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    Best Seller
    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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    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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    Best Seller
    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 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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    Madewell Shoes | Madewell Suede Leather Ankle Boots Booties | Color: Red | Size: 8.5

    Madewell Shoes | Madewell Suede Leather Ankle Boots Booties | Color: Red | Size: 8.5

    Coming In Suede With Rounded Toe And Stretchy Gores, These Pull-On Ankle Boots Look Supercute Poking Out From Under Your Jeans Or Paired With Dresses. Plus, Cushiness Alert: With Mwl Cloudlift Lite Padding. 2" Heel. Suede Lining. Leather Lining.... more

    $30.00

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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 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 The Suzi Slide Sandal In Multi Woven Leather Size 9.5 | Color: Gold/Tan | Size: 9.5

    Madewell Shoes | Madewell The Suzi Slide Sandal In Multi Woven Leather Size 9.5 | Color: Gold/Tan | Size: 9.5

    Excellent Preowned Condition - Light Signs Of Wear Shown In Photos Woven Of Gold-Certified Leather Reclaimed From Scraps (!), These Multicolored Slide Sandals Have A Touch Of Puff, A Stylish Square Toe And Our Supercushy Mwl Cloudlift Lite Padding That... more

    $35.00

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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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    Madewell Shoes | New Madewell The Gwenda Platform Ankle Boot | Color: Gold/Tan | Size: 11

    Madewell Shoes | New Madewell The Gwenda Platform Ankle Boot | Color: Gold/Tan | Size: 11

    Brand New In Box Madewell The Gwenda Platform Ankle Boot 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... more

    $119.00

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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 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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    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 | 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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    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 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 The Louisa Slide Sandal In Woven Leather Size 7 | Color: Brown/Tan | Size: 7

    Madewell Shoes | Madewell The Louisa Slide Sandal In Woven Leather Size 7 | Color: Brown/Tan | Size: 7

    Madewell The Louisa Slide Sandal In Woven Leather Size 7. New, Store Model. Color Is Burnished Caramel. Our Louisa Fam Is All About Polished Sandals That Are As Comfy As Slippersthese Slides Have A Wide Woven Leather Strap And A Flexible Molded Footbed... more

    $40.00

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    Madewell Shoes | New Madewell Size 6 Wyckoff Chelsea Lugsole Boots In True Black Leather | Color: Black | Size: 6

    Madewell Shoes | New Madewell Size 6 Wyckoff Chelsea Lugsole Boots In True Black Leather | Color: Black | Size: 6

    New Without Box. Store Display Models And May Have Minor Shelf/Try On Wear. See Pics. Line On Inside Label To Prevent In Store Returns. Size 6 Color: True Black Ready For All Your Supercute Fall Fits, These Leather Chelsea Boots Have Stretchy Gores And... more

    $118.00

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    Madewell Shoes | Madewell Size 6 The Benning Chelsea Boot In Warm Cinnamon | Color: Brown/Tan | Size: 6

    Madewell Shoes | Madewell Size 6 The Benning Chelsea Boot In Warm Cinnamon | Color: Brown/Tan | Size: 6

    New With Defects. Store Display Models And Have A Couple Areas Of Discoloration In The Leather - See Pics. Line On Inside Label To Prevent In Store Returns. Size 6 Color: Warm Cinnamon Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores... more

    $74.00

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    Madewell Shoes | Madewell Like New The Chelsea Rain Boot | Color: Black | Size: 5

    Madewell Shoes | Madewell Like New The Chelsea Rain Boot | Color: Black | Size: 5

    Madewell Like New The Chelsea Rain Boot Like New Condition No Box Rudder Boot Chelsea Style Stretch Sides Black Size 5 more

    $45.00

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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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    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 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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    Madewell Shoes | Madewell The Louisa Pale Oyster Slide Sandal In Woven Leather Size 9.5 | Color: Gold/Tan | Size: 9.5

    Madewell Shoes | Madewell The Louisa Pale Oyster Slide Sandal In Woven Leather Size 9.5 | Color: Gold/Tan | Size: 9.5

    Madewell The Louisa Slide Sandal In Woven Leather Size 9.5 Leather Slices In Pale Oyster Hue. Preowned In Good Condition See Pictures Our Louisa Fam Is All About Polished Sandals That Are As Comfy As Slippers--These Slides Have A Wide Woven Leather... more

    $46.00

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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 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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    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 Lonny Boots | Color: Brown | Size: 7

    Madewell Shoes | Madewell Lonny Boots | Color: Brown | Size: 7

    Cute Ankle Height Madewell Booties. Stacked Heel For Added Height. Brown On Brown Stretch Panel With Ankle Strap Detail. Used Condition With Some Scuffs And Scrapes But Still Very Cute And Good Looking. more

    $22.00

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    Madewell Shoes | Madewell Sidewalk Recycled Canvas Sneaker | Color: Black/Brown | Size: 6.5

    Madewell Shoes | Madewell Sidewalk Recycled Canvas Sneaker | Color: Black/Brown | Size: 6.5

    New Without Box Slip On Sneaker Elastic Stretch Inside For Better Slip On Experience Madewell Cloudlift Insole Beautiful Calf Hair Leopard Cheetah Print Real Fur Dyed Calf Hair Upper more

    $45.00

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    Madewell Shoes | Madewell The Western Heeled Ankle Boot Pull On Pointed Toe Leather Suede Sz 7.5 | Color: Cream | Size: 7.5

    Madewell Shoes | Madewell The Western Heeled Ankle Boot Pull On Pointed Toe Leather Suede Sz 7.5 | Color: Cream | Size: 7.5

    With Classic Western Stitching And A Comfy Stacked Heel, This Supple Suede Ankle Boot Is The Cutest (And Goes With Any And Everything). The Pull Tab And Covered Elastic Inserts Make Taking Them On And Off A Total Breeze. Crafted From Smooth Leather... more

    $64.00

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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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    Madewell Shoes | Madewell The Naida Half-Bow Sandal In Evelyn Stripe. 7.5 | Color: Silver | Size: 7.5

    Madewell Shoes | Madewell The Naida Half-Bow Sandal In Evelyn Stripe. 7.5 | Color: Silver | Size: 7.5

    Madewell The Naida Half-Bow Sandal In Evelyn Stripe. 7.5 Good Condition. Has Glue Residue Around The Label On Heel On Both Shoes And The Glue Under The Label On Pair Has Come Undone Please Look At Pics 6-7 Closely This Style Doesn't Stretch So We... more

    $15.00

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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 The Kathryn Espadrille Slide Sandal In Leather Dark Beige | Color: Tan | Size: 8

    Madewell Shoes | Madewell The Kathryn Espadrille Slide Sandal In Leather Dark Beige | Color: Tan | Size: 8

    Madewell The Kathryn Espadrille Slide Sandal In Leather Dark Beige Delicate Braided Leather Straps And A Slim Jute Sole Make These Slide Sandals The Barest Espadrilles Around. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On... more

    $30.00

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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 | 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 The Ainsley Chelsea Boot | Color: Black | Size: 7.5

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

    Love These Boots, But Only Wore Twice - They’re Too Narrow For My Feet In This Size.* Both Casual And Stylish Leather Booties, With Cloudlift Lite Padding. *They Run Narrow, But Will Stretch With Wear. Go Up A Size If You Have A Wider Foot Or Want To... more

    $90.00

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    More information about Men's Shoes

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