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Jessica Simpson Shoes | Jessica Simpson Demmie Studded Leather Lug Sole Chelsea Booties | Color: Black | Size: Various

Jessica Simpson Shoes | Jessica Simpson Demmie Studded Leather Lug Sole Chelsea Booties | Color: Black | Size: Various

Give Some Edge To Your Everyday Look With The Jessica Simpson Demmie Boots, Accented With Conical Studs For A Distinct Look And Is Supported With A Block-Heeled Rubber Sole For Confident Struts. Pull-On Booties In A Round Toe Silhouette. Cone-Shaped... more

$68.00

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® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes

® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes

Men's Ugg ® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes - Brown - Casual boots Sleek and functional, our take on a traditional chelsea silhouette incorporates seam-sealed waterproof leather for enhanced protection from the elements. Even... more

$190.00 $132.99

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® Skyview Chelsea Leather Boots|dress Shoes

® Skyview Chelsea Leather Boots|dress Shoes

Men's Ugg ® Skyview Chelsea Leather Boots|dress Shoes - Black - Casual boots Constructed from water-resistant leather and enhanced with sealed seams, the Skyview emerges as an ageless chelsea boot tailored for winter and subsequent seasons. Its... more

$160.00 $111.99

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® Burleigh Chelsea Leather/waterproof Boots|dress Shoes

® Burleigh Chelsea Leather/waterproof Boots|dress Shoes

Men's Ugg ® Burleigh Chelsea Leather/waterproof Boots|dress Shoes - Black - Casual boots The Burleigh Chelsea offers the fashionable presence of a sneaker with the functionality and sleek profile of a Chelsea boot. With a waterproof leather upper,... more

$180.00

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Free People Shoes | Free People Santa Fe Arlo Chelsea Boots Croc Embossed Leather Boots | Color: Black | Size: Various

Free People Shoes | Free People Santa Fe Arlo Chelsea Boots Croc Embossed Leather Boots | Color: Black | Size: Various

An Elastic Gore Inset Makes For Easy-On Styling In This Leather Bootie That'll Carry You Through Every Season. Leather And Textile Upper/Textile Lining/Rubber Sole Eu Size 38 And 38.5 Nwob Location Bin 36 more

$100.00

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Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond Color 7 | Color: Brown/Tan | Size: 7

Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond Color 7 | Color: Brown/Tan | Size: 7

Details Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look. Side Zipper Closure Cushioned... more

$128.00

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Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 11 US 34202-11D

Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 11 US 34202-11D

Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 11 US 34202-11D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

$209.95

FREE shipping

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Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 12 US 34202-12D

Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 12 US 34202-12D

Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 12 US 34202-12D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

$209.95

FREE shipping

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Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 14 US 34200-14D

Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 14 US 34200-14D

Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 14 US 34200-14D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more

$209.95

FREE shipping

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® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes

® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes

Men's Ugg ® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes - Brown - Casual boots Sleek and functional, our take on a traditional chelsea silhouette incorporates seam-sealed waterproof leather for enhanced protection from the elements. Even... more

$190.00 $132.99

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® Skyview Chelsea Suede Boots|dress Shoes

® Skyview Chelsea Suede Boots|dress Shoes

Men's Ugg ® Skyview Chelsea Suede Boots|dress Shoes - Brown - Casual boots Constructed from waterproof suede and reinforced with sealed seams, the Skyview promises protection against light showers. This timeless chelsea design is primed for the winter... more

$160.00 $111.99

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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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Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond 7 | Color: Brown/Tan | Size: Various

Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond 7 | Color: Brown/Tan | Size: Various

Details Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look. Side Zipper Closure Cushioned... more

$128.00

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Free People Shoes | Free People Santa Fe Arlo Chelsea Boots Croc Embossed Leather Boots Dust Storm | Color: Gray | Size: 8.5

Free People Shoes | Free People Santa Fe Arlo Chelsea Boots Croc Embossed Leather Boots Dust Storm | Color: Gray | Size: 8.5

An Elastic Gore Inset Makes For Easy-On Styling In This Leather Bootie That'll Carry You Through Every Season. Leather And Textile Upper/Textile Lining/Rubber Sole Eu Size 38.5 Nwob Location Bin 36 more

$100.00

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Free People Shoes | Free People James Chelsea Boots White Leather Lug Sole Ankle Boots In Bone 40 | Color: White | Size: 9

Free People Shoes | Free People James Chelsea Boots White Leather Lug Sole Ankle Boots In Bone 40 | Color: White | Size: 9

Brand: Free People Style: James Chelsea Boots Heeled Ankle Booties Color: White Material: Leather With Rubber Gum Sole Size: Eu 40, Fits Like A 9 Has A Slightly Narrow Fit In My Opinion, Though I Do Better With Wider Fit Shoes Condition: New, No Box.... more

$54.00

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Free People Shoes | Free People Boots James Chelsea Boots In Black Leather Sz Eu 40 Nwot (Us 10) | Color: Black | Size: 40eu

Free People Shoes | Free People Boots James Chelsea Boots In Black Leather Sz Eu 40 Nwot (Us 10) | Color: Black | Size: 40eu

Free People Boots James Chelsea Boots In Black Leather Sz Eu 40 Nwot (Us 10) Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally... more

$150.00

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Free People Shoes | Free People Santa Fe Arlo Chelsea Boots Croc Embossed Leather Boots Croc Nwob | Color: Brown/Tan | Size: 7

Free People Shoes | Free People Santa Fe Arlo Chelsea Boots Croc Embossed Leather Boots Croc Nwob | Color: Brown/Tan | Size: 7

An Elastic Gore Inset Makes For Easy-On Styling In This Leather Bootie That'll Carry You Through Every Season. Leather And Textile Upper/Textile Lining/Rubber Sole Made In Spain more

$118.00

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® Burleigh Chelsea Suede/waterproof Boots|dress Shoes

® Burleigh Chelsea Suede/waterproof Boots|dress Shoes

Men's Ugg ® Burleigh Chelsea Suede/waterproof Boots|dress Shoes - Brown - Casual boots The Burleigh Chelsea offers the fashionable presence of a sneaker with the functionality and sleek profile of a Chelsea boot. With a waterproof suede upper,... more

$170.00

FREE shipping

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Free People Shoes | Free People X Ash Magma Lugged Platform Chelsea Biker Boots $250 Sz 41 | Color: Black | Size: 41

Free People Shoes | Free People X Ash Magma Lugged Platform Chelsea Biker Boots $250 Sz 41 | Color: Black | Size: 41

Free People X Ash Magma Lugged Platform Chelsea Biker Boots Msrp $250 Stand Out In These So Cool Leather Chelsea Boots Featured In A Slim-Fitting Silhouette With A Chunky Lugged Platform Sole. * Leather, Textile, Rubber * Back Zipper Closure *... more

$199.00

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Free People Shoes | Free People James Chelsea Boot Black Leather | Color: Black | Size: 38 (Size 8)

Free People Shoes | Free People James Chelsea Boot Black Leather | Color: Black | Size: 38 (Size 8)

-Block Heel -Inside Zip Closure -Cushioned Insole -Leather Upper And Lining/Rubber Sole -Gently Worn more

$85.00

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Free People Shoes | Free People James Chelsea Boot | Color: Black | Size: Various

Free People Shoes | Free People James Chelsea Boot | Color: Black | Size: Various

Brand New In Box! Your Favorite Boot Just Got A Major Upgrade! The Free People James Black Leather Chelsea Boots Are A Modern Twist On A Beloved Classic. Smooth, Slightly Distressed Genuine Leather Shapes These Trendy Chelsea Boots That Have An Almond... more

$165.00

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Free People Shoes | Free People James Chelsea Boot | Color: White | Size: 9.5

Free People Shoes | Free People James Chelsea Boot | Color: White | Size: 9.5

White Free People James Chelsea Boot Size 41 Or 9.5 Worn 3 Times Smooth, Slightly Distressed Genuine Leather Shapes These Trendy Chelsea Boots That Have An Almond Toe And An Ankle-High Shaft With Contrasting Black Gussets And Seam Detailing Throughout.... more

$65.00

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Free People Shoes | Free People Maren Mid Chelsea Boots Size 7.5 Eu 38 | Color: Black/Brown | Size: 7.5

Free People Shoes | Free People Maren Mid Chelsea Boots Size 7.5 Eu 38 | Color: Black/Brown | Size: 7.5

Free People Maren Mid Chelsea Boots Size 7.5 Eu 38 A Wardrobe Staple, These Classic Round Toe Chelsea Boots Are The Perfect Go-With-Anything Pair. Features: Pull-On Style, Mid-Calf Length, Chelsea Design, Leather Uppers, Round Toe, Elastic Ankle... more

$115.00

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Madewell Shoes | Madewell Cleary Chelsea Ankle Boot | Color: Black | Size: 11

Madewell Shoes | Madewell Cleary Chelsea Ankle Boot | Color: Black | Size: 11

Madewell Cleary Chelsea Boot 7/8" Heel. Leather Upper. Pigskin Collar. Rubber Sole. Some Abrasions/Wear To Uppers And Wear To Soles, Otherwise Very Good Preowned Condition. more

$100.00

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Free People Shoes | Free People Essential Chelsea Ankle Boot Deep River Teal Leather Eu Size 38 Nwot | Color: Blue/Green | Size: 38eu

Free People Shoes | Free People Essential Chelsea Ankle Boot Deep River Teal Leather Eu Size 38 Nwot | Color: Blue/Green | Size: 38eu

Nwot Free People Essential Chelsea Ankle Boot Deep River Teal Leather * Size: Eu Size 38 (Us Size 7.5 Per Free People) * Color: Deep River (Teal Green/Blue) * Faded Leather Uppers * Back Zipper Closure * Elastic Side Gore Panels * Cushioned Insoles *... more

$125.00

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Madewell Shoes | Madewell The Carina Platform Chelsea Boot Nh200 | Color: Green | Size: Various

Madewell Shoes | Madewell The Carina Platform Chelsea Boot Nh200 | Color: Green | Size: Various

This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That Can Be Worn With Everything From Dresses To Jeans. And, Cushiness Alert: Our Mwl Cloudlift Lite... more

$95.00

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Free People Shoes | Free People Brooks Lug Sole Chelsea Boots 37.5/7.5 | Color: Gray | Size: 7.5

Free People Shoes | Free People Brooks Lug Sole Chelsea Boots 37.5/7.5 | Color: Gray | Size: 7.5

Free People Brooks Chelsea Boots In Size 37.5/7.5 Light Gray Suede Mid Calf Uppers, Almond Toes, Side Zippers And Rubber Lug Soles. 9” Boot Shaft And 4.75” Wide At Top Marks On The Inside Of The Right Boot (See Picture). Priced Accordingly. more

$61.00

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Free People Shoes | Free People James Chelsea Boot Us 9 | Color: Black/Cream | Size: 9

Free People Shoes | Free People James Chelsea Boot Us 9 | Color: Black/Cream | Size: 9

Nwb! Fast Shipping! Mark Shown In Last Photo. Runs Narrow; Order 1/2 Size Up. 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... more

$160.00

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Coach Shoes | Coach Bowery Beaded Chain Chelsea Boot Size 7b | Color: Brown | Size: 7

Coach Shoes | Coach Bowery Beaded Chain Chelsea Boot Size 7b | Color: Brown | Size: 7

Coach Bowery Beaded Chain Chelsea Boot. Soft Pointed Toe And Is Finished With A Rugged Stitched Welt. Size: 7b Color: Walnut Style: C0723 Toe Style: Pointy Toe, Closed Toe 1 1/4" Heel Pull-On Style With Elastic Gore Insets Leather Upper/Synthetic... more

$165.00

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Free People Shoes | Free People James Chelsea Boots 6 New | Color: Black | Size: 6

Free People Shoes | Free People James Chelsea Boots 6 New | Color: Black | Size: 6

Make Me An Offer!! Brand New Never Worn Before Free People James Chelsea Boots Size: 36 (6) Ake A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. Color: Bone Size... more

$148.00

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Free People Shoes | Free People James Chelsea Chunky Lug Sole Boot 11 | Color: Tan | Size: 11

Free People Shoes | Free People James Chelsea Chunky Lug Sole Boot 11 | Color: Tan | Size: 11

This Cool And Fashion Forward Bootie Is From Free People. A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Elastic-Gore Insets At The Sides. Features: Lug Sole Style, Elastic Panels On Both... more

$125.00

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Free People Shoes | Free People James Chelsea Boot In Cherry Chocolate Size 38.5/8 Nwob | Color: Brown | Size: 8

Free People Shoes | Free People James Chelsea Boot In Cherry Chocolate Size 38.5/8 Nwob | Color: Brown | Size: 8

New Without Box Size 38.5/8 Beautiful Boots With Super Comfortable And Supportive Rubber Sole! Never Worn. Have Been Sitting On Racks So There Are Some Scuffs. *Marked To Prevent Store Return* Questions? Leave A Comment Below! more

$158.00

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Free People Shoes | Free People Maren Mid Chelsea Boots Size 38. Sh4 | Color: Tan | Size: 8

Free People Shoes | Free People Maren Mid Chelsea Boots Size 38. Sh4 | Color: Tan | Size: 8

Free People Maren Mid Chelsea Boots Size 38. Sh4. A Wardrobe Staple, These Classic Round Toe Chelsea Boots Are The Perfect Go-With-Anything Pair. Features: Pull-On Style, Mid-Calf Length, Chelsea Design, Leather Uppers, Round Toe, Elastic Ankle Inlays,... more

$168.00

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Free People Shoes | Free People Maren Mid Chelsea Boots Size 40. Sh4 | Color: Tan | Size: 40eu

Free People Shoes | Free People Maren Mid Chelsea Boots Size 40. Sh4 | Color: Tan | Size: 40eu

Free People Maren Mid Chelsea Boots Size 40. Sh4. A Wardrobe Staple, These Classic Round Toe Chelsea Boots Are The Perfect Go-With-Anything Pair. Features: Pull-On Style, Mid-Calf Length, Chelsea Design, Leather Uppers, Round Toe, Elastic Ankle Inlays,... more

$168.00

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Polo By Ralph Lauren Shoes | Polo Ralph Lauren- Men's Oslo Tumbled Leather Chelsea Boots | Color: Brown | Size: 8

Polo By Ralph Lauren Shoes | Polo Ralph Lauren- Men's Oslo Tumbled Leather Chelsea Boots | Color: Brown | Size: 8

Crafted From Tumbled Leather, This Chelsea Boot Version Of Polo Ralph Lauren's Oslo Features Elasticized Side Gores And Signature Pull Tabs. Designed For Lightweight Comfort, It's Finished With A Durable Rubber Lug Sole. Rubber Lug Outsole For Enhanced... more

$79.00

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Free People Shoes | Free People James Chelsea Boots Size 39cream | Color: Black/Cream | Size: 9

Free People Shoes | Free People James Chelsea Boots Size 39cream | Color: Black/Cream | Size: 9

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 more

$50.00

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J. Crew Shoes | J Crew Kenton Chelsea Leather Boots Vibram Sole Goodyear Welt Lug New With Flaw | Color: Black | Size: 10.5

J. Crew Shoes | J Crew Kenton Chelsea Leather Boots Vibram Sole Goodyear Welt Lug New With Flaw | Color: Black | Size: 10.5

J Crew Kenton Chelsea Leather Boots Vibram Sole Goodyear Welt Lugs Sturdy New With Flaw Nwot New Without Tag Or Box *Flaw-Missing Pull Tab On One Of The Boots, See Photos. Priced Accordingly. Kenton Chelsea Leather Ankle Boot Size 10.5 Black Smooth... more

$150.00

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Free People Shoes | Free People Maren Chelsea Platform Boots Tan Leather Size 10 Combat Lug Sole New | Color: Black/Tan | Size: 10

Free People Shoes | Free People Maren Chelsea Platform Boots Tan Leather Size 10 Combat Lug Sole New | Color: Black/Tan | Size: 10

Make A Statement In These So Cool Tan Leather Chelsea Maren Platform Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look. These Chelsea... more

$158.00

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Kate Spade Shoes | Kate Spade Chelsea Style Rubber Rainboots Us 6/7 | Color: Black/Gold | Size: Us 6/7

Kate Spade Shoes | Kate Spade Chelsea Style Rubber Rainboots Us 6/7 | Color: Black/Gold | Size: Us 6/7

Great Pair Of Gently Used Kate Spade Chelsea Style Rain Boots! The Size Says 6/7 But I Think It Would Fit A 6 Or 6.5 Better When Wearing Thicker Socks. -Matte Rubber Upper -Pull On Style With Elastic Side Goring -Stacked Square Heel There Is Slight... more

$100.00

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Free People Shoes | Free People Studded Atlas Chelsea Boot Nib 36 40 | Color: Black/Gold | Size: Various

Free People Shoes | Free People Studded Atlas Chelsea Boot Nib 36 40 | Color: Black/Gold | Size: Various

Make A Statement In These So Cool Chelsea Boots Featuring A Soft Suede Design With A Patent Leather Toe And Heel And Edgy Accents. Studded Sole Pull-On Style Elastic Side Accents Fp Collection Artisan Crafted From Fine Leathers And Premium Materials,... more

$145.00

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