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Best Seller
Gerry Penny Loafer

Gerry Penny Loafer

Men's Anthony Veer Gerry Penny Loafer - Red - Loafers Stay grounded in this supple leather pair of timeless dress shoes from Anthony Veer. The Gerry penny loafer is expertly designed with a stacked heel, recraftable leather outsole, and Goodyear welt... ... more

Gerry Penny Loafer

Men's Anthony Veer Gerry Penny Loafer - Red - Loafers Stay grounded in this supple leather pair of timeless dress shoes from Anthony Veer. The Gerry penny loafer is expertly designed with a stacked heel, recraftable leather outsole, and Goodyear welt...

Lyst Marketplace

$139.99

FREE shipping

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Round Toe Penny Loafers

Round Toe Penny Loafers

Men's Brunello Cucinelli Round Toe Penny Loafers - Brown 100% Suede Leather, 100% Rubber. Made in Italy. ... more

Round Toe Penny Loafers

Men's Brunello Cucinelli Round Toe Penny Loafers - Brown 100% Suede Leather, 100% Rubber. Made in Italy.

Lyst Marketplace

$951.14 $684.82

FREE shipping

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Best Seller
Coach Shoes | Coach Cognac Leather Penny Loafers Dress Loafer Size 12 Men's Made In Italy | Color: Brown | Size: 12

Coach Shoes | Coach Cognac Leather Penny Loafers Dress Loafer Size 12 Men's Made In Italy | Color: Brown | Size: 12

In Good Condition Coach Cognac Leather Penny Loafers Dress Loafer Size 12 Men's Made In Italy. Features Classic Dress Loafer Style, Penny Loafer Style, Georgous Cognac Leather In Excellent Condition, Recently Cleaned And Buffed Leather, Leather Soles... ... more

Coach Shoes | Coach Cognac Leather Penny Loafers Dress Loafer Size 12 Men's Made In Italy | Color: Brown | Size: 12

In Good Condition Coach Cognac Leather Penny Loafers Dress Loafer Size 12 Men's Made In Italy. Features Classic Dress Loafer Style, Penny Loafer Style, Georgous Cognac Leather In Excellent Condition, Recently Cleaned And Buffed Leather, Leather Soles...

Poshmark

$99.00

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Gucci Shoes | Gucci Loafers Horse Bit Penny Loafer Tri-Color Dale Italy Leather Holiday Nye | Color: Blue/Red | Size: 10

Gucci Shoes | Gucci Loafers Horse Bit Penny Loafer Tri-Color Dale Italy Leather Holiday Nye | Color: Blue/Red | Size: 10

Gucci Dale Tri-Color Bit Loafer - White Leather With Dark Blue/Gray And Bordeaux Leather. Silver Hardware. Leather Sole. Made In Italy. Gorgeous, And Impossible To Find. Super Rare. Check Out The Sweet Scalloping At Top Of Vamp. These Are A Really... ... more

Gucci Shoes | Gucci Loafers Horse Bit Penny Loafer Tri-Color Dale Italy Leather Holiday Nye | Color: Blue/Red | Size: 10

Gucci Dale Tri-Color Bit Loafer - White Leather With Dark Blue/Gray And Bordeaux Leather. Silver Hardware. Leather Sole. Made In Italy. Gorgeous, And Impossible To Find. Super Rare. Check Out The Sweet Scalloping At Top Of Vamp. These Are A Really...

Poshmark

$288.00

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Coach Shoes | Coach Ruthie Penny Loafer Driver Moc Loafer Flat Black/Silver 6 New | Color: Black | Size: 6

Coach Shoes | Coach Ruthie Penny Loafer Driver Moc Loafer Flat Black/Silver 6 New | Color: Black | Size: 6

Coach 'Ruthie' Moc Flat Size Us 6 B/Cn 230 (1.5)/Eur 36 * Authentic Coach Shoe * Genuine Leather Upper * Signature Metal Plaque Where The Penny Would Be * Rubber Sole * Style No: A6790 * Color: Black * Brand New Without Box ... more

Coach Shoes | Coach Ruthie Penny Loafer Driver Moc Loafer Flat Black/Silver 6 New | Color: Black | Size: 6

Coach 'Ruthie' Moc Flat Size Us 6 B/Cn 230 (1.5)/Eur 36 * Authentic Coach Shoe * Genuine Leather Upper * Signature Metal Plaque Where The Penny Would Be * Rubber Sole * Style No: A6790 * Color: Black * Brand New Without Box

Poshmark

$90.00

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Rucci Penny Loafer

Rucci Penny Loafer

Men's Florsheim Rucci Penny Loafer - Brown - Loafers Add flair to your smart look with the Rucci penny loafer from Florsheim. Crafted from rich leather, this slip-on seamlessly blends elegance with timeless style. With its fully cushioned insole and... ... more

Rucci Penny Loafer

Men's Florsheim Rucci Penny Loafer - Brown - Loafers Add flair to your smart look with the Rucci penny loafer from Florsheim. Crafted from rich leather, this slip-on seamlessly blends elegance with timeless style. With its fully cushioned insole and...

Lyst Marketplace

$99.99

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Logo-plaque Slip-on Penny Loafers

Logo-plaque Slip-on Penny Loafers

Women's Miu Miu Logo-plaque Slip-on Penny Loafers - Blue Dimensions: Heel: 1cm 100% Calf Leather, 100% Rubber, 100% Calf Suede. Made in Italy. ... more

Logo-plaque Slip-on Penny Loafers

Women's Miu Miu Logo-plaque Slip-on Penny Loafers - Blue Dimensions: Heel: 1cm 100% Calf Leather, 100% Rubber, 100% Calf Suede. Made in Italy.

Lyst Marketplace

$748.09 $547.45

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Brown Classic Penny Loafers

Brown Classic Penny Loafers

Men's Thom Browne Brown Classic Penny Loafers - Black Buffed calfskin loafers in brown. ... more

Brown Classic Penny Loafers

Men's Thom Browne Brown Classic Penny Loafers - Black Buffed calfskin loafers in brown.

Lyst Marketplace

$890.00

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Broeils 23 Penny Loafers

Broeils 23 Penny Loafers

Men's ANDERSSON BELL Broeils 23 Penny Loafers - Black Suede loafers in black and white. Strap with cutout and rivets at vamp. ... more

Broeils 23 Penny Loafers

Men's ANDERSSON BELL Broeils 23 Penny Loafers - Black Suede loafers in black and white. Strap with cutout and rivets at vamp.

Lyst Marketplace

$615.00 $289.00

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Le Loafer Monogram Penny Slippers

Le Loafer Monogram Penny Slippers

Women's Saint Laurent Le Loafer Monogram Penny Slippers - Black - Loafers Saint Laurent penny loafers, in patent leather with YSL initias on the front. Round toe - Saddle decorated with YSL black metal monogram - Embossed signature back tab - Leather... ... more

Le Loafer Monogram Penny Slippers

Women's Saint Laurent Le Loafer Monogram Penny Slippers - Black - Loafers Saint Laurent penny loafers, in patent leather with YSL initias on the front. Round toe - Saddle decorated with YSL black metal monogram - Embossed signature back tab - Leather...

Lyst Marketplace

$774.80 $669.43

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Almond Toe Woven Penny Loafers

Almond Toe Woven Penny Loafers

Men's Santoni Almond Toe Woven Penny Loafers - Black Dimensions: Heel: 1.5cm 100% Calf Leather. Made in Italy. ... more

Almond Toe Woven Penny Loafers

Men's Santoni Almond Toe Woven Penny Loafers - Black Dimensions: Heel: 1.5cm 100% Calf Leather. Made in Italy.

Lyst Marketplace

$844.27 $469.19

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Zaffiro Penny Loafer

Zaffiro Penny Loafer

Men's Florsheim Zaffiro Penny Loafer - Brown - Loafers Diversify your formal and professional wardrobe with the Zaffiro moc toe penny loafer from Florsheim. Crafted from leather, this pair sports a classic silhouette for a versatile addition to your... ... more

Zaffiro Penny Loafer

Men's Florsheim Zaffiro Penny Loafer - Brown - Loafers Diversify your formal and professional wardrobe with the Zaffiro moc toe penny loafer from Florsheim. Crafted from leather, this pair sports a classic silhouette for a versatile addition to your...

Lyst Marketplace

$129.99

FREE shipping

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Ettore Leather Casual Penny Loafers

Ettore Leather Casual Penny Loafers

Men's Bruno Magli Ettore Leather Casual Penny Loafers - Black Bruno Magli "Ettore" classic leather penny loafer silhouette with a casual flair 0.50 in / 15 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather lining Rubber... ... more

Ettore Leather Casual Penny Loafers

Men's Bruno Magli Ettore Leather Casual Penny Loafers - Black Bruno Magli "Ettore" classic leather penny loafer silhouette with a casual flair 0.50 in / 15 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather lining Rubber...

Lyst Marketplace

$298.00

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Wakith Penny Loafer

Wakith Penny Loafer

Men's ALDO Wakith Penny Loafer - Blue - Loafers Perk up your laidback outfit with the Aldo Wakith loafer. Be it the timeless penny slot or the classy leather upper, you can never go wrong with this round-toe slip-on. Leather upper. Slip-on. Round moc... ... more

Wakith Penny Loafer

Men's ALDO Wakith Penny Loafer - Blue - Loafers Perk up your laidback outfit with the Aldo Wakith loafer. Be it the timeless penny slot or the classy leather upper, you can never go wrong with this round-toe slip-on. Leather upper. Slip-on. Round moc...

Lyst Marketplace

$118.99

FREE shipping

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Logo Plaque Penny Loafers

Logo Plaque Penny Loafers

Men's Dolce & Gabbana Logo Plaque Penny Loafers - White Dimensions: Heel: 1.5cm, Sole: 1cm. 100% Buckskin Leather. Made in Italy.. ... more

Logo Plaque Penny Loafers

Men's Dolce & Gabbana Logo Plaque Penny Loafers - White Dimensions: Heel: 1.5cm, Sole: 1cm. 100% Buckskin Leather. Made in Italy..

Lyst Marketplace

$721.37 $277.01

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Vinny’S ’S Townee Leather Penny Loafers

Vinny’S ’S Townee Leather Penny Loafers

Men's VINNY'S Vinny’S ’S Townee Leather Penny Loafers - Black Known for its dress shoes crafting history, the Danish brand, Vinny, presents its interpretation of iconic Penny loafers. Made from polished leather, they feature soft footbeds that offer... ... more

Vinny’S ’S Townee Leather Penny Loafers

Men's VINNY'S Vinny’S ’S Townee Leather Penny Loafers - Black Known for its dress shoes crafting history, the Danish brand, Vinny, presents its interpretation of iconic Penny loafers. Made from polished leather, they feature soft footbeds that offer...

Lyst Marketplace

$220.32

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Broeils 23 Penny Loafers

Broeils 23 Penny Loafers

Men's ANDERSSON BELL Broeils 23 Penny Loafers - Black Suede loafers in pink. Strap with cutout and rivets at vamp. ... more

Broeils 23 Penny Loafers

Men's ANDERSSON BELL Broeils 23 Penny Loafers - Black Suede loafers in pink. Strap with cutout and rivets at vamp.

Lyst Marketplace

$615.00 $277.00

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Gommino Round Toe Penny Loafers

Gommino Round Toe Penny Loafers

Men's Tod's Gommino Round Toe Penny Loafers - Brown 100% Calf Leather, 100% Rubber, 100% Calf Suede. Made in Italy. ... more

Gommino Round Toe Penny Loafers

Men's Tod's Gommino Round Toe Penny Loafers - Brown 100% Calf Leather, 100% Rubber, 100% Calf Suede. Made in Italy.

Lyst Marketplace

$587.78 $445.78

FREE shipping

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James Penny Loafers

James Penny Loafers

Men's Tricker's James Penny Loafers - Black 100% Leather. Made in United Kingdom. ... more

James Penny Loafers

Men's Tricker's James Penny Loafers - Black 100% Leather. Made in United Kingdom.

Lyst Marketplace

$657.51 $570.99

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Pembrey Penny Loafers

Pembrey Penny Loafers

Men's Church's Pembrey Penny Loafers - Brown Dimensions: Heel: 2.5cm, Sole: 1.5cm 100% Leather, 100% Suede. Made in United Kingdom. ... more

Pembrey Penny Loafers

Men's Church's Pembrey Penny Loafers - Brown Dimensions: Heel: 2.5cm, Sole: 1.5cm 100% Leather, 100% Suede. Made in United Kingdom.

Lyst Marketplace

$908.39 $627.88

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Sw Club La Penny Loafer Men's

Sw Club La Penny Loafer Men's

Men's Stuart Weitzman Sw Club La Penny Loafer Men's - Black - Loafers The SW CLUB LA PENNY LOAFER features a unique mixed-material design that pairs a leather upper with stretch panels in a nod to our signature brand code. It is crafted by our artisans... ... more

Sw Club La Penny Loafer Men's

Men's Stuart Weitzman Sw Club La Penny Loafer Men's - Black - Loafers The SW CLUB LA PENNY LOAFER features a unique mixed-material design that pairs a leather upper with stretch panels in a nod to our signature brand code. It is crafted by our artisans...

Lyst Marketplace

$450.00

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Refresh Leather Casual Penny Loafers

Refresh Leather Casual Penny Loafers

Women's La Canadienne Refresh Leather Casual Penny Loafers - Black La Canadienne "Refresh" casual leather penny loafers 1.75 in / 45 mm flat chunky heel; 1.25 in / 30 mm platform Round moc toe Notched vamp with keeper strap Slipon style TPR outsole... ... more

Refresh Leather Casual Penny Loafers

Women's La Canadienne Refresh Leather Casual Penny Loafers - Black La Canadienne "Refresh" casual leather penny loafers 1.75 in / 45 mm flat chunky heel; 1.25 in / 30 mm platform Round moc toe Notched vamp with keeper strap Slipon style TPR outsole...

Lyst Marketplace

$435.00

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Gisborne Leather Huarache Penny Loafers

Gisborne Leather Huarache Penny Loafers

Men's Rodd & Gunn Gisborne Leather Huarache Penny Loafers - Brown Rodd amp; Gunn huarachestyle penny loafers made from soft, supple leather with expert handwoven lasercut detailing Flat heel Round toe Penny keeper strap Leathercovered moulded footbed... ... more

Gisborne Leather Huarache Penny Loafers

Men's Rodd & Gunn Gisborne Leather Huarache Penny Loafers - Brown Rodd amp; Gunn huarachestyle penny loafers made from soft, supple leather with expert handwoven lasercut detailing Flat heel Round toe Penny keeper strap Leathercovered moulded footbed...

Lyst Marketplace

$148.00

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Wakith Penny Loafer

Wakith Penny Loafer

Men's ALDO Wakith Penny Loafer - Red - Loafers Perk up your laidback outfit with the Aldo Wakith loafer. Be it the timeless penny slot or the classy leather upper, you can never go wrong with this round-toe slip-on. Leather upper. Slip-on. Round moc... ... more

Wakith Penny Loafer

Men's ALDO Wakith Penny Loafer - Red - Loafers Perk up your laidback outfit with the Aldo Wakith loafer. Be it the timeless penny slot or the classy leather upper, you can never go wrong with this round-toe slip-on. Leather upper. Slip-on. Round moc...

Lyst Marketplace

$118.99

FREE shipping

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Simol Penny Loafer

Simol Penny Loafer

Men's Tommy Hilfiger Simol Penny Loafer - Black - Loafers Sleek and refined, the Tommy Hilfiger Simol loafer can earn you compliments easily. The penny loafer look lends an authentic touch to this moc-toe slip-on, featuring a comfortable memory foam... ... more

Simol Penny Loafer

Men's Tommy Hilfiger Simol Penny Loafer - Black - Loafers Sleek and refined, the Tommy Hilfiger Simol loafer can earn you compliments easily. The penny loafer look lends an authentic touch to this moc-toe slip-on, featuring a comfortable memory foam...

Lyst Marketplace

$69.99

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Garner Leather Penny Loafers

Garner Leather Penny Loafers

Men's Magnanni Shoes Garner Leather Penny Loafers - Brown Magnanni "Garner" penny loafers in calf leather features flexible, breathable form-fit bologna construction Stacked heel Round toe Penny strap at notched vamp Leather lining and trim Slip-on... ... more

Garner Leather Penny Loafers

Men's Magnanni Shoes Garner Leather Penny Loafers - Brown Magnanni "Garner" penny loafers in calf leather features flexible, breathable form-fit bologna construction Stacked heel Round toe Penny strap at notched vamp Leather lining and trim Slip-on...

Lyst Marketplace

$399.00

FREE shipping

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Volante Penny Loafer

Volante Penny Loafer

Men's Coach and Four Volante Penny Loafer - Brown - Loafers Finish off your look with a tailored touch. The Italian-made Volante penny loafer from Coach and Four is crafted from quality leather material, a cool cutaway lip, and intricate stitching... ... more

Volante Penny Loafer

Men's Coach and Four Volante Penny Loafer - Brown - Loafers Finish off your look with a tailored touch. The Italian-made Volante penny loafer from Coach and Four is crafted from quality leather material, a cool cutaway lip, and intricate stitching...

Lyst Marketplace

$129.99 $89.98

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Penny Loafers

Penny Loafers

Men's Ferragamo Penny Loafers - Black 100% Suede. Made in Italy. ... more

Penny Loafers

Men's Ferragamo Penny Loafers - Black 100% Suede. Made in Italy.

Lyst Marketplace

$785.49 $527.85

FREE shipping

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Penny Loafer Espadrilles

Penny Loafer Espadrilles

Men's Castaner Penny Loafer Espadrilles - Brown 100% Suede Leather. Made in Spain. ... more

Penny Loafer Espadrilles

Men's Castaner Penny Loafer Espadrilles - Brown 100% Suede Leather. Made in Spain.

Lyst Marketplace

$165.65 $123.63

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Athens Penny Loafer

Athens Penny Loafer

Men's Johnston & Murphy Athens Penny Loafer - Brown - Loafers Add to your collection with the classically designed Athens penny loafer from Johnston & Murphy. This suede pair sports a cushy memory foam footbed for additional support. Suede or leather... ... more

Athens Penny Loafer

Men's Johnston & Murphy Athens Penny Loafer - Brown - Loafers Add to your collection with the classically designed Athens penny loafer from Johnston & Murphy. This suede pair sports a cushy memory foam footbed for additional support. Suede or leather...

Lyst Marketplace

$128.99

FREE shipping

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Greenwich Penny Loafer

Greenwich Penny Loafer

Men's Brooks Brothers Greenwich Penny Loafer - Natural - Loafers Diversify your professional wardrobe with the Brooks Brothers Greenwich penny loafer. Crafted from supple leather, this pair sports a classic silhouette that pairs well with a myriad of... ... more

Greenwich Penny Loafer

Men's Brooks Brothers Greenwich Penny Loafer - Natural - Loafers Diversify your professional wardrobe with the Brooks Brothers Greenwich penny loafer. Crafted from supple leather, this pair sports a classic silhouette that pairs well with a myriad of...

Lyst Marketplace

$287.99

FREE shipping

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Leather Penny Loafers With Logo Trim

Leather Penny Loafers With Logo Trim

Men's Moschino Leather Penny Loafers With Logo Trim - Black Moschino loafers in smooth calfskin leather with rubberized logo trim Stacked heel Round moccasin toe Penny keeper strap Slipon style Made in Italy ... more

Leather Penny Loafers With Logo Trim

Men's Moschino Leather Penny Loafers With Logo Trim - Black Moschino loafers in smooth calfskin leather with rubberized logo trim Stacked heel Round moccasin toe Penny keeper strap Slipon style Made in Italy

Lyst Marketplace

$495.00

FREE shipping

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Vinnee Penny Loafers

Vinnee Penny Loafers

Men's VINNY'S Vinnee Penny Loafers - Brown The benefits of all loafers is that they are comfortable while also staying smart. Vinny's Vinnee style have textured brown leather uppers with a wide, slightly squared toe and traditional penny vamps. ... more

Vinnee Penny Loafers

Men's VINNY'S Vinnee Penny Loafers - Brown The benefits of all loafers is that they are comfortable while also staying smart. Vinny's Vinnee style have textured brown leather uppers with a wide, slightly squared toe and traditional penny vamps.

Lyst Marketplace

$265.20

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Zaffiro Penny Loafer

Zaffiro Penny Loafer

Men's Florsheim Zaffiro Penny Loafer - Black - Loafers Diversify your formal and professional wardrobe with the Zaffiro moc toe penny loafer from Florsheim. Crafted from leather, this pair sports a classic silhouette for a versatile addition to your... ... more

Zaffiro Penny Loafer

Men's Florsheim Zaffiro Penny Loafer - Black - Loafers Diversify your formal and professional wardrobe with the Zaffiro moc toe penny loafer from Florsheim. Crafted from leather, this pair sports a classic silhouette for a versatile addition to your...

Lyst Marketplace

$129.99

FREE shipping

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James Penny Loafers

James Penny Loafers

Men's Tricker's James Penny Loafers - Blue 100% Suede. Made in United Kingdom. ... more

James Penny Loafers

Men's Tricker's James Penny Loafers - Blue 100% Suede. Made in United Kingdom.

Lyst Marketplace

$532.21 $306.56

FREE shipping

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Wakith Penny Loafer

Wakith Penny Loafer

Men's ALDO Wakith Penny Loafer - Black - Loafers Perk up your laidback outfit with the Aldo Wakith loafer. Be it the timeless penny slot or the classy leather upper, you can never go wrong with this round-toe slip-on. Leather upper. Slip-on. Round moc... ... more

Wakith Penny Loafer

Men's ALDO Wakith Penny Loafer - Black - Loafers Perk up your laidback outfit with the Aldo Wakith loafer. Be it the timeless penny slot or the classy leather upper, you can never go wrong with this round-toe slip-on. Leather upper. Slip-on. Round moc...

Lyst Marketplace

$118.99

FREE shipping

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Tonio Leather Penny Loafers

Tonio Leather Penny Loafers

Men's Bruno Magli Tonio Leather Penny Loafers - Black Bruno Magli "Tonio" modern take on a traditional calf leather penny loafer. A flexible glovelike construction made of supple Italian leather. The sole is a combination of leather and rubber for the... ... more

Tonio Leather Penny Loafers

Men's Bruno Magli Tonio Leather Penny Loafers - Black Bruno Magli "Tonio" modern take on a traditional calf leather penny loafer. A flexible glovelike construction made of supple Italian leather. The sole is a combination of leather and rubber for the...

Lyst Marketplace

$395.00

FREE shipping

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Penny Loafers

Penny Loafers

Men's Rhude Penny Loafers - Black Snake-embossed leather loafers in beige and brown. Blanket stitching throughout. ... more

Penny Loafers

Men's Rhude Penny Loafers - Black Snake-embossed leather loafers in beige and brown. Blanket stitching throughout.

Lyst Marketplace

$740.00 $444.00

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Richee Leather Penny Loafers

Richee Leather Penny Loafers

Men's VINNY'S Richee Leather Penny Loafers - Black Vinny's collections are designed for the modern man’s everyday wardrobe, so it’s unsurprising that the roster includes a refined loafer. The Richee style in polished black nappa leather features... ... more

Richee Leather Penny Loafers

Men's VINNY'S Richee Leather Penny Loafers - Black Vinny's collections are designed for the modern man’s everyday wardrobe, so it’s unsurprising that the roster includes a refined loafer. The Richee style in polished black nappa leather features...

Lyst Marketplace

$295.12

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