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Best Seller
Harper Penny Loafer

Harper Penny Loafer

Men's Mephisto Harper Penny Loafer - Black - Loafers This sophisticated loafer features a signature SOFT-AIR midsole that ensures flexible, cushioned comfort and a durable rubber sole for comfortable flexibility. Cushioned footbed with arch support... ... more

Harper Penny Loafer

Men's Mephisto Harper Penny Loafer - Black - Loafers This sophisticated loafer features a signature SOFT-AIR midsole that ensures flexible, cushioned comfort and a durable rubber sole for comfortable flexibility. Cushioned footbed with arch support...

Lyst Marketplace

$349.00

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Jimmy 2 Suede Penny Loafers

Jimmy 2 Suede Penny Loafers

Men's Donald J Pliner Jimmy 2 Suede Penny Loafers - Blue Donald J Pliner "Jimmy 2" penny loafers in suede with lizardembossed leather trim Flat chunky heel Round moc toe Penny keeper strap Padded memory foam footbed Leather lining Lightweight EVA... ... more

Jimmy 2 Suede Penny Loafers

Men's Donald J Pliner Jimmy 2 Suede Penny Loafers - Blue Donald J Pliner "Jimmy 2" penny loafers in suede with lizardembossed leather trim Flat chunky heel Round moc toe Penny keeper strap Padded memory foam footbed Leather lining Lightweight EVA...

Lyst Marketplace

$285.00

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Best Seller
Mckinley Leather Penny Loafers

Mckinley Leather Penny Loafers

Men's Magnanni Shoes Mckinley Leather Penny Loafers - Black Magnanni "Mckinley" penny loafers in calf leather Stacked heel Pointed apron toe Penny keeper strap with a patina effect Leather lining and outsole Slipon style Made in Spain ... more

Mckinley Leather Penny Loafers

Men's Magnanni Shoes Mckinley Leather Penny Loafers - Black Magnanni "Mckinley" penny loafers in calf leather Stacked heel Pointed apron toe Penny keeper strap with a patina effect Leather lining and outsole Slipon style Made in Spain

Lyst Marketplace

$495.00

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Calfskin Driver Penny Loafers

Calfskin Driver Penny Loafers

Men's Donald J Pliner Calfskin Driver Penny Loafers - Brown Donald J Pliner calf leather driver penny loafers 0.50 in / 15 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather lining Rubber outsole Slipon style Made in Italy ... more

Calfskin Driver Penny Loafers

Men's Donald J Pliner Calfskin Driver Penny Loafers - Brown Donald J Pliner calf leather driver penny loafers 0.50 in / 15 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather lining Rubber outsole Slipon style Made in Italy

Lyst Marketplace

$250.00

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Silas Suede Penny Loafers

Silas Suede Penny Loafers

Men's Bruno Magli Silas Suede Penny Loafers - Brown Bruno Magli "Silas" loafers in soft Italian suede 0.50 in / 15 mm stacked heel Round moc toe; contrast stitching Penny keeper strap Leather lining Rubber outsole Item Weight (Lbs.): 3.0 Slipon style... ... more

Silas Suede Penny Loafers

Men's Bruno Magli Silas Suede Penny Loafers - Brown Bruno Magli "Silas" loafers in soft Italian suede 0.50 in / 15 mm stacked heel Round moc toe; contrast stitching Penny keeper strap Leather lining Rubber outsole Item Weight (Lbs.): 3.0 Slipon style...

Lyst Marketplace

$298.00

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Penny Loafer

Penny Loafer

Men's Thom Browne Penny Loafer - Blue - Loafers Supple suede in a soft blue hue elevates a handsome Italian loafer featuring a sleek apron toe and a bit of brand coloring on the heel loop. Leather upper, lining and sole Made in Italy Designer Shoes. ... more

Penny Loafer

Men's Thom Browne Penny Loafer - Blue - Loafers Supple suede in a soft blue hue elevates a handsome Italian loafer featuring a sleek apron toe and a bit of brand coloring on the heel loop. Leather upper, lining and sole Made in Italy Designer Shoes.

Lyst Marketplace

$820.00

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Arezzo Burnished Leather Penny Loafers

Arezzo Burnished Leather Penny Loafers

Men's Bruno Magli Arezzo Burnished Leather Penny Loafers - Brown Bruno Magli "Arezzo" loafer in smooth, handburnished calf leather. Rounded apron toe; braided leather moccasin seam. 1" stacked heel. Notched vamp. Penny keeper strap. Slipon style.... ... more

Arezzo Burnished Leather Penny Loafers

Men's Bruno Magli Arezzo Burnished Leather Penny Loafers - Brown Bruno Magli "Arezzo" loafer in smooth, handburnished calf leather. Rounded apron toe; braided leather moccasin seam. 1" stacked heel. Notched vamp. Penny keeper strap. Slipon style....

Lyst Marketplace

$395.00

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Lucien Suede Penny Loafers

Lucien Suede Penny Loafers

Men's Magnanni Shoes Lucien Suede Penny Loafers - Brown Magnanni "Lucien" penny loafers in calf suede Stacked heel Almond-shaped apron toe Penny keeper strap Leather lining and outsole Slip-on style Made in Spain. ... more

Lucien Suede Penny Loafers

Men's Magnanni Shoes Lucien Suede Penny Loafers - Brown Magnanni "Lucien" penny loafers in calf suede Stacked heel Almond-shaped apron toe Penny keeper strap Leather lining and outsole Slip-on style Made in Spain.

Lyst Marketplace

$495.00

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Nathan Croc Embossed Penny Loafer

Nathan Croc Embossed Penny Loafer

Men's Bruno Magli Nathan Croc Embossed Penny Loafer - Black - Loafers Elevate your professional footwear collection with an Italian-crafted loafer textured with luxurious croc-embossed leather and fitted with an antislip outsole. Leather upper and... ... more

Nathan Croc Embossed Penny Loafer

Men's Bruno Magli Nathan Croc Embossed Penny Loafer - Black - Loafers Elevate your professional footwear collection with an Italian-crafted loafer textured with luxurious croc-embossed leather and fitted with an antislip outsole. Leather upper and...

Lyst Marketplace

$325.00

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Richee Two-tone lugged Penny Loafer

Richee Two-tone lugged Penny Loafer

Men's VINNY'S Richee Two-tone lugged Penny Loafer - Black - Loafers A pop of contrast emboldens the top of a penny loafer crafted from Italian leather and grounded smartly on a lugged rubber sole. Leather or leather and genuine calf-hair upper/leather... ... more

Richee Two-tone lugged Penny Loafer

Men's VINNY'S Richee Two-tone lugged Penny Loafer - Black - Loafers A pop of contrast emboldens the top of a penny loafer crafted from Italian leather and grounded smartly on a lugged rubber sole. Leather or leather and genuine calf-hair upper/leather...

Lyst Marketplace

$400.00

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Penny Bar Loafers

Penny Bar Loafers

Men's Tod's Penny Bar Loafers - Brown Dimensions: Heel: 2.5cm, Sole: 1.5cm 100% Suede, 100% Rubber, 100% Leather. Made in Italy. ... more

Penny Bar Loafers

Men's Tod's Penny Bar Loafers - Brown Dimensions: Heel: 2.5cm, Sole: 1.5cm 100% Suede, 100% Rubber, 100% Leather. Made in Italy.

Lyst Marketplace

$523.66 $452.44

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Vinnee Penny Loafer

Vinnee Penny Loafer

Men's VINNY'S Vinnee Penny Loafer - White - Loafers A classic penny keeper and an apron toe lend timeless sophistication to a leather loafer that will elevate your polished style. Leather upper and lining/rubber sole Made in Portugal Black Owned/Founded. ... more

Vinnee Penny Loafer

Men's VINNY'S Vinnee Penny Loafer - White - Loafers A classic penny keeper and an apron toe lend timeless sophistication to a leather loafer that will elevate your polished style. Leather upper and lining/rubber sole Made in Portugal Black Owned/Founded.

Lyst Marketplace

$400.00

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Richee Penny Loafer

Richee Penny Loafer

Men's VINNY'S Richee Penny Loafer - Brown - Loafers Both streamlined and substantial, this classic leather penny loafer pairs a simple apron toe with a slightly chunky rubber sole grounding every step. ... more

Richee Penny Loafer

Men's VINNY'S Richee Penny Loafer - Brown - Loafers Both streamlined and substantial, this classic leather penny loafer pairs a simple apron toe with a slightly chunky rubber sole grounding every step.

Lyst Marketplace

$370.00 $203.50

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Daniel Leather Penny Loafers

Daniel Leather Penny Loafers

Men's Magnanni Shoes Daniel Leather Penny Loafers - Brown Magnanni "Daniel" penny loafers in premium calf leather Features bologna construction for added breathability and flexibility Stacked heel Round toe Penny strap at vamp Leather lining and trim... ... more

Daniel Leather Penny Loafers

Men's Magnanni Shoes Daniel Leather Penny Loafers - Brown Magnanni "Daniel" penny loafers in premium calf leather Features bologna construction for added breathability and flexibility Stacked heel Round toe Penny strap at vamp Leather lining and trim...

Lyst Marketplace

$425.00

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Jayce Suede Penny Loafers

Jayce Suede Penny Loafers

Men's Donald J Pliner Jayce Suede Penny Loafers - Blue Donald J Pliner "Jayce" penny loafers in soft suede Stacked heel Square toe Penny keeper strap Padded memory foam footbed Leather lining Leather sole Slipon style Made in Italy ... more

Jayce Suede Penny Loafers

Men's Donald J Pliner Jayce Suede Penny Loafers - Blue Donald J Pliner "Jayce" penny loafers in soft suede Stacked heel Square toe Penny keeper strap Padded memory foam footbed Leather lining Leather sole Slipon style Made in Italy

Lyst Marketplace

$295.00

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Townee Penny Loafer

Townee Penny Loafer

Men's VINNY'S Townee Penny Loafer - Green - Loafers Croc-embossed leather from Italy gives a luxurious look and feel to a handsome loafer set atop a soft and cushioned footbed. Cushioned footbed Leather upper, lining and sole Made in Portugal Black... ... more

Townee Penny Loafer

Men's VINNY'S Townee Penny Loafer - Green - Loafers Croc-embossed leather from Italy gives a luxurious look and feel to a handsome loafer set atop a soft and cushioned footbed. Cushioned footbed Leather upper, lining and sole Made in Portugal Black...

Lyst Marketplace

$340.00

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Wakith Penny Loafer

Wakith Penny Loafer

Men's ALDO Wakith Penny Loafer - Brown - 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 - Brown - 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

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L'asola Penny Loafer

L'asola Penny Loafer

Men's Zegna L'asola Penny Loafer - Gray - Loafers Named for the buttonholes in finely tailored menswear, this iconic leather loafer from the Italian label features a clean, classic silhouette. Leather upper, lining and sole Made in Italy Men's Designer... ... more

L'asola Penny Loafer

Men's Zegna L'asola Penny Loafer - Gray - Loafers Named for the buttonholes in finely tailored menswear, this iconic leather loafer from the Italian label features a clean, classic silhouette. Leather upper, lining and sole Made in Italy Men's Designer...

Lyst Marketplace

$990.00

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Avenue Penny Loafer

Avenue Penny Loafer

Men's Mezlan Avenue Penny Loafer - Brown - Loafers Smooth leather brings office-ready polish to a Spanish-crafted penny loafer finished with a streamlined apron toe. Leather upper and lining/rubber sole Made in Spain. ... more

Avenue Penny Loafer

Men's Mezlan Avenue Penny Loafer - Brown - Loafers Smooth leather brings office-ready polish to a Spanish-crafted penny loafer finished with a streamlined apron toe. Leather upper and lining/rubber sole Made in Spain.

Lyst Marketplace

$350.00

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Cartwright Penny Loafer

Cartwright Penny Loafer

Men's Gordon Rush Cartwright Penny Loafer - Brown - Loafers Elevate your work-to-weekend look with this handsome penny loafer crafted of premium Italian suede and furnished with a breathable lining and OrthoLite® insole. ... more

Cartwright Penny Loafer

Men's Gordon Rush Cartwright Penny Loafer - Brown - Loafers Elevate your work-to-weekend look with this handsome penny loafer crafted of premium Italian suede and furnished with a breathable lining and OrthoLite® insole.

Lyst Marketplace

$225.00

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Dougan Penny Loafer

Dougan Penny Loafer

Men's Ferragamo Dougan Penny Loafer - Green - Loafers A gleaming Gancio buckle adds a heritage touch to a classic penny loafer crafted from richly grained calfskin leather and updated with a chunky lugged sole. Leather upper and lining/synthetic sole... ... more

Dougan Penny Loafer

Men's Ferragamo Dougan Penny Loafer - Green - Loafers A gleaming Gancio buckle adds a heritage touch to a classic penny loafer crafted from richly grained calfskin leather and updated with a chunky lugged sole. Leather upper and lining/synthetic sole...

Lyst Marketplace

$895.00

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Sw Club Classic Penny Loafer Men's

Sw Club Classic Penny Loafer Men's

Men's Stuart Weitzman Sw Club Classic Penny Loafer Men's - Black - Loafers The SW CLUB CLASSIC PENNY LOAFER is timeless - not traditional. Modern polished lines define the look from its subtly protruding welt to its broader rounded square toe. Note its... ... more

Sw Club Classic Penny Loafer Men's

Men's Stuart Weitzman Sw Club Classic Penny Loafer Men's - Black - Loafers The SW CLUB CLASSIC PENNY LOAFER is timeless - not traditional. Modern polished lines define the look from its subtly protruding welt to its broader rounded square toe. Note its...

Lyst Marketplace

$495.00

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Taman Penny Loafer

Taman Penny Loafer

Men's Mix No 6 Taman Penny Loafer - Black - Loafers Highlight formal or professional looks with the versatile Taman penny loafer from Mix No. 6. This classic staple diversifies your wardrobe while the cushioned footbed provides ample padding. Synthetic... ... more

Taman Penny Loafer

Men's Mix No 6 Taman Penny Loafer - Black - Loafers Highlight formal or professional looks with the versatile Taman penny loafer from Mix No. 6. This classic staple diversifies your wardrobe while the cushioned footbed provides ample padding. Synthetic...

Lyst Marketplace

$59.99

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Rb Leather Penny Loafers

Rb Leather Penny Loafers

Men's Rag & Bone Rb Leather Penny Loafers - Natural Rag & Bone penny loafers in calf suede/leather Chunky heel Round moc toe Penny keeper strap Debossed logo on the side Chunky lug sole Vibram® outsole for state-of-the-art traction Lining: Leather... ... more

Rb Leather Penny Loafers

Men's Rag & Bone Rb Leather Penny Loafers - Natural Rag & Bone penny loafers in calf suede/leather Chunky heel Round moc toe Penny keeper strap Debossed logo on the side Chunky lug sole Vibram® outsole for state-of-the-art traction Lining: Leather...

Lyst Marketplace

$428.00

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Carter Calfskin Penny Loafers

Carter Calfskin Penny Loafers

Women's Rag & Bone Carter Calfskin Penny Loafers - White Rag amp; Bone "Carter" calf leather penny loafers 0.75 in / 20 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather/Rubber outsole Lining: Leather Leather method dry... ... more

Carter Calfskin Penny Loafers

Women's Rag & Bone Carter Calfskin Penny Loafers - White Rag amp; Bone "Carter" calf leather penny loafers 0.75 in / 20 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather/Rubber outsole Lining: Leather Leather method dry...

Lyst Marketplace

$298.00

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Hamilton Penny Strap Driving Loafer

Hamilton Penny Strap Driving Loafer

Men's Marc Joseph New York Hamilton Penny Strap Driving Loafer - White - Loafers A classic penny strap and stitched moc toe bring traditional detailing to a loafer set on plush cushioning and a driving sole made of grippy, segmented rubber. Removable,... ... more

Hamilton Penny Strap Driving Loafer

Men's Marc Joseph New York Hamilton Penny Strap Driving Loafer - White - Loafers A classic penny strap and stitched moc toe bring traditional detailing to a loafer set on plush cushioning and a driving sole made of grippy, segmented rubber. Removable,...

Lyst Marketplace

$175.00 $122.50

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Simon Iii Penny Strap Loafer

Simon Iii Penny Strap Loafer

Men's Børn Simon Iii Penny Strap Loafer - Gray - Loafers Hand-sewn Opanka construction ensures durability in a leather loafer topped with a penny strap and built on a cushy, flexible footbed and grippy rubber sole. ... more

Simon Iii Penny Strap Loafer

Men's Børn Simon Iii Penny Strap Loafer - Gray - Loafers Hand-sewn Opanka construction ensures durability in a leather loafer topped with a penny strap and built on a cushy, flexible footbed and grippy rubber sole.

Lyst Marketplace

$120.00

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Alex Penny Loafer

Alex Penny Loafer

Men's Vagabond Alex Penny Loafer - Black - Loafers Polished leather distinguishes a sophisticated moc-toe loafer designed with a traditional penny keeper slot across the vamp. ... more

Alex Penny Loafer

Men's Vagabond Alex Penny Loafer - Black - Loafers Polished leather distinguishes a sophisticated moc-toe loafer designed with a traditional penny keeper slot across the vamp.

Lyst Marketplace

$190.00

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Motor Penny Driving Loafer

Motor Penny Driving Loafer

Men's Florsheim Motor Penny Driving Loafer - Brown - Loafers From professional meetings to a laid-back brunch settings, the Florsheim Motor Penny driving loafer is the right pick. Woven-textured upper with classic stitching details uplifts this leather... ... more

Motor Penny Driving Loafer

Men's Florsheim Motor Penny Driving Loafer - Brown - Loafers From professional meetings to a laid-back brunch settings, the Florsheim Motor Penny driving loafer is the right pick. Woven-textured upper with classic stitching details uplifts this leather...

Lyst Marketplace

$79.99

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Newman Leather Penny Loafers

Newman Leather Penny Loafers

Men's Allen Edmonds Newman Leather Penny Loafers - Black Allen Edmonds "Newman" penny loafers in premium calfskin leather with an antique finish Comfortable, handsewn construction 1.00 in / 25 mm stacked heel Round moc toe Penny keeper strap... ... more

Newman Leather Penny Loafers

Men's Allen Edmonds Newman Leather Penny Loafers - Black Allen Edmonds "Newman" penny loafers in premium calfskin leather with an antique finish Comfortable, handsewn construction 1.00 in / 25 mm stacked heel Round moc toe Penny keeper strap...

Lyst Marketplace

$395.00

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Zenith Penny Loafer

Zenith Penny Loafer

Men's To Boot New York Zenith Penny Loafer - Brown - Loafers A woven upper and classic penny keeper create modern dimension on an Italian leather loafer grounded by a cushioned footbed for comfortable wear. Cushioned footbed with arch support Leather... ... more

Zenith Penny Loafer

Men's To Boot New York Zenith Penny Loafer - Brown - Loafers A woven upper and classic penny keeper create modern dimension on an Italian leather loafer grounded by a cushioned footbed for comfortable wear. Cushioned footbed with arch support Leather...

Lyst Marketplace

$595.00

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'weejuns Larson' Penny Loafers

'weejuns Larson' Penny Loafers

Men's G.H.BASS 'weejuns Larson' Penny Loafers - Brown G.H. BASS Weejuns Larson penny loafers handcrafted in leather. Leather interior and leather sole. Shoehorn included. Colours: Purple Composition: Leather Made in: El Salvador MPN: BA11010H. 100%... ... more

'weejuns Larson' Penny Loafers

Men's G.H.BASS 'weejuns Larson' Penny Loafers - Brown G.H. BASS Weejuns Larson penny loafers handcrafted in leather. Leather interior and leather sole. Shoehorn included. Colours: Purple Composition: Leather Made in: El Salvador MPN: BA11010H. 100%...

Lyst Marketplace

$276.00 $134.00

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Xane Driving Penny Loafer

Xane Driving Penny Loafer

Men's Bruno Magli Xane Driving Penny Loafer - Brown - Loafers Woven leather and a classic penny keeper create modern appeal on an Italian driving loafer that will complement your sophisticated wardrobe. Leather upper and lining/rubber sole Made in Italy. ... more

Xane Driving Penny Loafer

Men's Bruno Magli Xane Driving Penny Loafer - Brown - Loafers Woven leather and a classic penny keeper create modern appeal on an Italian driving loafer that will complement your sophisticated wardrobe. Leather upper and lining/rubber sole Made in Italy.

Lyst Marketplace

$225.00 $168.75

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Wilde Vegas Strip Leather Penny Loafers

Wilde Vegas Strip Leather Penny Loafers

Men's Duke & Dexter Wilde Vegas Strip Leather Penny Loafers - Black DUKE + DEXTER exclusive "Wilde" penny loafers in bicolor leather with contrast topstitching Features the Las Vegas Strip race car motif 1.00 in / 25 mm stacked heel Round moc toe Penny... ... more

Wilde Vegas Strip Leather Penny Loafers

Men's Duke & Dexter Wilde Vegas Strip Leather Penny Loafers - Black DUKE + DEXTER exclusive "Wilde" penny loafers in bicolor leather with contrast topstitching Features the Las Vegas Strip race car motif 1.00 in / 25 mm stacked heel Round moc toe Penny...

Lyst Marketplace

$340.00

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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

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Wakith Suede Apron Toe Penny Loafer

Wakith Suede Apron Toe Penny Loafer

Men's ALDO Wakith Suede Apron Toe Penny Loafer - Brown - Loafers Classic and versatile, this loafer made of brushed suede features a contoured penny strap and classic apron toe for a smart, streamlined look. ... more

Wakith Suede Apron Toe Penny Loafer

Men's ALDO Wakith Suede Apron Toe Penny Loafer - Brown - Loafers Classic and versatile, this loafer made of brushed suede features a contoured penny strap and classic apron toe for a smart, streamlined look.

Lyst Marketplace

$128.00

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Larson Leather Penny Loafer

Larson Leather Penny Loafer

Men's G.H.BASS Larson Leather Penny Loafer - Brown - Loafers This classic penny loafer boasts handsome moc-stitching and classic beefroll details that pair equally well with crisp suits and casual shorts. ... more

Larson Leather Penny Loafer

Men's G.H.BASS Larson Leather Penny Loafer - Brown - Loafers This classic penny loafer boasts handsome moc-stitching and classic beefroll details that pair equally well with crisp suits and casual shorts.

Lyst Marketplace

$175.00

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Athens Penny Driving Loafer

Athens Penny Driving Loafer

Men's Johnston & Murphy Athens Penny Driving Loafer - Blue - Loafers Sleek and sporty, this loafer made of Brazilian leather features a classic penny strap and foam cushioning set atop a lugged driver sole that wraps up the heel. Removable memory foam... ... more

Athens Penny Driving Loafer

Men's Johnston & Murphy Athens Penny Driving Loafer - Blue - Loafers Sleek and sporty, this loafer made of Brazilian leather features a classic penny strap and foam cushioning set atop a lugged driver sole that wraps up the heel. Removable memory foam...

Lyst Marketplace

$129.00

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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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