Chelsea Boot - Black 7.5 | Color: Black | Size: 7.5

Madewell Shoes | Madewell Ainsley Chelsea Boot - Black 7.5 | Color: Black | Size: 7.5

Madewell Ainsley Chelsea Boot - Black Size 7.5 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...Well, You Know.... more

$40.00

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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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Free People Shoes | Free People Brooks Lug Sole Chelsea Boots | Color: Cream | Size: 10

Free People Shoes | Free People Brooks Lug Sole Chelsea Boots | Color: Cream | Size: 10

A Contemporary Spin On The Classic Chelsea Style, These Timeless Ankle-Covering Boots Feature A Chunky Sole For An Exaggerated Look. A Neutral Boot To Pop Any Outfit Fp Collection Color Chalk Artisan Crafted From Fine Leathers And Premium Materials, Fp... more

$25.00

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Tory Burch Shoes | $520 Tory Burch Expedition Chelsea Boot Chunky Square Toe Black 8 (Me10) | Color: Black | Size: 8

Tory Burch Shoes | $520 Tory Burch Expedition Chelsea Boot Chunky Square Toe Black 8 (Me10) | Color: Black | Size: 8

Floor Model And Tried On Excellent Back Tabs Are Missing - Please See Pictures!! Size Info True To Size. Details & Care A Rubber Toe Caps Off This Expedition-Seeking Leather Boot Crafted With Stretchy Side Goring And Balanced On A Block Heel For Steady... more

$270.00

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Free People Shoes | Free People White James Chunky Chelsea Boots 40 | Color: White | Size: 10

Free People Shoes | Free People White James Chunky Chelsea Boots 40 | Color: White | Size: 10

Nib Free People James Chelsea Ankle Boots Side Zip Closure Stretch Side Panels For Easy On Cushion Footbed Color Is White But Looks More Like A Cream Color Leather Uppers 6” Shaft Height 3.5” Chunky Heel 1” Platform more

$85.00

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Madewell Shoes | Https://Www.Madewell.Com/The-Benning-Chelsea-Boot-Nn017.Html | Color: Brown | Size: 9

Madewell Shoes | Https://Www.Madewell.Com/The-Benning-Chelsea-Boot-Nn017.Html | Color: Brown | Size: 9

Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. Leather Upper. Leather Lining. Man-Made Sole. Do Well:... more

$80.00

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Madewell Shoes | Madewell $198 The Wyckoff Chelsea Lugsole Boot Chocolate Leather Size 11 Nn020 | Color: Brown | Size: 11

Madewell Shoes | Madewell $198 The Wyckoff Chelsea Lugsole Boot Chocolate Leather Size 11 Nn020 | Color: Brown | Size: 11

Ready For All Your Supercute Fall Fits, These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know.6" Shaft Height1 1/2"... more

$78.00

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Levi's Shoes | Levi’s Men’s Suede Leather Chelsea Boot Size 10 Tan Nwot | Color: Tan | Size: 10

Levi's Shoes | Levi’s Men’s Suede Leather Chelsea Boot Size 10 Tan Nwot | Color: Tan | Size: 10

Levi’s Men’s Suede Leather Chelsea Boot Open Up Your Closet. Do You See A Quality Pair Of Chelsea Boots That You Can Easily Style With Any Look, No Questions Asked? No? Then Say Hello To These Levi's Chelsea Boots, Because They're About To Be Your New... more

$70.00

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Madewell Shoes | New Madewell The Carina Snake Embossed Leather Low Chelsea Ankle Boots A775 | Color: Cream/Gray | Size: 6

Madewell Shoes | New Madewell The Carina Snake Embossed Leather Low Chelsea Ankle Boots A775 | Color: Cream/Gray | Size: 6

New Occasion Business, Casual Calf Width Regular Character Boots Color Multicolor Toe Shape Pointed Toe Closure Pull On Accents Stone Style Chelsea Features Stretch Season Winter, Fall, Spring Shoe Shaft Style Ankle Pattern Animal Print Lining Material... more

$81.00

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Free People Shoes | Free People Nwt Arlo Santa Fe Chelsea Boot Croc Embossed Leather Cognac Brown | Color: Brown | Size: 8

Free People Shoes | Free People Nwt Arlo Santa Fe Chelsea Boot Croc Embossed Leather Cognac Brown | Color: Brown | Size: 8

Free People Nwt Arlo Santa Fe Chelsea Boot Croc Embossed Leather Cognac Brown Size 8 Nwt From Marshall’s Cognac Brown Caramel Embossed Leather Upper Croc Back Zipper Closure Approx 1.5” Heel Stretchy Top Half Mixed Media Ankle Length more

$100.00

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Tory Burch Shoes | New! Tory Burch Expedition Patent Leather 6 M Chelsea Bordeaux Red Boots Dd386 | Color: Red | Size: 6

Tory Burch Shoes | New! Tory Burch Expedition Patent Leather 6 M Chelsea Bordeaux Red Boots Dd386 | Color: Red | Size: 6

New! Tory Burch Expedition Patent Leather 6 M Chelsea Bordeaux Red Boots Dd386 No Shoe Box/Bag Msrp $600 New Without Box-Never Worn-Guaranteed Authenticity Bordeaux Red Calf Leather Patent Finish Embossed Logo To The Rear Contrasting Border Elasticated... more

$260.00

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