Best Seller
Sperry Essex Penny (Tan 2) Men's Slip on Shoes

Sperry Essex Penny (Tan 2) Men's Slip on Shoes

The Sperry Top-Sider Essex Penny offers relaxed look for everyday wear. Premium leather upper with a light burnished finish. Slip-on construction for easy on and off. Soft leather lining. Full length cushioned leather footbed offers supportive comfort... more

$120.00 $64.95

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Zappos.com

(425,000+)
Sperry Essex Penny (Tan 2) Men's Slip on Shoes

Sperry Essex Penny (Tan 2) Men's Slip on Shoes

The Sperry Top-Sider Essex Penny offers relaxed look for everyday wear. Premium leather upper with a light burnished finish. Slip-on construction for easy on and off. Soft leather lining. Full length cushioned leather footbed offers supportive comfort... more

$120.00 $64.95

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Zappos.com

(425,000+)
Best Seller
Sperry Essex Penny (Amaretto) Men's Slip on Shoes

Sperry Essex Penny (Amaretto) Men's Slip on Shoes

The Sperry Top-Sider Essex Penny offers relaxed look for everyday wear. Premium leather upper with a light burnished finish. Slip-on construction for easy on and off. Soft leather lining. Full length cushioned leather footbed offers supportive comfort... more

$120.00 $64.95

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Zappos.com

(425,000+)
Sperry Mens A/O 2-Eye Burnished Boat Shoe Dark Brown/Tan Size 11 M

Sperry Mens A/O 2-Eye Burnished Boat Shoe Dark Brown/Tan Size 11 M

Empowering adventure since 1935, the Authentic Original has become an icon of seaworthy style. With genuine leather materials hand sewn for durability, a signature 360° lacing system for a secure fit, and Wave-Siping™ for ultimate wet/dry traction,... more

$59.74

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Sperry Mens A/O 2-Eye Burnished Boat Shoe Dark Brown/Tan Size 13 M

Sperry Mens A/O 2-Eye Burnished Boat Shoe Dark Brown/Tan Size 13 M

Empowering adventure since 1935, the Authentic Original has become an icon of seaworthy style. With genuine leather materials hand sewn for durability, a signature 360° lacing system for a secure fit, and Wave-Siping™ for ultimate wet/dry traction,... more

$67.46

FREE shipping

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Sperry Mens A/O 2-Eye Burnished Boat Shoe Dark Brown/Tan Size 12 M

Sperry Mens A/O 2-Eye Burnished Boat Shoe Dark Brown/Tan Size 12 M

Empowering adventure since 1935, the Authentic Original has become an icon of seaworthy style. With genuine leather materials hand sewn for durability, a signature 360° lacing system for a secure fit, and Wave-Siping™ for ultimate wet/dry traction,... more

$64.40

FREE shipping

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Sperry Essex Penny (Amaretto) Men's Slip on Shoes

Sperry Essex Penny (Amaretto) Men's Slip on Shoes

The Sperry Top-Sider Essex Penny offers relaxed look for everyday wear. Premium leather upper with a light burnished finish. Slip-on construction for easy on and off. Soft leather lining. Full length cushioned leather footbed offers supportive comfort... more

$120.00 $64.95

go to store

Zappos.com

(425,000+)
Sperry Essex Penny (Amaretto) Men's Slip on Shoes

Sperry Essex Penny (Amaretto) Men's Slip on Shoes

The Sperry Top-Sider Essex Penny offers relaxed look for everyday wear. Premium leather upper with a light burnished finish. Slip-on construction for easy on and off. Soft leather lining. Full length cushioned leather footbed offers supportive comfort... more

$120.00 $64.95

go to store

Zappos.com

(425,000+)
Sperry Essex Penny (Amaretto) Men's Slip on Shoes

Sperry Essex Penny (Amaretto) Men's Slip on Shoes

The Sperry Top-Sider Essex Penny offers relaxed look for everyday wear. Premium leather upper with a light burnished finish. Slip-on construction for easy on and off. Soft leather lining. Full length cushioned leather footbed offers supportive comfort... more

$120.00 $64.95

go to store

Zappos.com

(425,000+)
Sperry Essex Penny (Tan 2) Men's Slip on Shoes

Sperry Essex Penny (Tan 2) Men's Slip on Shoes

The Sperry Top-Sider Essex Penny offers relaxed look for everyday wear. Premium leather upper with a light burnished finish. Slip-on construction for easy on and off. Soft leather lining. Full length cushioned leather footbed offers supportive comfort... more

$120.00 $64.95

go to store

Zappos.com

(425,000+)
Sperry Essex Penny (Amaretto) Men's Slip on Shoes

Sperry Essex Penny (Amaretto) Men's Slip on Shoes

The Sperry Top-Sider Essex Penny offers relaxed look for everyday wear. Premium leather upper with a light burnished finish. Slip-on construction for easy on and off. Soft leather lining. Full length cushioned leather footbed offers supportive comfort... more

$120.00 $64.95

go to store

Zappos.com

(425,000+)
Sperry Essex Penny (Amaretto) Men's Slip on Shoes

Sperry Essex Penny (Amaretto) Men's Slip on Shoes

The Sperry Top-Sider Essex Penny offers relaxed look for everyday wear. Premium leather upper with a light burnished finish. Slip-on construction for easy on and off. Soft leather lining. Full length cushioned leather footbed offers supportive comfort... more

$120.00 $64.95

go to store

Zappos.com

(425,000+)
Sperry Essex Penny (Amaretto) Men's Slip on Shoes

Sperry Essex Penny (Amaretto) Men's Slip on Shoes

The Sperry Top-Sider Essex Penny offers relaxed look for everyday wear. Premium leather upper with a light burnished finish. Slip-on construction for easy on and off. Soft leather lining. Full length cushioned leather footbed offers supportive comfort... more

$120.00 $64.95

go to store

Zappos.com

(425,000+)
Sperry Essex Penny (Amaretto) Men's Slip on Shoes

Sperry Essex Penny (Amaretto) Men's Slip on Shoes

The Sperry Top-Sider Essex Penny offers relaxed look for everyday wear. Premium leather upper with a light burnished finish. Slip-on construction for easy on and off. Soft leather lining. Full length cushioned leather footbed offers supportive comfort... more

$120.00 $64.95

go to store

Zappos.com

(425,000+)
MARC JOSEPH NEW YORK Men's Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 13 D(M) US

MARC JOSEPH NEW YORK Men's Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 13 D(M) US

The cortland st. Is a staple penny loafer that is a must-have in any wardrobe. It is classic, in style and extremely versatile. The vintage leather has a distinct and special texture with a slightly rustic visual. Featuring a light sneaker-like,... more

$122.50

FREE shipping

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Allen Edmonds Men's Cavanaugh Penny Loafer, Brown Burnished, 13 3E US

Allen Edmonds Men's Cavanaugh Penny Loafer, Brown Burnished, 13 3E US

Classic penny loafer featuring stacked heel and moccasin toe more

$233.00

FREE shipping

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MARC JOSEPH NEW YORK Mens Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 8.5 D(M) US

MARC JOSEPH NEW YORK Mens Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 8.5 D(M) US

The cortland st. Is a staple penny loafer that is a must-have in any wardrobe. It is classic, in style and extremely versatile. The vintage leather has a distinct and special texture with a slightly rustic visual. Featuring a light sneaker-like,... more

$131.62

FREE shipping

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MARC JOSEPH NEW YORK Mens Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 12 D(M) US

MARC JOSEPH NEW YORK Mens Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 12 D(M) US

The cortland st. Is a staple penny loafer that is a must-have in any wardrobe. It is classic, in style and extremely versatile. The vintage leather has a distinct and special texture with a slightly rustic visual. Featuring a light sneaker-like,... more

$139.41

FREE shipping

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MARC JOSEPH NEW YORK Mens Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 10.5 D(M) US

MARC JOSEPH NEW YORK Mens Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 10.5 D(M) US

The cortland st. Is a staple penny loafer that is a must-have in any wardrobe. It is classic, in style and extremely versatile. The vintage leather has a distinct and special texture with a slightly rustic visual. Featuring a light sneaker-like,... more

$125.98

FREE shipping

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Allen Edmonds Men's Cavanaugh Penny Loafer, Brown Burnished, 14 D US

Allen Edmonds Men's Cavanaugh Penny Loafer, Brown Burnished, 14 D US

Classic penny loafer featuring stacked heel and moccasin toe more

$227.66

FREE shipping

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MARC JOSEPH NEW YORK Mens Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 9 D(M) US

MARC JOSEPH NEW YORK Mens Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 9 D(M) US

The cortland st. Is a staple penny loafer that is a must-have in any wardrobe. It is classic, in style and extremely versatile. The vintage leather has a distinct and special texture with a slightly rustic visual. Featuring a light sneaker-like,... more

$129.33

FREE shipping

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MARC JOSEPH NEW YORK Mens Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 11 D(M) US

MARC JOSEPH NEW YORK Mens Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 11 D(M) US

The cortland st. Is a staple penny loafer that is a must-have in any wardrobe. It is classic, in style and extremely versatile. The vintage leather has a distinct and special texture with a slightly rustic visual. Featuring a light sneaker-like,... more

$121.28

FREE shipping

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MARC JOSEPH NEW YORK Mens Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 11.5 D(M) US

MARC JOSEPH NEW YORK Mens Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 11.5 D(M) US

The cortland st. Is a staple penny loafer that is a must-have in any wardrobe. It is classic, in style and extremely versatile. The vintage leather has a distinct and special texture with a slightly rustic visual. Featuring a light sneaker-like,... more

$139.53

FREE shipping

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Allen Edmonds Men's Cavanaugh Penny Loafer, Brown Burnished, 9 D US

Allen Edmonds Men's Cavanaugh Penny Loafer, Brown Burnished, 9 D US

Classic penny loafer featuring stacked heel and moccasin toe more

$223.99

FREE shipping

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MARC JOSEPH NEW YORK Mens Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 10 D(M) US

MARC JOSEPH NEW YORK Mens Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 10 D(M) US

The cortland st. Is a staple penny loafer that is a must-have in any wardrobe. It is classic, in style and extremely versatile. The vintage leather has a distinct and special texture with a slightly rustic visual. Featuring a light sneaker-like,... more

$137.50

FREE shipping

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MARC JOSEPH NEW YORK Mens Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 8 D(M) US

MARC JOSEPH NEW YORK Mens Leather Made in Brazil Cortlad Loafer Penny, Graphite Burnished Suede, 8 D(M) US

The cortland st. Is a staple penny loafer that is a must-have in any wardrobe. It is classic, in style and extremely versatile. The vintage leather has a distinct and special texture with a slightly rustic visual. Featuring a light sneaker-like,... more

$129.37

FREE shipping

go to store
Allen Edmonds Men's Cavanaugh Penny Loafer, Brown Burnished, 10 3E US

Allen Edmonds Men's Cavanaugh Penny Loafer, Brown Burnished, 10 3E US

Classic penny loafer featuring stacked heel and moccasin toe more

$222.09

FREE shipping

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Sperry Mens Hampden Penny Loafer, Tan, 7

Sperry Mens Hampden Penny Loafer, Tan, 7

Casual driver more

$99.95

FREE shipping

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Sperry Womens Seaport Penny Loafer, Tan, 9.5 Wide

Sperry Womens Seaport Penny Loafer, Tan, 9.5 Wide

Sperry seaport penny in tan leather more

$99.00

FREE shipping

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Sperry Men's STS19428 Penny Loafer, Amaretto, 10 M US

Sperry Men's STS19428 Penny Loafer, Amaretto, 10 M US

Sperry Top-Sider Men's Kennedy Penny more

$54.94

FREE shipping

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Sperry Men's Gold Cup Exeter Tassel Penny Loafer, Brown 8 M US

Sperry Men's Gold Cup Exeter Tassel Penny Loafer, Brown 8 M US

It’s the little things that make a look. Like the tassels on this luxe loafer, which start out as a flat piece of cut leather, carefully hand-rolled and hand-stitched to perfection. You know what they say: the debonair is in the details. more

$80.56

FREE shipping

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Sperry Men's Kennedy Penny Loafer, Grey Tumbled, 13

Sperry Men's Kennedy Penny Loafer, Grey Tumbled, 13

Meet the new icon: an athletically-inspired, everyday-comfort casual and oxford styling that’s 40% lighter with 100% of the comfort, durability and traction. more

$62.97

FREE shipping

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Sperry Men's Topsfield Penny Loafer, tan, 12 M US

Sperry Men's Topsfield Penny Loafer, tan, 12 M US

Created by Sperry craftsman, the topsfield loafer was designed with all hands on deck. more

$119.95

FREE shipping

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SPERRY Men's Kennedy Penny Loafer, Sand, 11.5

SPERRY Men's Kennedy Penny Loafer, Sand, 11.5

Meet the new icon: an athletically-inspired, everyday-comfort casual and oxford styling that’s 40% lighter with 100% of the comfort, durability and traction. more

$64.99

FREE shipping

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Sperry Men's Topsfield Penny Loafer, Navy/Brown, 11 M US

Sperry Men's Topsfield Penny Loafer, Navy/Brown, 11 M US

Created by Sperry craftsman, the topsfield loafer was designed with all hands on deck. more

$119.95

FREE shipping

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Sperry Men's Topsfield Penny Loafer, tan, 11.5 M US

Sperry Men's Topsfield Penny Loafer, tan, 11.5 M US

Created by Sperry craftsman, the topsfield loafer was designed with all hands on deck. more

$91.99

FREE shipping

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Sperry Mens Kennedy Penny Varsity Loafer, Rustic Tan, 11

Sperry Mens Kennedy Penny Varsity Loafer, Rustic Tan, 11

Meet the new icon: an athletically-inspired, everyday-comfort casual and oxford styling that’s 40% lighter with 100% of the comfort, durability and traction. more

$62.97

FREE shipping

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Sperry Mens Kennedy Penny Varsity Loafer, Brown/Brick, 13

Sperry Mens Kennedy Penny Varsity Loafer, Brown/Brick, 13

Meet the new icon: an athletically-inspired, everyday-comfort casual and oxford styling that’s 40% lighter with 100% of the comfort, durability and traction. more

$62.68

FREE shipping

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Sperry Men's Topsfield Penny Loafer, black, 10.5 M US

Sperry Men's Topsfield Penny Loafer, black, 10.5 M US

Created by Sperry craftsman, the topsfield loafer was designed with all hands on deck. more

$79.99

FREE shipping

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Sperry Men's Topsfield Penny Loafer, black, 11.5 M US

Sperry Men's Topsfield Penny Loafer, black, 11.5 M US

Created by Sperry craftsman, the topsfield loafer was designed with all hands on deck. more

$79.99

FREE shipping

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More information about Men's Shoes

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