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Best Seller
Walden Penny Loafer

Walden Penny Loafer

Men's Camper Walden Penny Loafer - Black - Loafers A simple, classic design underscores the timeless appeal of a burnished leather penny loafer complete with comfort-enhancing Ortho Lite® cushioning. ... more

Walden Penny Loafer

Men's Camper Walden Penny Loafer - Black - Loafers A simple, classic design underscores the timeless appeal of a burnished leather penny loafer complete with comfort-enhancing Ortho LiteĀ® cushioning.

Lyst Marketplace

$199.00

FREE shipping

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Walden Penny Loafer

Walden Penny Loafer

Men's Camper Walden Penny Loafer - Blue - Loafers A statement-making sole designed for optimal traction helps you take confident strides in this durable loafer outfitted with an OrthoLite® footbed. ... more

Walden Penny Loafer

Men's Camper Walden Penny Loafer - Blue - Loafers A statement-making sole designed for optimal traction helps you take confident strides in this durable loafer outfitted with an OrthoLiteĀ® footbed.

Lyst Marketplace

$210.00

FREE shipping

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Best Seller
Walden Penny Loafer

Walden Penny Loafer

Men's Camper Walden Penny Loafer - Pink - Loafers A simple, classic design underscores the timeless appeal of a burnished leather penny loafer complete with comfort-enhancing OrthoLite® cushioning. ... more

Walden Penny Loafer

Men's Camper Walden Penny Loafer - Pink - Loafers A simple, classic design underscores the timeless appeal of a burnished leather penny loafer complete with comfort-enhancing OrthoLiteĀ® cushioning.

Lyst Marketplace

$199.00

FREE shipping

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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 $185.00

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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

FREE shipping

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Athens Penny Driving Loafer

Athens Penny Driving Loafer

Men's Johnston & Murphy Athens Penny Driving Loafer - Brown - 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 - Brown - 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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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

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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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Gerry Penny Loafer

Gerry Penny Loafer

Men's Anthony Veer Gerry Penny Loafer - Black - 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 - Black - 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

$199.99

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Thom E Penny Loafer Slingback Sandal At Nordstrom

Thom E Penny Loafer Slingback Sandal At Nordstrom

Men's Thom Browne Thom E Penny Loafer Slingback Sandal At Nordstrom - Loafers Thom Browne continues to redefine wardrobe classics with this smooth leather slingback sandal boasting the cutout shell of a traditional penny loafer. Adjustable slingback... ... more

Thom E Penny Loafer Slingback Sandal At Nordstrom

Men's Thom Browne Thom E Penny Loafer Slingback Sandal At Nordstrom - Loafers Thom Browne continues to redefine wardrobe classics with this smooth leather slingback sandal boasting the cutout shell of a traditional penny loafer. Adjustable slingback...

Lyst Marketplace

$820.00

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Vinnyā€™S ā€™S Townee Leather Penny Loafers

Vinnyā€™S ā€™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

Vinnyā€™S ā€™S Townee Leather Penny Loafers

Men's VINNY'S Vinnyā€™S ā€™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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Suede Penny Loafer

Suede Penny Loafer

Men's Brunello Cucinelli Suede Penny Loafer - Brown - Loafers A textured rubber sole ensures nonslip striding in this suede penny loafer featuring a lightweight design that offers all-day comfort. Leather upper and lining/rubber sole Made in Italy... ... more

Suede Penny Loafer

Men's Brunello Cucinelli Suede Penny Loafer - Brown - Loafers A textured rubber sole ensures nonslip striding in this suede penny loafer featuring a lightweight design that offers all-day comfort. Leather upper and lining/rubber sole Made in Italy...

Lyst Marketplace

$995.00

FREE shipping

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Legolas Penny Loafer

Legolas Penny Loafer

Men's ALDO Legolas Penny Loafer - Blue - Loafers Mixed textures and a classic penny keeper add everyday sophistication to a suede loafer set on a cushioned footbed and sturdy rubber sole. ... more

Legolas Penny Loafer

Men's ALDO Legolas Penny Loafer - Blue - Loafers Mixed textures and a classic penny keeper add everyday sophistication to a suede loafer set on a cushioned footbed and sturdy rubber sole.

Lyst Marketplace

$128.00

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Steven Penny Loafer

Steven Penny Loafer

Men's Vagabond Steven Penny Loafer - Brown - Loafers A classic penny keeper and moc toe bring timeless appeal to a sophisticated loafer rendered in supple suede. ... more

Steven Penny Loafer

Men's Vagabond Steven Penny Loafer - Brown - Loafers A classic penny keeper and moc toe bring timeless appeal to a sophisticated loafer rendered in supple suede.

Lyst Marketplace

$250.00

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Bolama Penny Loafer

Bolama Penny Loafer

Men's Armando Cabral Bolama Penny Loafer - Blue - Loafers A serrated tongue and embellished penny keeper update this sleek leather loafer presenting the next evolution of a classic closet staple. Leather and textile upper/leather lining/leather and... ... more

Bolama Penny Loafer

Men's Armando Cabral Bolama Penny Loafer - Blue - Loafers A serrated tongue and embellished penny keeper update this sleek leather loafer presenting the next evolution of a classic closet staple. Leather and textile upper/leather lining/leather and...

Lyst Marketplace

$490.00

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Ostuni Penny Loafer

Ostuni Penny Loafer

Men's Geox Ostuni Penny Loafer - Brown - Loafers A jute midsole lends a laid-back look to this leather penny loafer built on a patented tech sole for dryness and breathable comfort. Water-resistant Removable insole Patented tech sole with a durable,... ... more

Ostuni Penny Loafer

Men's Geox Ostuni Penny Loafer - Brown - Loafers A jute midsole lends a laid-back look to this leather penny loafer built on a patented tech sole for dryness and breathable comfort. Water-resistant Removable insole Patented tech sole with a durable,...

Lyst Marketplace

$140.00

FREE shipping

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Natal Penny Loafer

Natal Penny Loafer

Men's Sandro Moscoloni Natal Penny Loafer - Brown - Loafers Introduce effortless elegance to your footwear collection with a timeless penny loafer crafted from buttery-soft leather and cushioned with a removable insole. Removable insole Leather... ... more

Natal Penny Loafer

Men's Sandro Moscoloni Natal Penny Loafer - Brown - Loafers Introduce effortless elegance to your footwear collection with a timeless penny loafer crafted from buttery-soft leather and cushioned with a removable insole. Removable insole Leather...

Lyst Marketplace

$160.00

FREE shipping

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diggs Penny Loafer

diggs Penny Loafer

Men's Warfield & Grand diggs Penny Loafer - Gray - Loafers Blake-stitched construction elevates a fine loafer crafted from Italian full-grain leather and featuring a dual-density, arch-support footbed. ... more

diggs Penny Loafer

Men's Warfield & Grand diggs Penny Loafer - Gray - Loafers Blake-stitched construction elevates a fine loafer crafted from Italian full-grain leather and featuring a dual-density, arch-support footbed.

Lyst Marketplace

$169.00

FREE shipping

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Ritchie Penny Loafer

Ritchie Penny Loafer

Men's Carlos By Carlos Santana Ritchie Penny Loafer - Brown - Loafers Bring sophisticated character to your look with the Ritchie penny loafer from Carlos by Carlos Santana. These driver moccasins are fashioned with a rich nubuck leather construction... ... more

Ritchie Penny Loafer

Men's Carlos By Carlos Santana Ritchie Penny Loafer - Brown - Loafers Bring sophisticated character to your look with the Ritchie penny loafer from Carlos by Carlos Santana. These driver moccasins are fashioned with a rich nubuck leather construction...

Lyst Marketplace

$76.99

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Mocassino Gomma Penny Loafer

Mocassino Gomma Penny Loafer

Men's Tod's Mocassino Gomma Penny Loafer - Blue - Loafers A classic keeper strap adds a refined flourish to a sharp Italian loafer crafted in soft calfskin leather that's stamped at the side with the label's logo. Tod's signature pebbled sole adds... ... more

Mocassino Gomma Penny Loafer

Men's Tod's Mocassino Gomma Penny Loafer - Blue - Loafers A classic keeper strap adds a refined flourish to a sharp Italian loafer crafted in soft calfskin leather that's stamped at the side with the label's logo. Tod's signature pebbled sole adds...

Lyst Marketplace

$695.00

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Leather-trimmed Canvas Penny Loafers

Leather-trimmed Canvas Penny Loafers

Women's Totême Leather-trimmed Canvas Penny Loafers - Black Upper: fabric. Comes with dust bag. Toe shape: round toe. Sole: leather insole and sole. Comes with a box. Trim: lamb leather. Made in italy. ... more

Leather-trimmed Canvas Penny Loafers

Women's TotĆŖme Leather-trimmed Canvas Penny Loafers - Black Upper: fabric. Comes with dust bag. Toe shape: round toe. Sole: leather insole and sole. Comes with a box. Trim: lamb leather. Made in italy.

Lyst Marketplace

$620.00 $434.00

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Slip-on Penny Loafers

Slip-on Penny Loafers

Men's Tod's Slip-on Penny Loafers - Black Dimensions: Heel: 3.5cm, Sole: 2.5cm 100% Calf Leather, 100% Rubber. Made in Italy. ... more

Slip-on Penny Loafers

Men's Tod's Slip-on Penny Loafers - Black Dimensions: Heel: 3.5cm, Sole: 2.5cm 100% Calf Leather, 100% Rubber. Made in Italy.

Lyst Marketplace

$630.53 $423.72

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Floral Jacquard Penny Loafer Mule

Floral Jacquard Penny Loafer Mule

Men's Versace Floral Jacquard Penny Loafer Mule - Gray - Loafers Set on a molded cork midsole and rubber sole for a lightweight step, this mule in floral jacquard features a Medusa-head 'coin' inserted in the keeper strap. Textile and leather... ... more

Floral Jacquard Penny Loafer Mule

Men's Versace Floral Jacquard Penny Loafer Mule - Gray - Loafers Set on a molded cork midsole and rubber sole for a lightweight step, this mule in floral jacquard features a Medusa-head 'coin' inserted in the keeper strap. Textile and leather...

Lyst Marketplace

$825.00 $495.00

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Luis Penny Loafer

Luis Penny Loafer

Men's Kurt Geiger Luis Penny Loafer - Pink - Loafers A subtle penny keeper and moc toe add timeless sophistication to a versatile loafer rendered in rich leather. Cushioned footbed with arch support Leather upper, lining and sole Made in Portugal. ... more

Luis Penny Loafer

Men's Kurt Geiger Luis Penny Loafer - Pink - Loafers A subtle penny keeper and moc toe add timeless sophistication to a versatile loafer rendered in rich leather. Cushioned footbed with arch support Leather upper, lining and sole Made in Portugal.

Lyst Marketplace

$185.00

FREE shipping

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Varsity Penny Loafer

Varsity Penny Loafer

Men's Thom Browne Varsity Penny Loafer - Black - Loafers Supple calfskin leather throughout ensures comfort and flexibility as it also elevates this handsome Italian loafer with a bit of branding on the heel loop. Leather upper, lining and sole Made in... ... more

Varsity Penny Loafer

Men's Thom Browne Varsity Penny Loafer - Black - Loafers Supple calfskin leather throughout ensures comfort and flexibility as it also elevates this handsome Italian loafer with a bit of branding on the heel loop. Leather upper, lining and sole Made in...

Lyst Marketplace

$850.00

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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 - Gray - 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 - Gray - 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

FREE shipping

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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 - Blue - 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 - Blue - 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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Newhaven Penny Loafer

Newhaven Penny Loafer

Men's Crosby Square Newhaven Penny Loafer - Brown - Loafers Smooth Italian leather brings a refined element to this handsome penny loafer that's a go-to style for your casual and business-casual looks. A breathable leather lining and well-cushioned... ... more

Newhaven Penny Loafer

Men's Crosby Square Newhaven Penny Loafer - Brown - Loafers Smooth Italian leather brings a refined element to this handsome penny loafer that's a go-to style for your casual and business-casual looks. A breathable leather lining and well-cushioned...

Lyst Marketplace

$395.00

FREE shipping

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Pinch Weekend Penny Loafer

Pinch Weekend Penny Loafer

Men's Cole Haan Pinch Weekend Penny Loafer - Black - Loafers A classic penny keeper details a weekend-ready loafer grounded by a foam-cushioned footbed and lightweight sole for optimal comfort. ... more

Pinch Weekend Penny Loafer

Men's Cole Haan Pinch Weekend Penny Loafer - Black - Loafers A classic penny keeper details a weekend-ready loafer grounded by a foam-cushioned footbed and lightweight sole for optimal comfort.

Lyst Marketplace

$130.00

FREE shipping

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Esquire Penny Loafer

Esquire Penny Loafer

Men's ALDO Esquire Penny Loafer - Brown - Loafers A logo-engraved medallion at the penny-keeper strap lends gleam and signature style to this ultraflexible loafer crafted from soft leather. ... more

Esquire Penny Loafer

Men's ALDO Esquire Penny Loafer - Brown - Loafers A logo-engraved medallion at the penny-keeper strap lends gleam and signature style to this ultraflexible loafer crafted from soft leather.

Lyst Marketplace

$145.00

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

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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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Moc Toe Penny Loafer

Moc Toe Penny Loafer

Men's Sandro Moscoloni Moc Toe Penny Loafer - Black - Loafers An anatomical gel insole provides comfort and breathability in this penny loafer that has a bright-blue outsole for modern appeal. Cushioned insole Leather upper/synthetic lining/rubber sole... ... more

Moc Toe Penny Loafer

Men's Sandro Moscoloni Moc Toe Penny Loafer - Black - Loafers An anatomical gel insole provides comfort and breathability in this penny loafer that has a bright-blue outsole for modern appeal. Cushioned insole Leather upper/synthetic lining/rubber sole...

Lyst Marketplace

$190.00 $120.00

FREE shipping

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Newhaven Penny Loafer

Newhaven Penny Loafer

Men's Crosby Square Newhaven Penny Loafer - Black - Loafers Smooth Italian leather brings a refined element to this handsome penny loafer that's a go-to style for your casual and business-casual looks. A breathable leather lining and well-cushioned... ... more

Newhaven Penny Loafer

Men's Crosby Square Newhaven Penny Loafer - Black - Loafers Smooth Italian leather brings a refined element to this handsome penny loafer that's a go-to style for your casual and business-casual looks. A breathable leather lining and well-cushioned...

Lyst Marketplace

$395.00

FREE shipping

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Lug Sole Penny Loafer

Lug Sole Penny Loafer

Men's Versace Lug Sole Penny Loafer - Black - Loafers Set on a chunky lug sole with Greek-key tread, this calfskin-leather loafer features a Medusa-head 'coin' inserted in the keeper strap. Leather upper and lining/synthetic sole Made in Italy Designer... ... more

Lug Sole Penny Loafer

Men's Versace Lug Sole Penny Loafer - Black - Loafers Set on a chunky lug sole with Greek-key tread, this calfskin-leather loafer features a Medusa-head 'coin' inserted in the keeper strap. Leather upper and lining/synthetic sole Made in Italy Designer...

Lyst Marketplace

$795.00

FREE shipping

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Natal Penny Loafer

Natal Penny Loafer

Men's Sandro Moscoloni Natal Penny Loafer - Blue - Loafers Introduce effortless elegance to your footwear collection with a timeless penny loafer crafted from buttery-soft leather and cushioned with a removable insole. Removable insole Leather... ... more

Natal Penny Loafer

Men's Sandro Moscoloni Natal Penny Loafer - Blue - Loafers Introduce effortless elegance to your footwear collection with a timeless penny loafer crafted from buttery-soft leather and cushioned with a removable insole. Removable insole Leather...

Lyst Marketplace

$160.00

FREE shipping

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St.1 Hybrid Penny Loafer

St.1 Hybrid Penny Loafer

Men's Ecco St.1 Hybrid Penny Loafer - Blue - Loafers ECCO FLUIDFORM tech brings an anatomical fit and more energy return, ensuring comfort in this easy-on leather loafer. Advanced SHOCK THRU point provides shock absorption, resulting in a feel that's... ... more

St.1 Hybrid Penny Loafer

Men's Ecco St.1 Hybrid Penny Loafer - Blue - Loafers ECCO FLUIDFORM tech brings an anatomical fit and more energy return, ensuring comfort in this easy-on leather loafer. Advanced SHOCK THRU point provides shock absorption, resulting in a feel that's...

Lyst Marketplace

$249.95

FREE shipping

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Townee Penny Loafer

Townee Penny Loafer

Men's VINNY'S Townee Penny Loafer - Black - Loafers Smooth calfskin leather shapes this classic penny loafer featuring a soft, comfort-focused footbed. ... more

Townee Penny Loafer

Men's VINNY'S Townee Penny Loafer - Black - Loafers Smooth calfskin leather shapes this classic penny loafer featuring a soft, comfort-focused footbed.

Lyst Marketplace

$350.00

FREE shipping

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