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    Best Seller
    Madewell Shoes | Madewell Harper Mule, Black, Size 7.5 | Color: Black | Size: 7.5

    Madewell Shoes | Madewell Harper Mule, Black, Size 7.5 | Color: Black | Size: 7.5

    Like New Madewell Harper Mule. Size 7.5 Bought Half Size Smaller Than Needed Thinking They Would Stretch. True 7.5 Fit more

    $80.00

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    Madewell Shoes | Madewell Leather Booties In Cognac | Color: Brown/Tan | Size: 8

    Madewell Shoes | Madewell Leather Booties In Cognac | Color: Brown/Tan | Size: 8

    Madewell Leather “Brady” Ankle Boots/Loafers In The Cognac Color. Silky-Smooth Leather Features Elastic Stretch Angle And Chunky Heel. Excellent Quality Boot In Like-New Condition Aside From Slight Imperfections On The Right Shoe. Wish They Had Fit Me! more

    $60.00

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    Best Seller
    Madewell Shoes | Madewell The Gwenda Platform Ankle Boot Sz 6.5 Nn019 | Color: Black | Size: 6.5

    Madewell Shoes | Madewell The Gwenda Platform Ankle Boot Sz 6.5 Nn019 | Color: Black | Size: 6.5

    Preowned, Some Scuffs Here And There And When You Walk In Them, There Is A Sound Like There Is Something Loose In One Heel, There Is Just A Rattling Sound But Otherwise Great Condition With Stretch Gores, A Chunky Platform And Stacked Heel, These... more

    $95.00

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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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    Madewell Shoes | Madewell Carolyn Boot Size 7 Burgundy Leather | Color: Brown | Size: 7

    Madewell Shoes | Madewell Carolyn Boot Size 7 Burgundy Leather | Color: Brown | Size: 7

    Madewell's The Carolyn Boot, Size 7 In Soft Burgundy Leather, Featuring Mwl Cloudlift Padding For Comfort And Soft, Stretchy Leather For A 'Glove' Like Fit. Sleek And Polished, 2.5 Inch Heel, Color Reads Burgundy/Dark Brown. Brand New, Never Worn, In... more

    $148.00

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    Madewell Shoes | New Madewell The Benning Chelsea Boot In Warm Cinnamon | Color: Brown/Tan | Size: Various

    Madewell Shoes | New Madewell The Benning Chelsea Boot In Warm Cinnamon | Color: Brown/Tan | Size: Various

    New Without Box. Line On Inside Label To Prevent In Store Returns. Color: Warm Cinnamon 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... more

    $118.00

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    Madewell Shoes | Madewell Gwenda Platform Ankle Boot In Black Leather | Color: Black | Size: 8

    Madewell Shoes | Madewell Gwenda Platform Ankle Boot In Black Leather | Color: Black | Size: 8

    Worn 2 Times With Stretch Gores, A Chunky Platform And Stacked Heel, These Leather Ankle Boots Are The Best Of Both Worldscomfy And Cool. Plus, Our Mwl Cloudlift Lite Padding Makes It Feel Like You're Walking On A...Well, You Know. more

    $118.00

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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 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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    Madewell Shoes | Madewell The Kinsley D'orsay Flat In Woven Leather Black Size 6 1/2 $138 Nf001 | Color: Black | Size: 6.5

    Madewell Shoes | Madewell The Kinsley D'orsay Flat In Woven Leather Black Size 6 1/2 $138 Nf001 | Color: Black | Size: 6.5

    Madewell The Kinsley D'orsay Flat In Woven Leather $138 Woven In Front And Solid Leather In Back, These Two-Part D'orsay Flats Are The Ultimate Spring Shoes. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know.... more

    $60.00

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    Madewell Shoes | Madewell $188 The Benning Chelsea Boot Warm Cinnamon Size 12 Nn017 | Color: Brown | Size: 12

    Madewell Shoes | Madewell $188 The Benning Chelsea Boot Warm Cinnamon Size 12 Nn017 | Color: Brown | Size: 12

    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.5 1/4" Shaft Height Leather Upper.Leather Lining.Man-Made... more

    $63.00

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    Madewell Shoes | Madewell New Celina Lace-Up Leather Flat In Nubuck Woven // 8 | Color: Brown | Size: 8

    Madewell Shoes | Madewell New Celina Lace-Up Leather Flat In Nubuck Woven // 8 | Color: Brown | Size: 8

    Madewell New - No Box. Size 8 Celina Flats Made From Gold-Certified Leather Reclaimed From Scraps (!), These Woven Lace-Up Flats Add Instant Ballerina Vibes To Cropped Jeans Or Dresses. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like... more

    $60.00

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    Madewell Shoes | Madewell Size 9.5 Wyckoff Chelsea Lugsole Boots In Chocolate Raisin | Color: Brown | Size: 9.5

    Madewell Shoes | Madewell Size 9.5 Wyckoff Chelsea Lugsole Boots In Chocolate Raisin | Color: Brown | Size: 9.5

    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 - 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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    Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boots Nn020 9 | Color: Black/White | Size: 9

    Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boots Nn020 9 | Color: Black/White | Size: 9

    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 Height (Based... more

    $134.00

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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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    Madewell Shoes | Madewell The Inez Studded Ankle-Strap Burgundy Suede Shoes Size 7 | Color: Pink/Red | Size: 7

    Madewell Shoes | Madewell The Inez Studded Ankle-Strap Burgundy Suede Shoes Size 7 | Color: Pink/Red | Size: 7

    -Size 7 -Gorgeous Deep Burgundy Suede Upper With Studded Detailing, Leather Lining. -No Flaws, Left Shoe Inside Lining Is A Bit Bunched But Will Stretch Once Worn. -Tiny Lose Thread On Left Shoe, Does Not Affect Functionality Or Life Of Shoes. -Block... more

    $29.00

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    Madewell Shoes | Ankle Boots | Madewell | Color: Black/Cream | Size: 8

    Madewell Shoes | Ankle Boots | Madewell | Color: Black/Cream | Size: 8

    Snakeskin Pattern Short, Ankle Boots With Pointed Toe. Genuine Leather. Elastic Around Ankle For Stretch/Slide-On. Good Condition. Minor Signs Of Wear On Bottoms. Smoke/Pet Free Home. Additional Notes: Runs Small Measurements: Length- 10" Size- Wmns 8... more

    $60.00

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    Madewell Shoes | 7 Madewell Sandals Ankle Wrap Flats Brown Leather Silver | Color: Brown/Silver | Size: 7

    Madewell Shoes | 7 Madewell Sandals Ankle Wrap Flats Brown Leather Silver | Color: Brown/Silver | Size: 7

    Very Good Condition Madewell Flat Sandals With 2 Straps Going Across Front Of Foot In Brown And Silver Leather Wrap Around Straps Buckle At Ankle With Some Stretch. I Very Light Wear more

    $52.00

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    Madewell Shoes | Madewell Bonham Black Leather Ankle Booties | Color: Black | Size: 5.5

    Madewell Shoes | Madewell Bonham Black Leather Ankle Booties | Color: Black | Size: 5.5

    Madewell Bonham Black Leather Ankle Booties Stretchy Goring Ensures Flexibility And A Good Fit, In A Cosmopolitan Pointy-Toe Bootie Resting Atop A Stacked Heel. - Size 5.5 - Black Leather - Approx 2" Heel - Approx 3 1/2" Shaft - Slip-On Style - Genuine... more

    $45.00

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    Madewell Shoes | Madewell New The Celina Lace-Up Flat In Woven Leather Tan Earthen Sand New 8.5 | Color: Cream/Tan | Size: 8.5

    Madewell Shoes | Madewell New The Celina Lace-Up Flat In Woven Leather Tan Earthen Sand New 8.5 | Color: Cream/Tan | Size: 8.5

    Madewell New The Celina Lace-Up Flat In Woven Leather Tan Earthen Sand New 8.5 Made From Gold-Certified Leather Reclaimed From Scraps (!), These Woven Lace-Up Flats Add Instant Ballerina Vibes To Cropped Jeans Or Dresses. And, Cushiness Alert: Our Mwl... more

    $98.00

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    Madewell Shoes | Madewell New The Celina Lace-Up Flat In Woven Leather Tan Earthen Sand Nib 9.5 | Color: Cream/Tan | Size: 9.5

    Madewell Shoes | Madewell New The Celina Lace-Up Flat In Woven Leather Tan Earthen Sand Nib 9.5 | Color: Cream/Tan | Size: 9.5

    Madewell New The Celina Lace-Up Flat In Woven Leather Tan Earthen Sand New 9.5 Made From Gold-Certified Leather Reclaimed From Scraps (!), These Woven Lace-Up Flats Add Instant Ballerina Vibes To Cropped Jeans Or Dresses. And, Cushiness Alert: Our Mwl... more

    $98.00

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    Madewell Shoes | Madewell Carey Cheetah Print Pony Hair Mules | Color: Brown/Tan | Size: 7

    Madewell Shoes | Madewell Carey Cheetah Print Pony Hair Mules | Color: Brown/Tan | Size: 7

    Chunky Herl Cheetah Clogs With Stretchy Sides For A Comfy Fit! more

    $49.00

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    Madewell Shoes | Madewell Short Chelsea Boot Black Leather Size 7 | Color: Black | Size: 7

    Madewell Shoes | Madewell Short Chelsea Boot Black Leather Size 7 | Color: Black | Size: 7

    Pre-Owned Madewell Short Chelsea Boot, Leather, Black Size 7. Great Used Condition With Minimal Signs Of Wear, Dirty On The Bottom Soles, No Visible Issues. Pull On, Stacked Heel, Leather Upper And Interior, And Accordion Style For Some Stretch Around... more

    $85.00

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    Madewell Shoes | Madewell Black The Cutoff Leather Ankle Booties Size 6.5 | Color: Black | Size: 6.5

    Madewell Shoes | Madewell Black The Cutoff Leather Ankle Booties Size 6.5 | Color: Black | Size: 6.5

    Madewell Black The Cutoff Leather Ankle Booties Size 6.5 Preloved, Great Condition, Some Light Scuffing On The Back. Pull On Style Bootie With Stretch Leather Side And Stud Closure Leather Upper Leather Lining Approx. 2” Heel Fits True To Size more

    $50.00

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    Madewell Shoes | Madewell The Kinsley D'orsay Flat In Woven Leather Open Round Toe Size 7.5 Black | Color: Black | Size: 7.5

    Madewell Shoes | Madewell The Kinsley D'orsay Flat In Woven Leather Open Round Toe Size 7.5 Black | Color: Black | Size: 7.5

    Madewell The Kinsley D'orsay Flat In Woven Leather Open Round Toe Size 7.5 Black Product Description: With Luxurious Leather And Soft Padding, These D'orsay Flats Provide All-Day Comfort And Style. Note: Due To The Nature Of Its Construction, This... more

    $55.00

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    Madewell Shoes | Madewell Wyckoff Chelsea Suede Lugsole Boot | Color: Black/Gray | Size: 8

    Madewell Shoes | Madewell Wyckoff Chelsea Suede Lugsole Boot | Color: Black/Gray | Size: 8

    New Without Box. Ready For All Your Supercute Fall Fits, These Suede Chelsea Boots Have Stretchy Gores And Wear-Alllday-Everywhere Chunky Lugsoles. Suede Upper. Leather Lining. Man-Made Sole. more

    $125.00

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    Madewell Shoes | Madewell Lonny Black Leather Ankle Boots Block Heel Pull On Stretch | Color: Black | Size: 8.5

    Madewell Shoes | Madewell Lonny Black Leather Ankle Boots Block Heel Pull On Stretch | Color: Black | Size: 8.5

    Such Great Basic Booties, Go With Everything! more

    $13.00

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    Madewell Shoes | Madewell Snake Skin Booties | Color: Red | Size: 8

    Madewell Shoes | Madewell Snake Skin Booties | Color: Red | Size: 8

    Madewell Leather Snake Skin Booties With A Block Heel, Size 8. These Run Small And Narrow. Would Recommend For A 7.5 Or Just A Tighter Fit On An 8. These Are Leather So I’d Assume They’d Stretch To Fit Your Foot more

    $24.00

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    Madewell Shoes | Madewell Velvet Effect Ankle Boots 7.5 | Color: Gray/Silver | Size: 7.5

    Madewell Shoes | Madewell Velvet Effect Ankle Boots 7.5 | Color: Gray/Silver | Size: 7.5

    Very Good Condition - Some Minor Wear. Ankle Boot With Black Stretch Knit. Low Heel 1.5”. Comes With Box more

    $25.00

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    Madewell Shoes | Madewell Leopard Print Booties | Color: Brown | Size: 7.5

    Madewell Shoes | Madewell Leopard Print Booties | Color: Brown | Size: 7.5

    Madewell Brown Leopard Print Booties. 2.5” Heel. Stretch Side To Slip On. Faux Fur Feel. Size 7.5, True To Size. Good Condition. Marks On The Bottom Are Tag Worn Off. Smoke And Pet Free Environment more

    $40.00

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    Madewell Shoes | Madewell Nico Gray Suede Pull-On Chelsea Ankle Boots Size 9 | Color: Gray | Size: 9

    Madewell Shoes | Madewell Nico Gray Suede Pull-On Chelsea Ankle Boots Size 9 | Color: Gray | Size: 9

    Madewell Nico Gray Suede Pull-On Chelsea Ankle Boots Size 9 Pointed Toe Very Small Heeled Sole, Less Than 1" Pull On Style Stretch Panel For Ease Getting On And Off Great Condition, A Few Tiny Marks As Shown more

    $100.00

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    Madewell Shoes | Madewell Regan Embossed Leather Snakeskin Booties | Color: Black/Brown | Size: 7

    Madewell Shoes | Madewell Regan Embossed Leather Snakeskin Booties | Color: Black/Brown | Size: 7

    Only Worn Once! Real Leather Booties With An Embossed Snakeskin Print. 2.5” Heel And Stretch Side Panels. more

    $50.00

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    Madewell Shoes | Madewell The Ainsley Chelsea Boot J8295 Leather | Color: Black | Size: Various

    Madewell Shoes | Madewell The Ainsley Chelsea Boot J8295 Leather | Color: Black | Size: Various

    Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: We've Added An Extra Layer Of Padding To Make Them Even Easier On The Feet. Logo On Sole Marked To Prevent Retail Store... more

    $62.00

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    Madewell Shoes | Madewell 7.5 The Cassidy Mule In Evelyn Stripe J0214 | Color: Blue/Cream | Size: 7.5

    Madewell Shoes | Madewell 7.5 The Cassidy Mule In Evelyn Stripe J0214 | Color: Blue/Cream | Size: 7.5

    Made Of Boldly Striped Material, These Slip-On Mules Are A Modern Update To A Classic Moroccan Style. Cushiness Alert: We've Added An Extra Layer Of Padding To Make Them Even Easier On The Feet. When You Select Your Size, "H" Equals A Half Size. Please... more

    $60.00

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    Madewell Shoes | Madewell Black Genuine Leather Clog Boot | Color: Black | Size: 11

    Madewell Shoes | Madewell Black Genuine Leather Clog Boot | Color: Black | Size: 11

    Gently Worn Madewell Black Leather Clog Boots With Stretch On Each Side. Measurements And Minor Imperfections Shown In Pics. Ask Me Any Questions more

    $50.00

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    Madewell Shoes | Madewell Suede Leather Western Ankle Boots Size 8 Carmel Brown | Color: Brown | Size: 8

    Madewell Shoes | Madewell Suede Leather Western Ankle Boots Size 8 Carmel Brown | Color: Brown | Size: 8

    Madewell Suede Leather Western Cowgirl Ankle Boots Size 8 Carmel Brown Stretchy Opening Light Wear To Suede Toe Area And Soles Pre Owned Good Condition more

    $46.00

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    Madewell Shoes | Madewell Red Heeled Wooden Sandals, Size | Color: Red/Tan | Size: 8

    Madewell Shoes | Madewell Red Heeled Wooden Sandals, Size | Color: Red/Tan | Size: 8

    Super Sexy Red Wooden Heeled Sandals, Elegant, Stylish And Shockingly Comfortable. Barely Worn But I Did Stretch Them A Bit With A Shoe Stretcher Which Left Marks On The Wooden Internal Sole (See Pics) It's Totally Cosmetic And Can't Be Seen When The... more

    $50.00

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    Madewell Shoes | Army Green + Black Panel Suede Madewell Booties | Color: Black/Green | Size: 8

    Madewell Shoes | Army Green + Black Panel Suede Madewell Booties | Color: Black/Green | Size: 8

    Madewell Size 8 Green Booties With Stretchy Black Panel more

    $40.00

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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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    More information about Men's Shoes

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