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Bottoms up! Here’s what to wear to happy hour during the summer
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The cool girl’s guide to the SSENSE summer sale
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7 chic brands for comfortable leather loafers
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It’s boat shoe summer! Here are the best brands to shop the trend
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The most stylish celebrities to watch in 2025
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The 6 Fall/Winter coats every man should own
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Magazine
Here’s how to master the sneaker and suit look
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Here’s how to master the sneaker and suit look
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The 5 best swim trunk trends for men in 2025
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Chelsea Boots

Chelsea Boots

Compare 3,512 products from 43 shops
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Compare 3,512 products from 43 shops
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. . .
Stuart Weitzman Celina Chelsea Bootie 85 in Almond at Nordstrom Rack, Size 10.5

Stuart Weitzman

Celina Chelsea Bootie 85 in Almond at Nordstrom Rack, Size 10.5

Delivery: free

$179.97

Nordstrom Rack

Marsèll Ankle boots

-58%

Marsèll

Ankle boots Gray

Delivery: free

$580.00 $1,365.00

Yoox.com

Bogner Chamonix 10 shearling and suede ankle boots
BESTSELLER

Bogner

Chamonix 10 shearling and suede ankle boots Brown

Delivery: Delivery costs apply

$675.00

Mytheresa

Brunello Cucinelli Ankle boots

-67%

Brunello Cucinelli

Ankle boots Beige

Delivery: free

$451.00 $1,365.00

Yoox.com

Ferragamo Beat Cap Toe Chelsea Boot in Nero at Nordstrom Rack, Size 8

Ferragamo

Beat Cap Toe Chelsea Boot in Nero at Nordstrom Rack, Size 8

Delivery: free

$409.97

Nordstrom Rack

Tod's Ankle boots

-38%

Tod's

Ankle boots Black

Delivery: free

$614.00 $995.00

Yoox.com

Frye Tyler Chelsea Boot in Cognac at Nordstrom Rack, Size 11.5
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Frye

Tyler Chelsea Boot in Cognac at Nordstrom Rack, Size 11.5

Delivery: free

$149.97

Nordstrom Rack

Donald J Pliner Chelsea Boot in Bordeaux at Nordstrom Rack, Size 7.5

Donald J Pliner

Chelsea Boot in Bordeaux at Nordstrom Rack, Size 7.5 Red

Delivery: free

$129.97

Nordstrom Rack

See By Chloé See By Chloé Mallory leather Chelsea boots

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See By Chloé

See By Chloé Mallory leather Chelsea boots Black

Delivery: Delivery costs apply

$339.00 $485.00

Mytheresa

Birkenstock Highwood Deep Blue Mens Shoes Dark Tea : EU 43 (US Mens 10-10.5) Regular, Leather
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Birkenstock

Highwood Deep Blue Mens Shoes Dark Tea : EU 43 (US Mens 10-10.5) Regular, Leather Green

Delivery: free

$210.00

Zappos

AllSaints Ria Chelsea Boot in Gunmetal Grey at Nordstrom Rack, Size 11

AllSaints

Ria Chelsea Boot in Gunmetal Grey at Nordstrom Rack, Size 11 Gray

Delivery: free

$134.97

Nordstrom Rack

Nero Giardini Chain Chelsea Boot in Black at Nordstrom Rack, Size 11Us / 41Eu

Nero Giardini

Chain Chelsea Boot in Black at Nordstrom Rack, Size 11Us / 41Eu

Delivery: free

$159.97

Nordstrom Rack

La Canadienne Cye Womens Boots Black : 7.5 B - Medium

-10%

La Canadienne

Cye Womens Boots Black : 7.5 B - Medium

Delivery: free

$448.20 $498.00

Zappos

Santoni Ankle boots

-47%

Santoni

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Delivery: free

$688.00 $1,300.00

Yoox.com

Thomas & Vine Ventura Tru Comfort Foam Plain Toe Chelsea Boot

-70%

Thomas & Vine

Ventura Tru Comfort Foam Plain Toe Chelsea Boot Brown

Delivery: free

$59.99 $199.99

ShopSimon

Zadig&Voltaire Ride Chelsea Boot in Military at Nordstrom Rack, Size 11Us / 41Eu

Zadig&Voltaire

Ride Chelsea Boot in Military at Nordstrom Rack, Size 11Us / 41Eu

Delivery: free

$279.97

Nordstrom Rack

Lucky Brand Sondruh Wedge Chelsea Boots Womens Boots Winter Cherry : 6.5 B - Medium, Suede

-20%

Lucky Brand

Sondruh Wedge Chelsea Boots Womens Boots Winter Cherry : 6.5 B - Medium, Suede

Delivery: free

$135.20 $169.00

Zappos

Sorel Slabtown 62tm Chelsea Waterproof Mens Boots Tobacco/Black : 10.5 D - Medium, Suede

Sorel

Slabtown 62tm Chelsea Waterproof Mens Boots Tobacco/Black : 10.5 D - Medium, Suede

Delivery: free

$170.00

Zappos

Sorel Joan Now Chelsea Womens Boots Crushed Clay/Gum 2 : 10.5 B - Medium, Suede

Sorel

Joan Now Chelsea Womens Boots Crushed Clay/Gum 2 : 10.5 B - Medium, Suede

Delivery: free

$190.00

Zappos

Sorel Slabtown 62 Chelsea Waterproof Mens Boots Canoe/Black : 11.5 D - Medium, Leather

Sorel

Slabtown 62 Chelsea Waterproof Mens Boots Canoe/Black : 11.5 D - Medium, Leather

Delivery: free

$170.00

Zappos

Sorel Revel Rd Chelsea Waterproof Womens Boots Tobacco/Black : 5.5 B - Medium, Suede

Sorel

Revel Rd Chelsea Waterproof Womens Boots Tobacco/Black : 5.5 B - Medium, Suede

Delivery: free

$140.00

Zappos

Camper Pix Chelsea Boot in Multi - Assorted at Nordstrom Rack, Size 35

Camper

Pix Chelsea Boot in Multi - Assorted at Nordstrom Rack, Size 35

Delivery: free

$139.97

Nordstrom Rack

sacai Leather Chelsea boots
BESTSELLER

sacai

Leather Chelsea boots Black

Delivery: Delivery costs apply

$1,415.00

Mytheresa

Ariat Wexford Chelsea Boots Mens Boots Carmel Suede : 10.5 M

-5%

Ariat

Wexford Chelsea Boots Mens Boots Carmel Suede : 10.5 M

Delivery: free

$170.95 $179.95

Zappos

Cole Haan Grand Raelyn Chelsea Waterproof Boots Womens Boots Light Sesame Suede/Ivory Waterproof : 6.5 B - Medium, Leather

Cole Haan

Grand Raelyn Chelsea Waterproof Boots Womens Boots Light Sesame Suede/Ivory Waterproof : 6.5 B - Medium, Leather

Delivery: free

$160.00

Zappos

Danner Eastwood Chelsea Womens Motocross Boots Cascade : 10.5 B - Medium, Leather

Danner

Eastwood Chelsea Womens Motocross Boots Cascade : 10.5 B - Medium, Leather

Delivery: free

$199.95

Zappos

Red Wing Shoes 3190 Leather Chelsea Boots

Red Wing Shoes

3190 Leather Chelsea Boots Brown

Delivery: free

$300.00

Mr Porter

Sorel Joan Frwd Chelsea Womens Boots Canoe/Bleached Ceramic : 10.5 B - Medium, Leather
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Sorel

Joan Frwd Chelsea Womens Boots Canoe/Bleached Ceramic : 10.5 B - Medium, Leather

Delivery: free

$169.95

Zappos

L.L.Bean Bean Boot 6.5 Chelsea Mens Boots Deep Blue/Black/Toasted Coconut : 11.5 D - Medium, Leather/Synthetic

L.L.Bean

Bean Boot 6.5 Chelsea Mens Boots Deep Blue/Black/Toasted Coconut : 11.5 D - Medium, Leather/Synthetic

Delivery: free

$160.00

Zappos

Tod's 60 suede Chelsea boots

Tod's

60 suede Chelsea boots Brown

Delivery: Delivery costs apply

$1,045.00

Mytheresa

L.L.Bean Stonington Chelsea Boot Suede Womens Boots Graphite : 8.5 B - Medium, Rubber/Suede

L.L.Bean

Stonington Chelsea Boot Suede Womens Boots Graphite : 8.5 B - Medium, Rubber/Suede

Delivery: free

$139.00

Zappos

L.L.Bean Bean Boots 6.5 Chelsea Womens Boots Light Khaki/Light Khaki/Toasted Coconut : 8.5 B - Medium, Leather

L.L.Bean

Bean Boots 6.5 Chelsea Womens Boots Light Khaki/Light Khaki/Toasted Coconut : 8.5 B - Medium, Leather

Delivery: free

$160.00

Zappos

Sorel Joan Now Chelsea Womens Boots Tobacco/Black : 10.5 B - Medium, Suede

-11%

Sorel

Joan Now Chelsea Womens Boots Tobacco/Black : 10.5 B - Medium, Suede

Delivery: free

$170.00 $190.00

Zappos

Sorel Joan Frwd Chelsea Womens Boots Black/Bleached Ceramic : 10.5 B - Medium, Leather

Sorel

Joan Frwd Chelsea Womens Boots Black/Bleached Ceramic : 10.5 B - Medium, Leather

Delivery: free

$170.00

Zappos

L.L.Bean Bean Boots 6.5 Chelsea Womens Boots Deep Blue/Black/Toasted Coconut : 7.5 B - Medium, Leather

L.L.Bean

Bean Boots 6.5 Chelsea Womens Boots Deep Blue/Black/Toasted Coconut : 7.5 B - Medium, Leather

Delivery: free

$160.00

Zappos

Gianvito Rossi Chelsea suede ankle boots

Gianvito Rossi

Chelsea suede ankle boots Beige

Delivery: Delivery costs apply

$1,395.00

Mytheresa

Bally Ankle boots

-31%

Bally

Ankle boots Black

Delivery: free

$668.00 $970.00

Yoox.com

Ambitious 11758 Lug Sole Chelsea Boot in Anthracite Suede at Nordstrom Rack, Size 10.5Us / 44Eu

-7%

Ambitious

11758 Lug Sole Chelsea Boot in Anthracite Suede at Nordstrom Rack, Size 10.5Us / 44Eu Gray

Delivery: free

$129.99 $139.97

Nordstrom Rack

L.L.Bean Stonington Chelsea Boots Leather Mens Boots Oakwood 1 : 11.5 D - Medium

L.L.Bean

Stonington Chelsea Boots Leather Mens Boots Oakwood 1 : 11.5 D - Medium

Delivery: free

$150.00

Zappos

Isabel Marant Duerto studded suede cowboy boots

-30%

Isabel Marant

Duerto studded suede cowboy boots Brown

Delivery: Delivery costs apply

$903.00 $1,290.00

Mytheresa

Forsake Phil Chelsea Mens Boots Toffee : 11.5 D - Medium, Leather

-3%

Forsake

Phil Chelsea Mens Boots Toffee : 11.5 D - Medium, Leather

Delivery: free

$140.00 $145.00

Zappos

Ami Leather Chelsea boots

-30%

Ami

Leather Chelsea boots Black

Delivery: Delivery costs apply

$577.00 $825.00

Mytheresa

Cole Haan Originalgrand Cityspectre Chelsea Boots Mens Boots Woodbury/Dark Natural/Silver Birch : 11.5 D - Medium, Leather

-10%

Cole Haan

Originalgrand Cityspectre Chelsea Boots Mens Boots Woodbury/Dark Natural/Silver Birch : 11.5 D - Medium, Leather

Delivery: free

$207.00 $230.00

Zappos

L.L.Bean Storm Chaser Chelsea Boots Mens Boots Oakwood : 10.5 D - Medium, Leather/Synthetic
BESTSELLER

L.L.Bean

Storm Chaser Chelsea Boots Mens Boots Oakwood : 10.5 D - Medium, Leather/Synthetic

Delivery: free

$170.00

Zappos

Gianvito Rossi Chelsea suede ankle boots

Gianvito Rossi

Chelsea suede ankle boots Black

Delivery: Delivery costs apply

$1,395.00

Mytheresa

Johnston & Murphy XC+ Durham Chelsea Boots Mens Boots Snuff Waterproof Waxed Suede : 10.5 M (D), Leather/Suede

Johnston & Murphy

XC+ Durham Chelsea Boots Mens Boots Snuff Waterproof Waxed Suede : 10.5 M (D), Leather/Suede

Delivery: free

$218.95

Zappos

Sorel Revel Rd Chelsea Waterproof Womens Boots Redwood/Gum 10 : 10.5 B - Medium, Suede

Sorel

Revel Rd Chelsea Waterproof Womens Boots Redwood/Gum 10 : 10.5 B - Medium, Suede

Delivery: free

$140.00

Zappos

L.L.Bean Bean Boot 6.5 Chelsea Mens Boots Black/Warm Grey Opaque : 10.5 D - Medium, Leather/Synthetic

L.L.Bean

Bean Boot 6.5 Chelsea Mens Boots Black/Warm Grey Opaque : 10.5 D - Medium, Leather/Synthetic Gray

Delivery: free

$160.00

Zappos

Ganni Embroidered faux leather cowboy boots

-50%

BESTSELLER

Ganni

Embroidered faux leather cowboy boots Brown

Delivery: Delivery costs apply

$347.00 $695.00

Mytheresa

Superlamb Dzo Boot Mens Shoes Redwood 2 : 11.5 M, Leather

Superlamb

Dzo Boot Mens Shoes Redwood 2 : 11.5 M, Leather

Delivery: free

$209.95

Zappos

Santoni Ankle boots

-51%

BESTSELLER

Santoni

Ankle boots Red

Delivery: free

$629.00 $1,280.00

Yoox.com

Martin Dingman Huntley Chelsea Boot Mens Lace-up Boots French Roast 1 : 11.5 M, Leather

Martin Dingman

Huntley Chelsea Boot Mens Lace-up Boots French Roast 1 : 11.5 M, Leather

Delivery: free

$350.00

Zappos

Forsake Phil Chelsea Mens Boots Gray : 8.5 D - Medium, Leather
BESTSELLER

Forsake

Phil Chelsea Mens Boots Gray : 8.5 D - Medium, Leather

Delivery: free

$145.00

Zappos

Martin Dingman Huntley Chelsea Boot Mens Lace-up Boots Walnut : 10.5 M, Leather

-10%

Martin Dingman

Huntley Chelsea Boot Mens Lace-up Boots Walnut : 10.5 M, Leather

Delivery: free

$315.00 $350.00

Zappos

Dr. Martens 2976 Leather Chelsea Boots Boots Cashew : UK 9 (US Mens 10 - US Womens 11) M

-20%

Dr. Martens

2976 Leather Chelsea Boots Boots Cashew : UK 9 (US Mens 10 - US Womens 11) M Gray

Delivery: free

$136.00 $170.00

Zappos

Frye Campus Chelsea Womens Boots Banana : 6.5 B - Medium, Leather

Frye

Campus Chelsea Womens Boots Banana : 6.5 B - Medium, Leather

Delivery: free

$358.00

Zappos

Frye Tyler Flex Chelsea Mens Boots Cognac : 10.5 D - Medium, Leather

-20%

Frye

Tyler Flex Chelsea Mens Boots Cognac : 10.5 D - Medium, Leather

Delivery: free

$214.40 $268.00

Zappos

INUIKII Technical Performance snow boots

INUIKII

Technical Performance snow boots Beige

Delivery: Delivery costs apply

$290.00

Mytheresa

Cole Haan Greenwich Chelsea Waterproof Womens Boots Madeira Waterproof Leather : 6.5 B - Medium, Leather/Rubber

Cole Haan

Greenwich Chelsea Waterproof Womens Boots Madeira Waterproof Leather : 6.5 B - Medium, Leather/Rubber

Delivery: free

$225.00

Zappos

La Canadienne Dawson Genuine Shearling Lined Chelsea Boot in Brunette Suede at Nordstrom Rack, Size 5.5

La Canadienne

Dawson Genuine Shearling Lined Chelsea Boot in Brunette Suede at Nordstrom Rack, Size 5.5

Delivery: free

$249.97

Nordstrom Rack

Chloé Chloé Maxime leather wedge ankle boots

Chloé

Chloé Maxime leather wedge ankle boots Brown

Delivery: Delivery costs apply

$1,460.00

Mytheresa

Barbour Tinstone Chelsea Boots Mens Boots Choc Suede : 11 M

Barbour

Tinstone Chelsea Boots Mens Boots Choc Suede : 11 M

Delivery: free

$245.00

Zappos

Frye Sacha Chelsea Womens Boots Walnut : 6.5 B - Medium, Leather

-10%

Frye

Sacha Chelsea Womens Boots Walnut : 6.5 B - Medium, Leather

Delivery: free

$268.20 $298.00

Zappos

Ecco Dress Classic Chelsea Buckle Ankle Boots Womens Boots Potting Soil : EU 41 (US Womens 10-10.5) M, Leather

Ecco

Dress Classic Chelsea Buckle Ankle Boots Womens Boots Potting Soil : EU 41 (US Womens 10-10.5) M, Leather

Delivery: free

$160.00

Zappos

Frye Campus Chelsea Womens Boots Saddle : 7.5 B - Medium, Leather

Frye

Campus Chelsea Womens Boots Saddle : 7.5 B - Medium, Leather

Delivery: free

$358.00

Zappos

Liu Jo Chelsea Boots, female, Black, Size: 10 US Flair 06 Leather and Eco-leather Ankle Boots

Liu Jo

Chelsea Boots, female, Black, Size: 10 US Flair 06 Leather and Eco-leather Ankle Boots

Delivery: Delivery costs apply

$103.30

Miinto

Tamaris Tamaris, Chelsea Boots, male, Black, Size: 11 US Chelsea Boot

Tamaris

Tamaris, Chelsea Boots, male, Black, Size: 11 US Chelsea Boot

Delivery: Delivery costs apply

$123.14

Miinto

Tamaris Tamaris, Heeled Boots, female, Black, Size: 10 US Chelsea Boot

Tamaris

Tamaris, Heeled Boots, female, Black, Size: 10 US Chelsea Boot

Delivery: Delivery costs apply

$111.94

Miinto

Tamaris Tamaris, Chelsea Boots, female, Black, Size: 8 US Ankle Boots

Tamaris

Tamaris, Chelsea Boots, female, Black, Size: 8 US Ankle Boots

Delivery: Delivery costs apply

$123.14

Miinto

Tamaris Tamaris, Heeled Boots, female, Black, Size: 10 US Leather Chelsea Boot

Tamaris

Tamaris, Heeled Boots, female, Black, Size: 10 US Leather Chelsea Boot

Delivery: Delivery costs apply

$123.14

Miinto

Jack & Jones Jack & Jones, Chelsea Boots, male, Brown, Size: 10 US Jfwleyton Leather Shoes

Jack & Jones

Jack & Jones, Chelsea Boots, male, Brown, Size: 10 US Jfwleyton Leather Shoes

Delivery: Delivery costs apply

$116.48

Miinto

Ecco Metropole Vienna Chelsea Boots Womens Boots Mink : EU 42 (US Womens 11-11.5) M, Leather

Ecco

Metropole Vienna Chelsea Boots Womens Boots Mink : EU 42 (US Womens 11-11.5) M, Leather

Delivery: free

$159.95

Zappos

Barbour Rain Boots, female, Black, Size: 10 US Kingham Wellingtons

Barbour

Rain Boots, female, Black, Size: 10 US Kingham Wellingtons

Delivery: Delivery costs apply

$112.00

Miinto

Jack & Jones Jack & Jones, Chelsea Boots, male, Black, Size: 11 US Black Leather Chelsea Boots

Jack & Jones

Jack & Jones, Chelsea Boots, male, Black, Size: 11 US Black Leather Chelsea Boots

Delivery: Delivery costs apply

$103.04

Miinto

Jack & Jones Jack & Jones, Chelsea Boots, male, Black, Size: 11 US Leather Chelsea Boot

Jack & Jones

Jack & Jones, Chelsea Boots, male, Black, Size: 11 US Leather Chelsea Boot

Delivery: Delivery costs apply

$120.96

Miinto

Hunter Original Chelsea Womens Rain Boots Medium Grey : 5 M, Rubber

-20%

Hunter

Original Chelsea Womens Rain Boots Medium Grey : 5 M, Rubber Gray

Delivery: free

$112.00 $140.00

Zappos

J.W.Anderson Ankle boots

-28%

J.W.Anderson

Ankle boots Brown

Delivery: free

$720.00 $1,001.00

Yoox.com

Hey Dude Chelsea Boots, male, Brown, Size: 11 US Brown Branson Classic Boots

Hey Dude

Chelsea Boots, male, Brown, Size: 11 US Brown Branson Classic Boots

Delivery: Delivery costs apply

$99.79

Miinto

Santoni Ankle boots

-29%

BESTSELLER

Santoni

Ankle boots Brown

Delivery: free

$713.00 $1,010.00

Yoox.com

Frye Tyler Flex Chelsea Mens Boots Bark : 11.5 D - Medium, Leather

-10%

Frye

Tyler Flex Chelsea Mens Boots Bark : 11.5 D - Medium, Leather

Delivery: free

$241.20 $268.00

Zappos

Santoni Ankle boots

-32%

Santoni

Ankle boots Brown

Delivery: free

$711.00 $1,050.00

Yoox.com

Red Wing Shoes Classic Chelsea Mens Shoes Amber Harness : 10.5 D (M), Leather

Red Wing Shoes

Classic Chelsea Mens Shoes Amber Harness : 10.5 D (M), Leather Orange

Delivery: free

$299.99

Zappos

Ganni Ankle boots

-29%

Ganni

Ankle boots White

Delivery: free

$235.00 $331.00

Yoox.com

Hey Dude Chelsea Boots, female, Brown, Size: 11 US Brown Boots Branson W Classic

Hey Dude

Chelsea Boots, female, Brown, Size: 11 US Brown Boots Branson W Classic

Delivery: Delivery costs apply

$99.79

Miinto

Hey Dude Chelsea Boots, male, Black, Size: 10 US Black Branson Classic Boots

Hey Dude

Chelsea Boots, male, Black, Size: 10 US Black Branson Classic Boots

Delivery: Delivery costs apply

$92.40

Miinto

Ganni Ankle boots

-40%

Ganni

Ankle boots White

Delivery: free

$253.00 $423.00

Yoox.com

Barbour Chelsea Boots, female, Black, Size: 12 US Rubber Boots with Tartan Inner Sole

Barbour

Chelsea Boots, female, Black, Size: 12 US Rubber Boots with Tartan Inner Sole

Delivery: Delivery costs apply

$97.04

Miinto

Hey Dude Chelsea Boots, male, Black, Size: 11 US Lightweight Eva Sole Beatles Shoes

Hey Dude

Chelsea Boots, male, Black, Size: 11 US Lightweight Eva Sole Beatles Shoes

Delivery: Delivery costs apply

$104.72

Miinto

Santoni Ankle boots

-51%

Santoni

Ankle boots Blue

Delivery: free

$628.00 $1,280.00

Yoox.com

Tory Burch 45 mm Chelsea Ankle Boot Womens Boots Alce : 6 M, Leather

-30%

Tory Burch

45 mm Chelsea Ankle Boot Womens Boots Alce : 6 M, Leather

Delivery: free

$264.60 $378.00

Zappos

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