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Size 8.5 Casual Chelsea Boots

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Blundstone - BL500 Original 500 Chelsea Boot. Color Stout Brown. $209.95. 4.4 out of 5 stars

Brown Blundstone BL500 Original 500 Chelsea Boot

Brown Blundstone BL500 Original 500 Chelsea Boot

Brand Name: Blundstone
Product Name: BL500 Original 500 Chelsea Boot
Color: Stout Brown
Price: $209.95
Rating: 4Rated 4 stars out of 5(399)

Forsake - Phil Chelsea. Color Black. Low Stock. $145.00.

9 left in stock

Black Forsake Phil Chelsea

Black Forsake Phil Chelsea

+2

Brand Name: Forsake
Product Name: Phil Chelsea
Color: Black
Price: $145.00
Rating

ECCO - Helsinki 2 Chelsea Boot. Color Potting Soil. $190.00. 3.0 out of 5 stars

Brown ECCO Helsinki 2 Chelsea Boot

Brown ECCO Helsinki 2 Chelsea Boot

+2

Brand Name: ECCO
Product Name: Helsinki 2 Chelsea Boot
Color: Potting Soil
Price: $190.00
Rating: 3Rated 3 stars out of 5(4)

Birkenstock - Highwood Deep Blue. Color Chocolate. $210.00. 4.0 out of 5 stars

Brown Birkenstock Highwood Deep Blue

Brown Birkenstock Highwood Deep Blue

Brand Name: Birkenstock
Product Name: Highwood Deep Blue
Color: Chocolate
Price: $210.00
Rating: 4Rated 4 stars out of 5(1)

Florsheim - Lodge Plain Toe Gore Boot. Color Brown Crazy Horse. $129.95. 4.6 out of 5 stars

Brown Florsheim Lodge Plain Toe Gore Boot

Brown Florsheim Lodge Plain Toe Gore Boot

+3

Brand Name: Florsheim
Product Name: Lodge Plain Toe Gore Boot
Color: Brown Crazy Horse
Price: $129.95
Rating: 5Rated 5 stars out of 5(95)

Born - Brody. Color Taupe Dist. $140.00. 4.7 out of 5 stars

Taupe Born Brody

Taupe Born Brody

+3

Brand Name: Born
Product Name: Brody
Color: Taupe Dist
Price: $140.00
Rating: 5Rated 5 stars out of 5(23)

Red Wing Heritage - Classic Chelsea. Color Hawthorne Muleskinner. $299.99. 4.8 out of 5 stars

Khaki Red Wing Heritage Classic Chelsea

Khaki Red Wing Heritage Classic Chelsea

+3

Brand Name: Red Wing Heritage
Product Name: Classic Chelsea
Color: Hawthorne Muleskinner
Price: $299.99
Rating: 5Rated 5 stars out of 5(10)

Ariat - Midtown Rambler Boots. Color Matte Black. $159.95. 5.0 out of 5 stars

Black Ariat Midtown Rambler Boots

Black Ariat Midtown Rambler Boots

Brand Name: Ariat
Product Name: Midtown Rambler Boots
Color: Matte Black
Price: $159.95
Rating: 5Rated 5 stars out of 5(4)

Born - Hemlock. Color Brown Full Grain. $135.00. 4.3 out of 5 stars

Brown Born Hemlock

Brown Born Hemlock

+2

Brand Name: Born
Product Name: Hemlock
Color: Brown Full Grain
Price: $135.00
Rating: 4Rated 4 stars out of 5(189)

Columbia - Landroamer™ Scout. Color Black/Dark Grey. $119.95. 4.3 out of 5 stars

Black Columbia Landroamer™ Scout

Black Columbia Landroamer™ Scout

+3

Brand Name: Columbia
Product Name: Landroamer™ Scout
Color: Black/Dark Grey
Price: $119.95
Rating: 4Rated 4 stars out of 5(19)

Nunn Bush - 1912 Plain Toe Chelsea Boot. Color Black. On sale for $84.95. MSRP $115.00.. 3.6 out of 5 stars

Black Nunn Bush 1912 Plain Toe Chelsea Boot

Black Nunn Bush 1912 Plain Toe Chelsea Boot

Brand Name: Nunn Bush
Product Name: 1912 Plain Toe Chelsea Boot
Color: Black
Price: $84.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(8)

Stacy Adams - Kalen Chelsea Boot. Color Cognac. On sale for $104.00. MSRP $130.00.. 4.8 out of 5 stars

Tan Stacy Adams Kalen Chelsea Boot

Tan Stacy Adams Kalen Chelsea Boot

+2

Brand Name: Stacy Adams
Product Name: Kalen Chelsea Boot
Color: Cognac
Price: $104.00MSRP: $130.00
Rating: 5Rated 5 stars out of 5(12)

Clarks - Morris Easy. Color Black Leather. Low Stock. On sale for $88.22. MSRP $130.00.. 3.0 out of 5 stars

10 left in stock

Black Clarks Morris Easy

Black Clarks Morris Easy

Brand Name: Clarks
Product Name: Morris Easy
Color: Black Leather
Price: $88.22MSRP: $130.00
Rating: 3Rated 3 stars out of 5(4)

Bogs - Classic Casual Chelsea II. Color Brown. $149.95. 4.9 out of 5 stars

Brown Bogs Classic Casual Chelsea II

Brown Bogs Classic Casual Chelsea II

+2

Brand Name: Bogs
Product Name: Classic Casual Chelsea II
Color: Brown
Price: $149.95
Rating: 5Rated 5 stars out of 5(7)

Red Wing Heritage - Weekend Chelsea. Color Copper Rough & Tough Leather. $259.99. 4.1 out of 5 stars

Brown Red Wing Heritage Weekend Chelsea

Brown Red Wing Heritage Weekend Chelsea

Brand Name: Red Wing Heritage
Product Name: Weekend Chelsea
Color: Copper Rough & Tough Leather
Price: $259.99
Rating: 4Rated 4 stars out of 5(21)

Deer Stags - Argos. Color Black/Blue. On sale for $60.00. MSRP $100.00.. 3.7 out of 5 stars

Black Deer Stags Argos

Black Deer Stags Argos

+2

Brand Name: Deer Stags
Product Name: Argos
Color: Black/Blue
Price: $60.00MSRP: $100.00
Rating: 4Rated 4 stars out of 5(24)

Johnston & Murphy - Barrett Chelsea. Color Mahogany Full Grain. Low Stock. $185.00. 4.3 out of 5 stars

10 left in stock

Brown Johnston & Murphy Barrett Chelsea

Brown Johnston & Murphy Barrett Chelsea

+2

Brand Name: Johnston & Murphy
Product Name: Barrett Chelsea
Color: Mahogany Full Grain
Price: $185.00
Rating: 4Rated 4 stars out of 5(131)

Johnston & Murphy - XC Flex Raleigh Chelsea. Color Black Full Grain. $185.00. 4.5 out of 5 stars

Black Johnston & Murphy XC Flex Raleigh Chelsea

Black Johnston & Murphy XC Flex Raleigh Chelsea

Brand Name: Johnston & Murphy
Product Name: XC Flex Raleigh Chelsea
Color: Black Full Grain
Price: $185.00
Rating: 5Rated 5 stars out of 5(50)

Allen Edmonds - Liverpool. Color Black Custom Calf. $495.00. 4.2 out of 5 stars

Black Allen Edmonds Liverpool

Black Allen Edmonds Liverpool

+3

Brand Name: Allen Edmonds
Product Name: Liverpool
Color: Black Custom Calf
Price: $495.00
Rating: 4Rated 4 stars out of 5(89)

Allen Edmonds - Dawson. Color Mahogany. On sale for $380.00. MSRP $475.00.. 4.6 out of 5 stars

Mahogany Allen Edmonds Dawson

Mahogany Allen Edmonds Dawson

Brand Name: Allen Edmonds
Product Name: Dawson
Color: Mahogany
Price: $380.00MSRP: $475.00
Rating: 5Rated 5 stars out of 5(14)

UGG - Burleigh Chelsea. Color Chestnut. $169.95. 4.5 out of 5 stars

Brown UGG Burleigh Chelsea

Brown UGG Burleigh Chelsea

+2

Brand Name: UGG
Product Name: Burleigh Chelsea
Color: Chestnut
Price: $169.95
Rating: 5Rated 5 stars out of 5(16)

Vince - Erik. Color Black. On sale for $301.50. MSRP $450.00..

Black Vince Erik

Black Vince Erik

+2

Brand Name: Vince
Product Name: Erik
Color: Black
Price: $301.50MSRP: $450.00
Rating

Polo Ralph Lauren - Oslo Chelsea. Color Light Beige. On sale for $136.06. MSRP $178.00.. 3.0 out of 5 stars

Beige Polo Ralph Lauren Oslo Chelsea

Beige Polo Ralph Lauren Oslo Chelsea

+2 colors/patterns

Brand Name: Polo Ralph Lauren
Product Name: Oslo Chelsea
Color: Light Beige
Price: $136.06MSRP: $178.00
Rating: 3Rated 3 stars out of 5(1)

Eastland 1955 Edition - Daily Double. Color Tan. Low Stock. On sale for $94.87. MSRP $125.00.. 3.5 out of 5 stars

8 left in stock

Tan Eastland 1955 Edition Daily Double

Tan Eastland 1955 Edition Daily Double

+2

Brand Name: Eastland 1955 Edition
Product Name: Daily Double
Color: Tan
Price: $94.87MSRP: $125.00
Rating: 4Rated 4 stars out of 5(12)

Martin Dingman - Windsor Waterproof. Color Caramel. Low Stock. On sale for $135.00. MSRP $250.00.. 2.0 out of 5 stars

8 left in stock

Brown Martin Dingman Windsor Waterproof

Brown Martin Dingman Windsor Waterproof

+2

Brand Name: Martin Dingman
Product Name: Windsor Waterproof
Color: Caramel
Price: $135.00MSRP: $250.00
Rating: 2Rated 2 stars out of 5(1)

Dockers - Novato. Color Dark Brown. On sale for $69.99. MSRP $95.00..

Brown Dockers Novato

Brown Dockers Novato

Brand Name: Dockers
Product Name: Novato
Color: Dark Brown
Price: $69.99MSRP: $95.00
Rating

Johnston & Murphy - Kelton Chelsea. Color Black Full Grain. Low Stock. On sale for $114.70. MSRP $155.00.. 3.0 out of 5 stars

7 left in stock

Black Johnston & Murphy Kelton Chelsea

Black Johnston & Murphy Kelton Chelsea

Brand Name: Johnston & Murphy
Product Name: Kelton Chelsea
Color: Black Full Grain
Price: $114.70MSRP: $155.00
Rating: 3Rated 3 stars out of 5(1)

ECCO - Grainer Chelsea Boot. Color Black. On sale for $132.49. MSRP $190.00.. 4.8 out of 5 stars

Black ECCO Grainer Chelsea Boot

Black ECCO Grainer Chelsea Boot

Brand Name: ECCO
Product Name: Grainer Chelsea Boot
Color: Black
Price: $132.49MSRP: $190.00
Rating: 5Rated 5 stars out of 5(4)

Ariat - Wexford Waterproof. Color Dark Brown. $199.95. 4.7 out of 5 stars

Brown Ariat Wexford Waterproof

Brown Ariat Wexford Waterproof

+2

Brand Name: Ariat
Product Name: Wexford Waterproof
Color: Dark Brown
Price: $199.95
Rating: 5Rated 5 stars out of 5(181)

Johnston & Murphy - Upton Chelsea. Color Brown Oiled Full Grain. $169.00. 4.8 out of 5 stars

Brown Johnston & Murphy Upton Chelsea

Brown Johnston & Murphy Upton Chelsea

Brand Name: Johnston & Murphy
Product Name: Upton Chelsea
Color: Brown Oiled Full Grain
Price: $169.00
Rating: 5Rated 5 stars out of 5(82)

Ariat - Midtown Rambler. Color Barn Brown. $159.95. 4.4 out of 5 stars

Brown Ariat Midtown Rambler

Brown Ariat Midtown Rambler

+2 colors/patterns

Brand Name: Ariat
Product Name: Midtown Rambler
Color: Barn Brown
Price: $159.95
Rating: 4Rated 4 stars out of 5(251)

Ariat - Hybrid Low Western Boot. Color Stone. $159.95. 4.6 out of 5 stars

White Ariat Hybrid Low Western Boot

White Ariat Hybrid Low Western Boot

Brand Name: Ariat
Product Name: Hybrid Low Western Boot
Color: Stone
Price: $159.95
Rating: 5Rated 5 stars out of 5(62)

Florsheim - Renegade Plain Toe Gore Boot. Color Black. $149.95. 4.6 out of 5 stars

Black Florsheim Renegade Plain Toe Gore Boot

Black Florsheim Renegade Plain Toe Gore Boot

+3

Brand Name: Florsheim
Product Name: Renegade Plain Toe Gore Boot
Color: Black
Price: $149.95
Rating: 5Rated 5 stars out of 5(18)

Steve Madden - Hawke. Color Black/Grey. Low Stock. On sale for $130.95. MSRP $170.00.. 5.0 out of 5 stars

7 left in stock

Black Steve Madden Hawke

Black Steve Madden Hawke

Brand Name: Steve Madden
Product Name: Hawke
Color: Black/Grey
Price: $130.95MSRP: $170.00
Rating: 5Rated 5 stars out of 5(1)

Deer Stags - Brayden. Color Black. On sale for $63.16. MSRP $100.00.. 3.0 out of 5 stars

Black Deer Stags Brayden

Black Deer Stags Brayden

+2

Brand Name: Deer Stags
Product Name: Brayden
Color: Black
Price: $63.16MSRP: $100.00
Rating: 3Rated 3 stars out of 5(1)

Marc Joseph New York - Austin. Color Cognac Grainy. On sale for $89.95. MSRP $195.00.. 5.0 out of 5 stars

Brown Marc Joseph New York Austin

Brown Marc Joseph New York Austin

+2

Brand Name: Marc Joseph New York
Product Name: Austin
Color: Cognac Grainy
Price: $89.95MSRP: $195.00
Rating: 5Rated 5 stars out of 5(5)

XTRATUF - Leather Ankle Deck Boot. Color Black. Low Stock. On sale for $79.99. MSRP $155.00.. 4.1 out of 5 stars

4 left in stock

Black XTRATUF Leather Ankle Deck Boot

Black XTRATUF Leather Ankle Deck Boot

+2

Brand Name: XTRATUF
Product Name: Leather Ankle Deck Boot
Color: Black
Price: $79.99MSRP: $155.00
Rating: 4Rated 4 stars out of 5(17)

Ariat - Booker Ultra Square Toe Western Boots. Color Black Deertan. $149.95. 4.7 out of 5 stars

Black Ariat Booker Ultra Square Toe Western Boots

Black Ariat Booker Ultra Square Toe Western Boots

+4

Brand Name: Ariat
Product Name: Booker Ultra Square Toe Western Boots
Color: Black Deertan
Price: $149.95
Rating: 5Rated 5 stars out of 5(42)

COACH - Dalton Chelsea Boot. Color Black. $295.00. 1.0 out of 5 stars

Black COACH Dalton Chelsea Boot

Black COACH Dalton Chelsea Boot

+2

Brand Name: COACH
Product Name: Dalton Chelsea Boot
Color: Black
Price: $295.00
Rating: 1Rated 1 star out of 5(1)

Twisted X - MCA0013. Color Oiled Saddle. $159.95.

Tan Twisted X MCA0013

Tan Twisted X MCA0013

Brand Name: Twisted X
Product Name: MCA0013
Color: Oiled Saddle
Price: $159.95
Rating

Massimo Matteo - Chelsea Classic Boots. Color Black Leather. On sale for $65.52. MSRP $94.95..

Black Massimo Matteo Chelsea Classic Boots

Black Massimo Matteo Chelsea Classic Boots

Brand Name: Massimo Matteo
Product Name: Chelsea Classic Boots
Color: Black Leather
Price: $65.52MSRP: $94.95
Rating

Thomas & Vine - Jaylon. Color Black. Low Stock. On sale for $99.05. MSRP $169.99.. 3.0 out of 5 stars

8 left in stock

Black Thomas & Vine Jaylon

Black Thomas & Vine Jaylon

Brand Name: Thomas & Vine
Product Name: Jaylon
Color: Black
Price: $99.05MSRP: $169.99
Rating: 3Rated 3 stars out of 5(1)

Roper - Clearcut Romeo. Color Tan. Low Stock. On sale for $39.98. MSRP $100.00.. 4.0 out of 5 stars

1 left in stock

Tan Roper Clearcut Romeo

Tan Roper Clearcut Romeo

+2 colors/patterns

Brand Name: Roper
Product Name: Clearcut Romeo
Color: Tan
Price: $39.98MSRP: $100.00
Rating: 4Rated 4 stars out of 5(1)

Twisted X - MHKB003. Color Distressed Saddle/Saddle. $159.95.

Brown Twisted X MHKB003

Brown Twisted X MHKB003

Brand Name: Twisted X
Product Name: MHKB003
Color: Distressed Saddle/Saddle
Price: $159.95
Rating

COACH - Carver Boot. Color Black. On sale for $265.16. MSRP $295.00..

Black COACH Carver Boot

Black COACH Carver Boot

Brand Name: COACH
Product Name: Carver Boot
Color: Black
Price: $265.16MSRP: $295.00
Rating

Magnanni - Marquez. Color Caoba. Low Stock. On sale for $241.15. MSRP $455.00.. 5.0 out of 5 stars

2 left in stock

Brown Magnanni Marquez

Brown Magnanni Marquez

Brand Name: Magnanni
Product Name: Marquez
Color: Caoba
Price: $241.15MSRP: $455.00
Rating: 5Rated 5 stars out of 5(1)

Cole Haan - Grand Atlantic Chelsea. Color Earthen Nubuck/Ivory Water Resistant. Low Stock. On sale for $116.34. MSRP $130.00..

9 left in stock

Taupe Cole Haan Grand Atlantic Chelsea

Taupe Cole Haan Grand Atlantic Chelsea

Brand Name: Cole Haan
Product Name: Grand Atlantic Chelsea
Color: Earthen Nubuck/Ivory Water Resistant
Price: $116.34MSRP: $130.00
Rating

Thomas & Vine - Oswald. Color Black. Low Stock. On sale for $99.05. MSRP $169.99.. 3.0 out of 5 stars

6 left in stock

Black Thomas & Vine Oswald

Black Thomas & Vine Oswald

Brand Name: Thomas & Vine
Product Name: Oswald
Color: Black
Price: $99.05MSRP: $169.99
Rating: 3Rated 3 stars out of 5(1)

Wolverine - Floorhand Waterproof Romeo. Color Dark Brown. Low Stock. $110.00. 3.5 out of 5 stars

10 left in stock

Brown Wolverine Floorhand Waterproof Romeo

Brown Wolverine Floorhand Waterproof Romeo

Brand Name: Wolverine
Product Name: Floorhand Waterproof Romeo
Color: Dark Brown
Price: $110.00
Rating: 4Rated 4 stars out of 5(4)

SeaVees - Ballard Boot. Color Stone. On sale for $103.60. MSRP $110.00..

White SeaVees Ballard Boot

White SeaVees Ballard Boot

Brand Name: SeaVees
Product Name: Ballard Boot
Color: Stone
Price: $103.60MSRP: $110.00
Rating

ECCO - Track 25 Hydromax Water Resistant Chelsea Boot. Color Cocoa Brown Nubuck. On sale for $149.99. MSRP $200.00.. 5.0 out of 5 stars

Brown ECCO Track 25 Hydromax Water Resistant Chelsea Boot

Brown ECCO Track 25 Hydromax Water Resistant Chelsea Boot

+2

Brand Name: ECCO
Product Name: Track 25 Hydromax Water Resistant Chelsea Boot
Color: Cocoa Brown Nubuck
Price: $149.99MSRP: $200.00
Rating: 5Rated 5 stars out of 5(2)

Dockers - Durham. Color Black. On sale for $53.55. MSRP $85.00..

Black Dockers Durham

Black Dockers Durham

+3

Brand Name: Dockers
Product Name: Durham
Color: Black
Price: $53.55MSRP: $85.00
Rating

Deer Stags - Rockland. Color Redwood/Dark Brown. On sale for $59.99. MSRP $100.00.. 3.6 out of 5 stars

Brown Deer Stags Rockland

Brown Deer Stags Rockland

+2

Brand Name: Deer Stags
Product Name: Rockland
Color: Redwood/Dark Brown
Price: $59.99MSRP: $100.00
Rating: 4Rated 4 stars out of 5(29)

UGG - Biltmore Chelsea. Color Chestnut Suede. $149.95. 4.4 out of 5 stars

Brown UGG Biltmore Chelsea

Brown UGG Biltmore Chelsea

+4

Brand Name: UGG
Product Name: Biltmore Chelsea
Color: Chestnut Suede
Price: $149.95
Rating: 4Rated 4 stars out of 5(204)

Stacy Adams - Gabriel Chelsea Boot. Color Chocolate Suede. On sale for $96.00. MSRP $120.00.. 4.6 out of 5 stars

Brown Stacy Adams Gabriel Chelsea Boot

Brown Stacy Adams Gabriel Chelsea Boot

+3

Brand Name: Stacy Adams
Product Name: Gabriel Chelsea Boot
Color: Chocolate Suede
Price: $96.00MSRP: $120.00
Rating: 5Rated 5 stars out of 5(8)

Roper - Gum Sticker Romeo. Color Tan. $116.99.

Tan Roper Gum Sticker Romeo

Tan Roper Gum Sticker Romeo

Brand Name: Roper
Product Name: Gum Sticker Romeo
Color: Tan
Price: $116.99
Rating

Dansko - Frankie. Color Brown Oiled. $159.95. 4.2 out of 5 stars

Brown Dansko Frankie

Brown Dansko Frankie

+2

Brand Name: Dansko
Product Name: Frankie
Color: Brown Oiled
Price: $159.95
Rating: 4Rated 4 stars out of 5(278)

Dockers - Brookside. Color Black. On sale for $59.99. MSRP $85.00..

Black Dockers Brookside

Black Dockers Brookside

+2

Brand Name: Dockers
Product Name: Brookside
Color: Black
Price: $59.99MSRP: $85.00
Rating

Dockers - Novi. Color Dark Tan. Low Stock. On sale for $49.99. MSRP $85.00..

9 left in stock

Brown Dockers Novi

Brown Dockers Novi

+2

Brand Name: Dockers
Product Name: Novi
Color: Dark Tan
Price: $49.99MSRP: $85.00
Rating

Steve Madden - Highline. Color Chocolate Brown Suede. $100.00. 4.1 out of 5 stars

Brown Steve Madden Highline

Brown Steve Madden Highline

+5

Brand Name: Steve Madden
Product Name: Highline
Color: Chocolate Brown Suede
Price: $100.00
Rating: 4Rated 4 stars out of 5(21)

XTRATUF - Legacy. Color Cathay Spice. Low Stock. On sale for $129.73. MSRP $185.00..

2 left in stock

Brown XTRATUF Legacy

Brown XTRATUF Legacy

Brand Name: XTRATUF
Product Name: Legacy
Color: Cathay Spice
Price: $129.73MSRP: $185.00
Rating

Vance Co. - Landon Chelsea Dress Boot. Color Chestnut Faux Leather. Low Stock. On sale for $62.01. MSRP $69.99.. 4.1 out of 5 stars

4 left in stock

Unknown Color Vance Co. Landon Chelsea Dress Boot

Unknown Color Vance Co. Landon Chelsea Dress Boot

+1

Brand Name: Vance Co.
Product Name: Landon Chelsea Dress Boot
Color: Chestnut Faux Leather
Price: $62.01MSRP: $69.99
Rating: 4Rated 4 stars out of 5(28)

Johnston & Murphy Collection - Hartley Chelsea. Color Snuff Italian Suede. $325.00.

Brown Johnston & Murphy Collection Hartley Chelsea

Brown Johnston & Murphy Collection Hartley Chelsea

+3

Brand Name: Johnston & Murphy Collection
Product Name: Hartley Chelsea
Color: Snuff Italian Suede
Price: $325.00
Rating

Dockers - Ransom. Color Dark Brown. On sale for $59.99. MSRP $80.00.. 2.0 out of 5 stars

Brown Dockers Ransom

Brown Dockers Ransom

Brand Name: Dockers
Product Name: Ransom
Color: Dark Brown
Price: $59.99MSRP: $80.00
Rating: 2Rated 2 stars out of 5(1)

Steve Madden - Huston. Color Brown Suede. On sale for $117.48. MSRP $150.00..

Brown Steve Madden Huston

Brown Steve Madden Huston

Brand Name: Steve Madden
Product Name: Huston
Color: Brown Suede
Price: $117.48MSRP: $150.00
Rating

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