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Madewell Shoes | Madewell Chelsea Boots Caramel Sz 9.5 | Color: Brown | Size: 9.5

Madewell Shoes | Madewell Chelsea Boots Caramel Sz 9.5 | Color: Brown | Size: 9.5

Beautiful Slip-On Style Booties With An Elastic Gore And Chunky Heel. Size 9.5. Contrasting White Lug Stitching And A Pillow Soft Footbed. Worn Once Indoors, Still In Almost Brand New Condition. more

$68.00

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Madewell Shoes | Madewell $198 The Wyckoff Chelsea Lugsole Boot Leather Size 10.5 Nn020 | Color: Black/Cream | Size: 10.5

Madewell Shoes | Madewell $198 The Wyckoff Chelsea Lugsole Boot Leather Size 10.5 Nn020 | Color: Black/Cream | Size: 10.5

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.6" Shaft Height1 1/2"... more

$97.00

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Best Seller
Free People Shoes | Free People James Chelsea Boot In White | Color: Cream/White | Size: 40eu

Free People Shoes | Free People James Chelsea Boot In White | Color: Cream/White | Size: 40eu

Free People James Chelsea Boot In White Size 40 New! Never Been Worn! Features: Hiking Boots, Stylish, Leather, Tan, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots , Boho, Bohemian, Lug Sole, Chunky Boot Size: Womens 40... more

$120.00

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2976 Dm's Wintergrip Leather Chelsea Blizzard Waterproof Chelsea Boots

2976 Dm's Wintergrip Leather Chelsea Blizzard Waterproof Chelsea Boots

Men's Dr. Martens 2976 Dm's Wintergrip Leather Chelsea Blizzard Waterproof Chelsea Boots - Black - Casual boots Get winter fearless. Our Chelsea boot upgraded. Constructed on our unique slip resistant WinterGrip outsole and double enhanced with... more

$190.00

FREE shipping

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All Terrain Series Water Resistant Chelsea Boot

All Terrain Series Water Resistant Chelsea Boot

Men's Blundstone All Terrain Series Water Resistant Chelsea Boot - Brown - Casual boots Dual pull-tabs and stretch side goring mean easy entry into this versatile and hardy Chelsea boot crafted with weather-ready suede. XRD technology in the heel... more

$244.95

FREE shipping

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Lace-up Chunky Boots

Lace-up Chunky Boots

Men's Alexander McQueen Lace-up Chunky Boots - White - Casual boots 100% Calf Leather, 100% Rubber. Made in Italy. more

$801.52 $614.95

FREE shipping

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Free People Shoes | Free People James Chelsea Boots 10 / 40 New Nib Tan Chunky Sole Boot | Color: Brown | Size: 10

Free People Shoes | Free People James Chelsea Boots 10 / 40 New Nib Tan Chunky Sole Boot | Color: Brown | Size: 10

Free People James Chelsea Boot 10 / 40 New Nib Tan Chunky Sole Boots A Cool Take On A Classic Style Boot Chunky Rubber Lug Sole With Soft Leather Upper Elastic Details With Side Zip Almond Toe Cushioned Insole Approximately 3.5" Heel Height Size 10... more

$125.00

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Madewell Shoes | Madewell The Billie Black Leather Chunky Staked Block Heel Ankle Boots | Color: Black/Tan | Size: 7.5

Madewell Shoes | Madewell The Billie Black Leather Chunky Staked Block Heel Ankle Boots | Color: Black/Tan | Size: 7.5

Stride In Style & Comfort Year-Round With These Chic & Versatile Madewell The Billie Leather Chunky Staked Block Heel Booties In Neutral Black With Contrasting Light Brown/Tan Details. In Excellent Preowned Condition, No Stains Or Tears. Size: 7.5... more

$90.00

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Madewell Shoes | Madewell Bryce Suede Leather Chelsea Ankle Boots Tan Size 7 | Color: Tan | Size: 7

Madewell Shoes | Madewell Bryce Suede Leather Chelsea Ankle Boots Tan Size 7 | Color: Tan | Size: 7

Madewell Bryce Suede Leather Chelsea Ankle Boots Tan Size 7 Small Stacked Heel, Pull Tabs, Elasticized Panels, And An Almond Toe. Gently Used With Normal Wear. Small Spot On The Left Boot Toward The Opening On The Front. Most Wear Is On The Bottom... more

$35.00

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Madewell Shoes | Madewell Sonia Low Leather Snakeskin Chelsea Boot | Color: Black/Tan | Size: Various

Madewell Shoes | Madewell Sonia Low Leather Snakeskin Chelsea Boot | Color: Black/Tan | Size: Various

New. Heather Natural Snake-Embossed Sonia Chelsea Leather Boot. This Contemporary Look That Features An Almond Toe And A Tapered Stacked Heel. The Combination Of Supple Leather And Padded Footbed Keeps You On Your Feet In Comfort. 1.75'' Heel 3'' Shaft... more

$80.00

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Madewell Shoes | Madewell Leather Low Chelsea Boot | Color: Brown/Tan | Size: 8

Madewell Shoes | Madewell Leather Low Chelsea Boot | Color: Brown/Tan | Size: 8

Madewell Snake Embossed Leather Low Chelsea Boot Size 8 New In Box An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. 1 3/4" Heel 3" Shaft Pull-On Style With Elastic... more

$70.00

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Madewell Shoes | Madewell Sonia Chelsea Low Ankle Boots Snake Embossed Leather Natural Size 6 | Color: Black/Tan | Size: 6

Madewell Shoes | Madewell Sonia Chelsea Low Ankle Boots Snake Embossed Leather Natural Size 6 | Color: Black/Tan | Size: 6

Madewell Leather Chelsea Boots Embossed Snake Size 6 Excellent Used Condition, No Major Flaws Slip On Style Low Ankle Height Short Block Heel Slightly Pointed Toe Leather Upper/Lining/Sock Synthetic Sole more

$40.00

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Madewell Shoes | Madewell Cream Suede Ainsley Chelsea Ankle Boots Size 7.5 | Color: Cream | Size: 7.5

Madewell Shoes | Madewell Cream Suede Ainsley Chelsea Ankle Boots Size 7.5 | Color: Cream | Size: 7.5

Excellent Gently Used Condition Questions? Leave A Comment Below! more

$49.00

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Madewell Shoes | Bnib Madewell Sonia Snakeskin Chelsea Ankle Boots 6 | Color: Black/Tan | Size: 6

Madewell Shoes | Bnib Madewell Sonia Snakeskin Chelsea Ankle Boots 6 | Color: Black/Tan | Size: 6

Python Snake Print Heather Natural Leather Chelsea Booties With Almond Toe And Stacked Wooden Heel, Comes With Box 1.75'' Heel 3'' Shaft Pull-On With Elastic Gore Insets Tapered, Stacked Heel Cushioned Footbed Leather Upper Leather Lining more

$55.00

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Madewell Shoes | Madewell Nwob Low Chelsea Boots In Snake Embossed Leather Size 9.5 | Color: Black/Brown | Size: 9.5

Madewell Shoes | Madewell Nwob Low Chelsea Boots In Snake Embossed Leather Size 9.5 | Color: Black/Brown | Size: 9.5

Give The Style Blahs The Boot With This Contemporary Look That Features An Almond Toe And A Tapered Stacked Heel. The Combination Of Supple Leather And Padded Footbed Keeps You On Your Feet In Comfort. New Without Box. These Seem To Run Small. 1.75''... more

$95.00

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Madewell Shoes | Madewell Sonia Faux Snakeskin Leather Chelsea Ankle Boot | Color: Black/White | Size: 7.5

Madewell Shoes | Madewell Sonia Faux Snakeskin Leather Chelsea Ankle Boot | Color: Black/White | Size: 7.5

Madewell Sonia Leather Snakeskin Chelsea Boots. Size 7.5 Light Wear Ships Without Original Shoe Box. more

$38.00

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Madewell Shoes | Madewell Chelsea Lugsole Ankle Boots In Leather, Size 5.5 | Color: Cream/Tan | Size: 5.5

Madewell Shoes | Madewell Chelsea Lugsole Ankle Boots In Leather, Size 5.5 | Color: Cream/Tan | Size: 5.5

Brand New, Never Worn. These Were Too Big For Me. I Usually Wear 5-5.5 Depending On Brand. I Wish They Fit Because They Are Super Cute And Great Quality. I Love The Color. Perfect For Light And Dark Outfits. Comment With Questions! more

$80.00

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Madewell Shoes | Madewell The Grayson Suede Chelsea Boot Size 11 | Color: Cream/White | Size: 11

Madewell Shoes | Madewell The Grayson Suede Chelsea Boot Size 11 | Color: Cream/White | Size: 11

Good Condition. Top Rated & Sold Out! Western Style Ankle Boots In The Color “Dried Flax”, An Off White (True To Photos) With A Soft Suede Upper, 2 1/8” Dark Brown Heel, Pointed Toe, Stylish Side Stitching, Slip On Styling, Leather Lining & Padded... more

$60.00

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Madewell Shoes | Madewell Low Chelsea Boot In Snake Embossed Leather Size 6 | Color: Gray/White | Size: 6

Madewell Shoes | Madewell Low Chelsea Boot In Snake Embossed Leather Size 6 | Color: Gray/White | Size: 6

Madewell Low Chelsea Boot In Snake Embossed Leather Size 6 New In Box Pull On Low Ankle Boots With Dual Elastic Gore Inserts, Pointed Almond Toe And Stacked Block Heel. Leather Upper With A Neutral Tone Black, Brown, Tan, And Cream Embossed Textured... more

$78.00

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Madewell Shoes | Madewell The Spencer Chelsea Ankle Boots | Color: Cream/Tan | Size: 9

Madewell Shoes | Madewell The Spencer Chelsea Ankle Boots | Color: Cream/Tan | Size: 9

Madewell 'The Spencer' Tan Leather Pull On Chelsea Ankle Boots Leather Upper. Leather Lining. Leather Sole With Rubber Heel. Style: C1375 Color: Tan Us Women's Size 9 Preowned. Good Used Condition With Some Signs Of Wear. Sold As Pictured. Msrp $198 T62 more

$75.00

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Madewell Shoes | Madewell Low Chelsea Boots In Snake Embossed Leather | Color: Black/Cream | Size: 8

Madewell Shoes | Madewell Low Chelsea Boots In Snake Embossed Leather | Color: Black/Cream | Size: 8

Nwot. Madewell Low Chelsea Boots In Snake Embossed Leather Color Black, Beige And White Size 8 The Combination Of Supple Leather And Padded Footbed Keeps You In Your Feet In Comfort. Pull On With Dual Elastic Gore Insets Tapered, Stacked Heel Cushioned... more

$78.00

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Madewell Shoes | ! Madewell $198 The Ainsley Chelsea Boots G8421 | Color: Tan | Size: 8

Madewell Shoes | ! Madewell $198 The Ainsley Chelsea Boots G8421 | Color: Tan | Size: 8

Madewell $198 The Ainsley Chelsea Boots In Suede G8421 8 Natural In Soft Suede, With Easy-To-Break-In Leather Soles, This Modern Chelsea Boot Has A Pared Down Look That Makes It A Design-Team Favorite. Meet Your New Wardrobe Mvp. Please Note: When You... more

$47.00

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Madewell Shoes | Madewell - Regan Cognac Brown Ankle Chelsea Boots - 7.5 Women's | Color: Brown | Size: 7.5

Madewell Shoes | Madewell - Regan Cognac Brown Ankle Chelsea Boots - 7.5 Women's | Color: Brown | Size: 7.5

Madewell - Regan Cognac Brown Ankle Chelsea Boots - 7.5 Women's 100% Genuine Leather And Super Comfortable 2.5 Inch Heel Almond Toe Rich Cognac Brown Color Western Cowboy Style more

$160.00

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Madewell Shoes | Madewell Grayson Brogue Chelsea Boot Size 8.5 | Color: Cream/White | Size: 8.5

Madewell Shoes | Madewell Grayson Brogue Chelsea Boot Size 8.5 | Color: Cream/White | Size: 8.5

Reposhing This Item I Purchased From @Kmosskirlin. I Never Wore These Because They Were Too Big. I'm Usually An 8 And Sized Up Based On Reviews. Questions? Leave A Comment Below! more

$50.00

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Madewell Shoes | Madewell Ainsley Tan Leather Chelsea Boots Ankle Booties | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Ainsley Tan Leather Chelsea Boots Ankle Booties | Color: Brown/Tan | Size: 7

Lovely Madewell "Ainsley" Leather Chelsea Boots! Pull On Style With A Low Heel And An Almond Toe. Gently Worn And In Excellent Condition, Size 7. more

$79.00

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Madewell Shoes | Madewell Grayson Brogue Chelsea Boot | Color: Brown/Cream | Size: 7.5

Madewell Shoes | Madewell Grayson Brogue Chelsea Boot | Color: Brown/Cream | Size: 7.5

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

$40.00

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Madewell Shoes | Madewell Sonia Snakeskin Leather Chelsea Ankle Boot Size 7.5 | Color: Black/Brown | Size: 7.5

Madewell Shoes | Madewell Sonia Snakeskin Leather Chelsea Ankle Boot Size 7.5 | Color: Black/Brown | Size: 7.5

Madewell Sonia Snakeskin Leather Chelsea Ankle Boot Size 7.5 Like New Condition - Minor Wear On Balls From Try-Ons And Minor Markings On Insole Of Right Boot From A Sticker That Was Removed. -Almond Toe -Pull-On-Style -Elastic Gore Inset -Cushioned... more

$40.00

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Madewell Shoes | Madewell Sonia Low Leather Chelsea Boot Nwob | Color: Gray/Tan | Size: 9

Madewell Shoes | Madewell Sonia Low Leather Chelsea Boot Nwob | Color: Gray/Tan | Size: 9

An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. Runs Small; Order 1/2 Size Up. 1 3/4" Heel 3" Shaft Pull-On Style With Elastic Gore Insets Cushioned Footbed Leather... more

$75.00

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Madewell Shoes | Madewell The Bryce Chelsea Suede Stocked Heel Ankle Boots Side Zipper | Color: Brown | Size: 8

Madewell Shoes | Madewell The Bryce Chelsea Suede Stocked Heel Ankle Boots Side Zipper | Color: Brown | Size: 8

Madewell The Bryce Chelsea Suede Stocked Heel Ankle Boots Side Zipper Women Size 8 Almond Toe 2.5” Heel Small Scuff See Photos more

$60.00

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Madewell Shoes | Madewell Grayson Chelsea Boot In Velvet 9.5 | Color: Cream/Tan | Size: 9.5

Madewell Shoes | Madewell Grayson Chelsea Boot In Velvet 9.5 | Color: Cream/Tan | Size: 9.5

Madewell Suede Ankle Boots Size 9.5 Heal Height 2.5" Shaft 3" Pointed Toe Genuine Leather Condition: Black Mark Inside, Scuff At Tip Of Bottom Sole Leather (Sold Out On Website) Size: 9.5 Thank You For Checking Out My Posh Closet! I Am A Fast Shipper... more

$110.00

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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 Wyckoff Chelsea Lugsole Boot In Pale Parchment | Color: White | Size: 9

Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot In Pale Parchment | Color: White | Size: 9

Madewell The Wyckoff Chelsea Lugsole Boot In Pale Parchment Size 9 In Good Condition, Some Stretching To Elastic Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Low Heel, Chelsea Boot, Staple, Timeless... more

$100.00

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Madewell Shoes | Madewell Low Ankle Chelsea Boots Snakeskin Leather Size 6.5 Style M3463 | Color: Black/Cream | Size: 6.5

Madewell Shoes | Madewell Low Ankle Chelsea Boots Snakeskin Leather Size 6.5 Style M3463 | Color: Black/Cream | Size: 6.5

Madewell Low Ankle Chelsea Boots Snakeskin Leather Size 6.5 In Excellent Condition, No Flaws more

$50.00

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Madewell Shoes | ! Madewell $188 The Grayson Chelsea Boots J8294 | Color: Cream/Gray | Size: Various

Madewell Shoes | ! Madewell $188 The Grayson Chelsea Boots J8294 | Color: Cream/Gray | Size: Various

Madewell $188 The Grayson Chelsea Boots In Velvet Distressed Sand J8294 Per Madewell : Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toeand Cut Them Low On The Ankle To Make Your Legs Look Even Longer. This Pair... more

$68.00

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Madewell Shoes | Madewell Carina Boot Snake Skin Embossed Leather Sz 6.5 Black Gray Chelsea Ae357 | Color: Black/Gray | Size: 6.5

Madewell Shoes | Madewell Carina Boot Snake Skin Embossed Leather Sz 6.5 Black Gray Chelsea Ae357 | Color: Black/Gray | Size: 6.5

Madewell Carina Boot Snake Skin Embossed Leather Women's Size 6.5 Very Good Pre-Owned Condition Black, White & Gray Python / Snake Print Embossed Leather Upper 1.5" Stacked Block Heels Cushioned Insole Pointed Toe Ae357 Animal Print, Reptile, Python,... more

$35.00

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Madewell Shoes | Madewell Grayson Brogue Chelsea Boot | Color: Cream/White | Size: 8.5

Madewell Shoes | Madewell Grayson Brogue Chelsea Boot | Color: Cream/White | Size: 8.5

Madewell Suede Booties In Bone Colored Suede. In Excellent Condition. A Very Slight Scuff On The Right Toe But Barely Noticeable When On (See Pic). No Other Marks Or Scuffs On The Suede. Size 8.5 more

$68.00

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Madewell Shoes | Madewell Low Chelsea Boots Brand New In Box- Snake Embossed Leather Size 6.5 | Color: Tan | Size: 6.5

Madewell Shoes | Madewell Low Chelsea Boots Brand New In Box- Snake Embossed Leather Size 6.5 | Color: Tan | Size: 6.5

Nwt Madewell Low Bootie Gorgeous Natural Toned Color Bootie, Pull On, Statement Piece Material: Leather Color: Snake Embossed, Heather Natural Multi Size 6.5 more

$65.00

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Madewell Shoes | Madewell Kristin Chelsea Boots Size 6.5 | Color: White | Size: 6.5

Madewell Shoes | Madewell Kristin Chelsea Boots Size 6.5 | Color: White | Size: 6.5

Madewell Kristin Chelsea Boots Size 6.5 In Harvest Moon These Were Store Display, Otherwise Brand New Please Note That Wear/Scuffing Reflected Is Do To Store Handling A Lug Sole Brings Rugged Utility To A Chelsea Boot Crafted Of Leather And Finished... more

$189.00

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Madewell Shoes | Madewell Sonia Chelsea Leather Ankle Boots | Color: Black | Size: 7.5

Madewell Shoes | Madewell Sonia Chelsea Leather Ankle Boots | Color: Black | Size: 7.5

Give The Style Blahs The Boot With This Contemporary Madewell Sonia Chelsea Leather Ankle Boots That Features An Almond Toe And A Tapered Stacked 1.75" Heel. The Combination Of Supple Leather And Padded Footbed Keeps You On Your Feet In Comfort.... more

$85.00

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Madewell Shoes | Madewell Sonia Low Leather Chelsea Boot | Color: Red | Size: 6

Madewell Shoes | Madewell Sonia Low Leather Chelsea Boot | Color: Red | Size: 6

An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. 1 3/4" Heel 3" Shaft Pull-On Style With Elastic Gore Insets Cushioned Footbed Leather Upper And Lining/Synthetic Sole... more

$65.00

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