Sperry Top - Sider Mens Wave Driver Penny Black Leather Size 13 Med

Sperry Top - Sider Mens Wave Driver Penny Black Leather Size 13 Med

Sperry Top - Sider Mens Wave Driver Penny Black Leather Size 13 Med more

$70.00

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Handsewn Company Men's Penny Driver Leather Outsole

Handsewn Company Men's Penny Driver Leather Outsole

The Penny Driver is a classic and timeless shoe that is comfortable and versatile enough for a day of work or recreation. Features include genuine handsewn construction, a padded insole, and a leather driver sole. more

$267.95

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Massimo Matteo Men's Penny Driver

Massimo Matteo Men's Penny Driver

Leather upper with penny strap at vamp. Moc toe. Leather lining. Lightly cushioned leather footbed. Flexible man-made sole. Imported. more

$79.00

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Cole Haan Howland Penny Closed Footwear Men's Slip-on Dress Shoes

Cole Haan Howland Penny Closed Footwear Men's Slip-on Dress Shoes

Free Shipping Both Ways! Luxurious penny loafer in the finest calfskin. Genuine handsewn construction. Fully lined with leather. Rubber driver outsole for comfort and flexibility. Measurements: ; Heel Height: 1 4 in ; Weight: 12 oz ; Product... more

$129.99

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Zappos.com

(300,000+)
Cole Haan Howland Penny Closed Footwear Men's Slip-on Dress Shoes

Cole Haan Howland Penny Closed Footwear Men's Slip-on Dress Shoes

Free Shipping Both Ways! Luxurious penny loafer in the finest calfskin. Genuine handsewn construction. Fully lined with leather. Rubber driver outsole for comfort and flexibility. Measurements: ; Heel Height: 1 4 in ; Weight: 12 oz ; Product... more

$129.99

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Zappos.com

(300,000+)
Johnston & Murphy Hardiman Penny Men's Slip-on Dress Shoes

Johnston & Murphy Hardiman Penny Men's Slip-on Dress Shoes

Free Shipping on all orders! Dawn your most dashing comfort look in the Johnston Murphy Hardiman Penny. Luxurious water resistant full grain leather upper with handsewn construction. Water resistant. Easy slip-on driver style moccasin. Soft and... more

$135.00 $100.99

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Ralph Lauren Collection Polo Refined Landan Men's Slip on Shoes

Ralph Lauren Collection Polo Refined Landan Men's Slip on Shoes

Free Shipping Both Ways! Get behind the wheel and revel in the street legal sophistication of the Ralph Lauren® Collection Polo Refined Landan driver-style penny loafer. Vachetta leather upper. Moc toe. Traditional penny strap with decorative cutout.... more

$250.00

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Zappos.com

(300,000+)
Sperry Top-Sider Wave Driver Penny Loafers Men's Shoes

Sperry Top-Sider Wave Driver Penny Loafers Men's Shoes

Sperry Top-Sider Wave Driver Penny Loafers Men's Shoes Shoes MEN All day comfort made stylishly simple. Slip on a pair of classic leather penny loafers from Sperry Top-Sider. more

$100.00

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Sperry Top-Sider Wave Driver Penny Loafers Men's Shoes

Sperry Top-Sider Wave Driver Penny Loafers Men's Shoes

Sperry Top-Sider Wave Driver Penny Loafers Men's Shoes Shoes MEN All day comfort made stylishly simple. Slip on a pair of classic leather penny loafers from Sperry Top-Sider. more

$100.00

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Johnston & Murphy Hardiman Penny Drivers Men's Shoes

Johnston & Murphy Hardiman Penny Drivers Men's Shoes

Johnston & Murphy Hardiman Penny Drivers Men's Shoes Shoes MEN Master casual style with these classic leather penny drivers from Johnston & Murphy. more

$135.00

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Men's Rockport Classic Penny Loafer - Coach Brown Leather Penny Loafers

Men's Rockport Classic Penny Loafer - Coach Brown Leather Penny Loafers

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The Classic Penny Loafer features ADIPRENE® by Adidas shock absorbing heel cushioning. The PU outsole provides durable shock absorption to help reduce foot fatigue, and the EVA footbed conforms to the shape of the foot for a personalized fit. more

$109.95

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Shoebuy.com

(150,000+)
Men's Florsheim Berkley - Campus Black Penny Loafers

Men's Florsheim Berkley - Campus Black Penny Loafers

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The Florsheim Berkley, a classic penny loafer, is perhaps the greatest value in the Florsheim line. The quality and craftsmanship has remained constant throughout the years. Genuine hand-sewn moccasin. Positive fit slip-on. Unlined leather upper.... more

$109.95

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Shoebuy.com

(150,000+)
Paul Fredrick Men's Italian Two Tone Leather Penny Loafer

Paul Fredrick Men's Italian Two Tone Leather Penny Loafer

Includes felt shoe bag and Paul Fredrick shoe horn. more

$189.95

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(10,000+)
Men's Bass Logan - Black/White Brush Off Leather Penny Loafers

Men's Bass Logan - Black/White Brush Off Leather Penny Loafers

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The Logan features a classic penny loafer design with intricate stitching details. Padded insole for all day comfort. more

$104.95

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Shoebuy.com

(150,000+)
Cubavera Men's Penny Loafer

Cubavera Men's Penny Loafer

Cubavera Men's Penny Loafer- Faux Leather Upper, Rubber Outsoles, Shoe Runs Half Size Larger more

$59.50 $41.00

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Paul Fredrick Men's Italian Two Tone Leather Penny Loafer

Paul Fredrick Men's Italian Two Tone Leather Penny Loafer

Includes felt shoe bag and Paul Fredrick shoe horn. more

$189.95

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(10,000+)
Original Penguin Men's Penny

Original Penguin Men's Penny

Take 40% Off the Entire Site! Code: OPBTS40

Original Penguin Penny Dress:Leather Upper, Stitch detail, Rubber Sole, Imported more

$110.00

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Perry Ellis Men's English Driver Shoe: Brown 8.5

Perry Ellis Men's English Driver Shoe: Brown 8.5

Perry Ellis Men's English Driver Shoe: Brown 8.5- Subtle Leather Upper,Cushioned Leather Sock Lining,Slip-On Style,Flexible Construction for Comfort,Non-Slip Driver Bottom more

$98.00 $49.99

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Grant Canoe Bit by Cole Haan Men's Shoes

Grant Canoe Bit by Cole Haan Men's Shoes

Free Shipping on All Orders $50+

Classic Driver bit in leather uppers. Handsewn on the last moccasin construction. Unlined upper, plug lined in leather. Unique flexible rubber nubb driving sole and heel protector. Imported. Spot clean only. Grant Canoe Bit by Cole Haan more

$168.00

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Sperry Gold Cup Authentic Original Penny Loafers (For Men) – BROWN/TAN

Sperry Gold Cup Authentic Original Penny Loafers (For Men) – BROWN/TAN

CLOSEOUTS . Handsewn leather in a unique color mix and a soft lambskin lining make Sperry Gold Cup Authentic Original penny loafers an updated example of the traditional style. Available Colors: BROWN/TAN, GREY/BURGUNDY. Sizes: 7, 7.5, 8, 8.5, 9, 9.5,... more

$150.00 $48.27

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(725,000+)
Original Penguin Men's Penny

Original Penguin Men's Penny

Take 40% Off the Entire Site! Code: OPBTS40

Original Penguin Penny Dress:Leather Upper, Stitch detail, Rubber Sole, Imported more

$165.00

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Sebago Westfield Classic Penny Loafers (For Men) – RED/BROWN

Sebago Westfield Classic Penny Loafers (For Men) – RED/BROWN

CLOSEOUTS . Hit the open road with the unconstructed comfort of Sebago Westfield Classic penny loafers, a handsewn suede driver with moccasin construction and rubber pods on the outsole. Available Colors: RED/BROWN, NAVY, CHOCOLATE BROWN. Sizes: 7,... more

$160.00 $48.00

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(725,000+)
Paul Fredrick Men's Italian Two Tone Leather Penny Loafer

Paul Fredrick Men's Italian Two Tone Leather Penny Loafer

Includes felt shoe bag and Paul Fredrick shoe horn. more

$189.95

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(10,000+)
Sperry Gold Cup Authentic Original Penny Loafers (For Men) – BROWN/TAN

Sperry Gold Cup Authentic Original Penny Loafers (For Men) – BROWN/TAN

CLOSEOUTS . Handsewn leather in a unique color mix and a soft lambskin lining make Sperry Gold Cup Authentic Original penny loafers an updated example of the traditional style. Available Colors: BROWN/TAN, GREY/BURGUNDY. Sizes: 7, 7.5, 8, 8.5, 9, 9.5,... more

$150.00 $48.27

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(725,000+)
Men's Allagash Bison Handsewns, Penny Loafers Brown 8.5 W(Ee)

Men's Allagash Bison Handsewns, Penny Loafers Brown 8.5 W(Ee)

Our handsewns use traditional handstitched construction for premium quality and lasting comfort. We chose soft, supple bison leather because it quickly conforms to the shape of your foot yet stubbornly resists wear. The seams are lockstitched in place... more

$109.00

FREE shipping

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(2,500+)
Allen Edmonds Kenwood Penny Loafers

Allen Edmonds Kenwood Penny Loafers

Allen Edmonds Kenwood Penny Loafers - Allen Edmonds men's shoes are Made-in-the-USA since 1922 of fine imported leathers. We offer men's dress shoes in a variety of sizes, colors, & styles with over 100 size and width variations. With proper care,... more

$250.00

FREE shipping

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Men's Freebord Driver Slip-On

Men's Freebord Driver Slip-On

This slip-on moccasin from Dexter provides the ultimate in comfort! It features a soft upper, leather lining, padded footbed and a flexible outsole. Leather and manmade materials. more

$39.99 $24.99

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Men's Freebord Driver Slip-On

Men's Freebord Driver Slip-On

This slip-on moccasin from Dexter provides the ultimate in comfort! It features a soft upper, leather lining, padded footbed and a flexible outsole. Leather and manmade materials. more

$39.99 $24.99

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Cubavera Men's Penny Loafer: Wood 9.5

Cubavera Men's Penny Loafer: Wood 9.5

Cubavera Men's Penny Loafer: Wood 9.5- Faux Leather Upper, Rubber Outsoles, Shoe Runs Half Size Larger more

$59.50 $41.00

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Cubavera Men's Penny Loafer: Dress Blues 10

Cubavera Men's Penny Loafer: Dress Blues 10

Cubavera Men's Penny Loafer: Dress Blues 10- Faux Leather Upper, Rubber Outsoles, Shoe Runs Half Size Larger more

$59.50 $41.00

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Allen Edmonds Kenwood Penny Loafers

Allen Edmonds Kenwood Penny Loafers

Allen Edmonds Kenwood Penny Loafers - Allen Edmonds men's shoes are Made-in-the-USA since 1922 of fine imported leathers. We offer men's dress shoes in a variety of sizes, colors, & styles with over 100 size and width variations. With proper care,... more

$250.00

FREE shipping

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Allen Edmonds Patriot Penny Loafers

Allen Edmonds Patriot Penny Loafers

Allen Edmonds Patriot Penny Loafers - Allen Edmonds men's shoes are Made-in-the-USA since 1922 of fine imported leathers. We offer men's dress shoes in a variety of sizes, colors, & styles with over 100 size and width variations. With proper care,... more

$247.00

FREE shipping

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Polo Raplh Lauren Arscott Penny Black Casual Dress Loafers Shoes Mens 11.5

Polo Raplh Lauren Arscott Penny Black Casual Dress Loafers Shoes Mens 11.5

100% Authentic guaranteed * Brand new in original box * Style name :Arscott Penny II *Leather upper * Penny loafer strap at vamp * Leather lining *Leather covered lightly padded footbed *Man made outsole * 1 " heel *US size 11.5 D Medium width * Color... more

$94.99

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Allen Edmonds Men's Walden Loafer

Allen Edmonds Men's Walden Loafer

Handsewn pinch penny loafer. Full leather linings. Comfort forepart with PORON® Materials. Single oak leather sole. Custom heel. more

$82.51

FREE shipping

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Florsheim Berkley Loafers - Black Black

Florsheim Berkley Loafers - Black Black

Mens penny loafer features a leather upper, leather outsole and a comfortable foot bed. more

$104.99 $89.99

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Boscov's

(10,000+)
Dexter Mens Penny Loafer Casual Shoes

Dexter Mens Penny Loafer Casual Shoes

Dexter Mens Penny Loafer Casual Shoes feature: Premium burnished leather uppers Strobel moccasin construction Forefoot comfort and flexibility EVA removable sock liner for support 7/8" heel height; extra heel cushioning Stylish design can be worn with... more

$30.80

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Cole Haan Pinch Air Penny Closed Footwear Men's Slip on Shoes

Cole Haan Pinch Air Penny Closed Footwear Men's Slip on Shoes

Free Shipping Both Ways! This classic penny loafer offers impeccable styling, genuine hand-sewn moccasin construction and all-day comfort. Leather upper with hand-antiqued brushoff finishing. Leather lining. Leather sole with rubber insets.... more

$168.00

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Zappos.com

(300,000+)
Sebago Men's Penny Boots

Sebago Men's Penny Boots

Hand Sewn Blucher Moccasin Construction. Unlined, Full Grain Leather Upper. Functional Rawhide Laces. Three-quarter Length Leather Socklining. Corrosive-resistant eyelets. Littleway Stitched Sebago Docksides Boat Sole Slip-resistant, Non-marking Rubber... more

$91.24

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Johnston & Murphy Hayes Dress Penny Loafers

Johnston & Murphy Hayes Dress Penny Loafers

Black A classic dress loafer, the Hayes men's penny loafers from Johnston & Murphy feature: full-grain leather upper handsewn construction slip-on construction for easy on/off penny keeper detailing sheepskin lining leather outsole combination heel... more

$109.99

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Men's Grand Lake Bison Moccasins, Penny Loafer Brown 8 W(Ee)

Men's Grand Lake Bison Moccasins, Penny Loafer Brown 8 W(Ee)

We've used the finest leathers and genuine handsewn construction to craft these luxurious moccasin penny loafers. Supple bison leather quickly conforms to your foot shape. On the inside, soft leather cradles your foot for broken-in comfort every time... more

$99.00

FREE shipping

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(2,500+)

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