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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 OrthoLite® 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 OrthoLite® 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 - 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 Lite® 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

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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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Lyles Penny Loafer

Lyles Penny Loafer

Men's Johnston & Murphy Lyles Penny Loafer - Brown - Loafers Classic and comfortable, this loafer made of polished leather features a traditional penny strap and a roomy moc toe for easy, wear-with-anything appeal. ... more

Lyles Penny Loafer

Men's Johnston & Murphy Lyles Penny Loafer - Brown - Loafers Classic and comfortable, this loafer made of polished leather features a traditional penny strap and a roomy moc toe for easy, wear-with-anything appeal.

Lyst Marketplace

$165.00

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Carlos Penny Loafer

Carlos Penny Loafer

Men's Santoni Carlos Penny Loafer - Blue - Loafers Richly grained suede brings supple flexibility to a timeless penny loafer masterfully crafted in Italy. Leather upper, lining and sole Made in Italy. ... more

Carlos Penny Loafer

Men's Santoni Carlos Penny Loafer - Blue - Loafers Richly grained suede brings supple flexibility to a timeless penny loafer masterfully crafted in Italy. Leather upper, lining and sole Made in Italy.

Lyst Marketplace

$990.00

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Penny Loafer

Penny Loafer

Men's Canali Penny Loafer - Natural - Loafers Beige suede lends velvety texture to a polished penny loafer carved with a curved slot and set on a grippy rubber sole. Leather upper/textile lining/rubber sole Made in Italy. ... more

Penny Loafer

Men's Canali Penny Loafer - Natural - Loafers Beige suede lends velvety texture to a polished penny loafer carved with a curved slot and set on a grippy rubber sole. Leather upper/textile lining/rubber sole Made in Italy.

Lyst Marketplace

$575.00

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Ascanio Penny Loafer

Ascanio Penny Loafer

Men's Geox Ascanio Penny Loafer - Black - Loafers A classic penny keeper lends luxe appeal to a rich leather loafer grounded by a cushioned footbed and patented tech sole. ... more

Ascanio Penny Loafer

Men's Geox Ascanio Penny Loafer - Black - Loafers A classic penny keeper lends luxe appeal to a rich leather loafer grounded by a cushioned footbed and patented tech sole.

Lyst Marketplace

$130.00

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Yardee Penny Loafer

Yardee Penny Loafer

Men's VINNY'S Yardee Penny Loafer - Natural - Loafers Enjoy the feel of luxurious Italian suede in this finely stitched penny loafer set atop a soft cushioned footbed. Cushioned footbed Leather upper, lining and sole Made in Portugal Black Owned/Founded. ... more

Yardee Penny Loafer

Men's VINNY'S Yardee Penny Loafer - Natural - Loafers Enjoy the feel of luxurious Italian suede in this finely stitched penny loafer set atop a soft cushioned footbed. Cushioned footbed Leather upper, lining and sole Made in Portugal Black Owned/Founded.

Lyst Marketplace

$340.00

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Club Classic Penny Loafer

Club Classic Penny Loafer

Men's Stuart Weitzman Club Classic Penny Loafer - Black - Loafers Classic and versatile, this loafer topped with a traditional penny strap features a softly squared apron toe and a smart, streamlined profile. Leather upper and lining/rubber sole Made... ... more

Club Classic Penny Loafer

Men's Stuart Weitzman Club Classic Penny Loafer - Black - Loafers Classic and versatile, this loafer topped with a traditional penny strap features a softly squared apron toe and a smart, streamlined profile. Leather upper and lining/rubber sole Made...

Lyst Marketplace

$495.00

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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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Maioco Napa Penny Loafers

Maioco Napa Penny Loafers

Men's Bruno Magli Maioco Napa Penny Loafers - Brown Bruno Magli "Maioco" penny loafers in smooth napa leather 0.25 in / 10 mm flat heel Round apron toe Notched vamp with keeper strap Slipon style Leather lining Leather outsole Spot clean Made in Italy ... more

Maioco Napa Penny Loafers

Men's Bruno Magli Maioco Napa Penny Loafers - Brown Bruno Magli "Maioco" penny loafers in smooth napa leather 0.25 in / 10 mm flat heel Round apron toe Notched vamp with keeper strap Slipon style Leather lining Leather outsole Spot clean Made in Italy

Lyst Marketplace

$395.00

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Audley Penny Leather Loafers

Audley Penny Leather Loafers

Men's Dunhill Audley Penny Leather Loafers - Brown Dunhill Audley Penny Chocolate Leather Loafers. Pure brown chocolate suede leather, tonal stitching, band on top embellishment, branded leather insole, rubber injected leather outsole. ... more

Audley Penny Leather Loafers

Men's Dunhill Audley Penny Leather Loafers - Brown Dunhill Audley Penny Chocolate Leather Loafers. Pure brown chocolate suede leather, tonal stitching, band on top embellishment, branded leather insole, rubber injected leather outsole.

Lyst Marketplace

$574.06

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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

FREE shipping

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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

FREE shipping

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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

FREE shipping

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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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Penny Loafer

Penny Loafer

Men's Common Projects Penny Loafer - Gray - Loafers Impeccable craftsmanship shines through on this Italian-made penny loafer in burnished calfskin leather foil-stamped with style and production codes. Leather upper, lining and sole Made in Italy Men's... ... more

Penny Loafer

Men's Common Projects Penny Loafer - Gray - Loafers Impeccable craftsmanship shines through on this Italian-made penny loafer in burnished calfskin leather foil-stamped with style and production codes. Leather upper, lining and sole Made in Italy Men's...

Lyst Marketplace

$613.00

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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

FREE shipping

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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

FREE shipping

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Randolph Leather Penny Loafers

Randolph Leather Penny Loafers

Men's Allen Edmonds Randolph Leather Penny Loafers - Brown Allen Edmonds "Randolph" loafer in smooth leather Stacked heel Apron toe Notched vamp Penny keeper strap Slipon style Lining: Leather Made in USA ... more

Randolph Leather Penny Loafers

Men's Allen Edmonds Randolph Leather Penny Loafers - Brown Allen Edmonds "Randolph" loafer in smooth leather Stacked heel Apron toe Notched vamp Penny keeper strap Slipon style Lining: Leather Made in USA

Lyst Marketplace

$425.00

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Moana Penny Loafer

Moana Penny Loafer

Men's Rodd & Gunn Moana Penny Loafer - Brown - Loafers Smooth suede invigorates the look of a classic penny loafer grounded by a lightweight rubber sole. ... more

Moana Penny Loafer

Men's Rodd & Gunn Moana Penny Loafer - Brown - Loafers Smooth suede invigorates the look of a classic penny loafer grounded by a lightweight rubber sole.

Lyst Marketplace

$178.00

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Penny Loafer

Penny Loafer

Men's Ferragamo Penny Loafer - White - Loafers Contemporary casual. Soft suede gentlemen's loafer with an elongated silhouette and slightly squared toe. Raised stitching across the instep adds texture to this sophisticated slip on. Flexible rubber... ... more

Penny Loafer

Men's Ferragamo Penny Loafer - White - Loafers Contemporary casual. Soft suede gentlemen's loafer with an elongated silhouette and slightly squared toe. Raised stitching across the instep adds texture to this sophisticated slip on. Flexible rubber...

Lyst Marketplace

$880.00

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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Morgan Moc Toe Penny Loafer

Morgan Moc Toe Penny Loafer

Men's Gordon Rush Morgan Moc Toe Penny Loafer - Brown - Loafers Fine craftsmanship shines through on this refined penny loafer in Italian leather set on a flexible rubber sole that provides enhanced traction. ... more

Morgan Moc Toe Penny Loafer

Men's Gordon Rush Morgan Moc Toe Penny Loafer - Brown - Loafers Fine craftsmanship shines through on this refined penny loafer in Italian leather set on a flexible rubber sole that provides enhanced traction.

Lyst Marketplace

$225.00

FREE shipping

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Ravello Penny Loafer

Ravello Penny Loafer

Men's To Boot New York Ravello Penny Loafer - Black - Loafers A classic penny keeper and moc toe lend sophisticated charm to a burnished leather loafer that will complement your work-to-weekend style. Cushioned footbed with arch support Leather upper,... ... more

Ravello Penny Loafer

Men's To Boot New York Ravello Penny Loafer - Black - Loafers A classic penny keeper and moc toe lend sophisticated charm to a burnished leather loafer that will complement your work-to-weekend style. Cushioned footbed with arch support Leather upper,...

Lyst Marketplace

$399.00

FREE shipping

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Penny Loafer

Penny Loafer

Men's Common Projects Penny Loafer - Black - Loafers Impeccable craftsmanship shines through on this Italian-crafted penny loafer done in burnished calfskin leather with foil-stamped style and production codes. Leather upper, lining and sole Made in... ... more

Penny Loafer

Men's Common Projects Penny Loafer - Black - Loafers Impeccable craftsmanship shines through on this Italian-crafted penny loafer done in burnished calfskin leather with foil-stamped style and production codes. Leather upper, lining and sole Made in...

Lyst Marketplace

$639.00

FREE shipping

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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

$390.00

FREE shipping

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Richee Leather Penny Loafers

Richee Leather Penny Loafers

Men's VINNY'S Richee Leather Penny Loafers - Brown 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 brown nappa leather features... ... more

Richee Leather Penny Loafers

Men's VINNY'S Richee Leather Penny Loafers - Brown 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 brown nappa leather features...

Lyst Marketplace

$421.60

FREE shipping

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Taylor Penny Loafer

Taylor Penny Loafer

Men's Børn Taylor Penny Loafer - Brown - Loafers A high-traction contrast sole grounds a versatile loafer built from full-grain leather using Opanka hand construction for flexibility. ... more

Taylor Penny Loafer

Men's Børn Taylor Penny Loafer - Brown - Loafers A high-traction contrast sole grounds a versatile loafer built from full-grain leather using Opanka hand construction for flexibility.

Lyst Marketplace

$120.00

FREE shipping

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Penny-slot Leather Loafers

Penny-slot Leather Loafers

Men's Church's Penny-slot Leather Loafers - Brown Penny-slot leather loafers from CHURCH'S featuring wine red, calf leather, penny slot, round toe, slip-on style, branded insole and low heel. ... more

Penny-slot Leather Loafers

Men's Church's Penny-slot Leather Loafers - Brown Penny-slot leather loafers from CHURCH'S featuring wine red, calf leather, penny slot, round toe, slip-on style, branded insole and low heel.

Lyst Marketplace

$929.76 $562.32

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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

FREE shipping

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Penny Loafer With Gancini Ornament

Penny Loafer With Gancini Ornament

Men's Ferragamo Penny Loafer With Gancini Ornament - White - Loafers Retro look Penny loafer with a high-shine brushed calfskin leather upper. The lines are squared at the toe, with a ruched stitching around the vamp to echo a classic feel. A slim... ... more

Penny Loafer With Gancini Ornament

Men's Ferragamo Penny Loafer With Gancini Ornament - White - Loafers Retro look Penny loafer with a high-shine brushed calfskin leather upper. The lines are squared at the toe, with a ruched stitching around the vamp to echo a classic feel. A slim...

Lyst Marketplace

$950.00 $571.00

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Seaport Penny Loafer

Seaport Penny Loafer

Women's Sperry Top-Sider Seaport Penny Loafer - Gray - Loafers An iconic loafer with a classic keeper strap is fitted with a memory-foam footbed for ultimate comfort, enhanced by a hidden EVA midsole. The Traditional rubber outsole is updated with... ... more

Seaport Penny Loafer

Women's Sperry Top-Sider Seaport Penny Loafer - Gray - Loafers An iconic loafer with a classic keeper strap is fitted with a memory-foam footbed for ultimate comfort, enhanced by a hidden EVA midsole. The Traditional rubber outsole is updated with...

Lyst Marketplace

$105.00

FREE shipping

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