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Best Seller
Diggs Penny Loafer

Diggs Penny Loafer

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

Diggs Penny Loafer

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

Lyst Marketplace

$169.00

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Penny Leather Penny Loafers

Penny Leather Penny Loafers

Men's Christian Louboutin Penny Leather Penny Loafers - Brown Upper: leather. Lining: leather. Sole: leather insole, rubber sole. Toe shape: almond toe. Made in Italy. Includes: shoe box, dust bags. Designer color name: Rhea. ... more

Penny Leather Penny Loafers

Men's Christian Louboutin Penny Leather Penny Loafers - Brown Upper: leather. Lining: leather. Sole: leather insole, rubber sole. Toe shape: almond toe. Made in Italy. Includes: shoe box, dust bags. Designer color name: Rhea.

Lyst Marketplace

$995.00

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Best Seller
Le Loafer 15 Cassandre Moccasin Penny Loafers

Le Loafer 15 Cassandre Moccasin Penny Loafers

Men's Saint Laurent Le Loafer 15 Cassandre Moccasin Penny Loafers - Black Saint Laurent "Le Loafer 15" penny slippers in nappa calf leather Stacked heel Round moc toe Leather penny keeper strap with Cassandre hardware Leather sole Slipon style Made in... ... more

Le Loafer 15 Cassandre Moccasin Penny Loafers

Men's Saint Laurent Le Loafer 15 Cassandre Moccasin Penny Loafers - Black Saint Laurent "Le Loafer 15" penny slippers in nappa calf leather Stacked heel Round moc toe Leather penny keeper strap with Cassandre hardware Leather sole Slipon style Made in...

Lyst Marketplace

$995.00

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Le Loafer Leather Penny Loafers

Le Loafer Leather Penny Loafers

Men's Saint Laurent Le Loafer Leather Penny Loafers - White Upper: leather. Lining: leather. Sole: leather insole and sole. Toe shape: round toe. Made in italy. Includes: dust bag, shoe box. Designer color name: pearl. ... more

Le Loafer Leather Penny Loafers

Men's Saint Laurent Le Loafer Leather Penny Loafers - White Upper: leather. Lining: leather. Sole: leather insole and sole. Toe shape: round toe. Made in italy. Includes: dust bag, shoe box. Designer color name: pearl.

Lyst Marketplace

$895.00

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Tonio Penny Loafer

Tonio Penny Loafer

Men's Bruno Magli Tonio Penny Loafer - Black - Loafers Classic style meets everyday comfort in this moc-toe penny loafer fashioned from rich Italian leather. Cushioned footbed Leather upper and lining/leather and rubber sole Made in Italy ... more

Tonio Penny Loafer

Men's Bruno Magli Tonio Penny Loafer - Black - Loafers Classic style meets everyday comfort in this moc-toe penny loafer fashioned from rich Italian leather. Cushioned footbed Leather upper and lining/leather and rubber sole Made in Italy

Lyst Marketplace

$395.00

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Deconstructed Penny Loafer

Deconstructed Penny Loafer

Men's Tod's Deconstructed Penny Loafer - Black - Loafers Designed for all occasions, this timeless penny loafer is rendered in smooth leather and stamped with the Tod's monogram for subtle signature style. Leather upper, lining and sole Made in Italy... ... more

Deconstructed Penny Loafer

Men's Tod's Deconstructed Penny Loafer - Black - Loafers Designed for all occasions, this timeless penny loafer is rendered in smooth leather and stamped with the Tod's monogram for subtle signature style. Leather upper, lining and sole Made in Italy...

Lyst Marketplace

$845.00

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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. Leather upper, lining and sole Imported ... 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. Leather upper, lining and sole Imported

Lyst Marketplace

$175.00

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Milkshake Penny Loafer

Milkshake Penny Loafer

Men's Alden Milkshake Penny Loafer - White - Loafers Crafted from supple suede, this handsome penny loafer features classic detailing for a timeless look and is supported by a sturdy sole. Leather upper, lining and sole Imported ... more

Milkshake Penny Loafer

Men's Alden Milkshake Penny Loafer - White - Loafers Crafted from supple suede, this handsome penny loafer features classic detailing for a timeless look and is supported by a sturdy sole. Leather upper, lining and sole Imported

Lyst Marketplace

$665.00

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Colorblock Penny Loafer

Colorblock Penny Loafer

Men's Adieu Colorblock Penny Loafer - Black - Loafers A crepe-rubber sole with good traction grounds this colorblocked penny loafer that borrows from traditional menswear and the '60s music scene. Removable insole Leather upper and lining/rubber sole... ... more

Colorblock Penny Loafer

Men's Adieu Colorblock Penny Loafer - Black - Loafers A crepe-rubber sole with good traction grounds this colorblocked penny loafer that borrows from traditional menswear and the '60s music scene. Removable insole Leather upper and lining/rubber sole...

Lyst Marketplace

$670.00

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Handsewn Leather Penny Loafers

Handsewn Leather Penny Loafers

Men's Peter Millar Handsewn Leather Penny Loafers - Brown Peter Millar penny loafers in luxurious leather with a rich matte finish Chunky heel Handstitched round moc toe Penny keeper strap Innovative foam insole Sheepskin lining Welted sole... ... more

Handsewn Leather Penny Loafers

Men's Peter Millar Handsewn Leather Penny Loafers - Brown Peter Millar penny loafers in luxurious leather with a rich matte finish Chunky heel Handstitched round moc toe Penny keeper strap Innovative foam insole Sheepskin lining Welted sole...

Lyst Marketplace

$250.00

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Yardee Penny Loafer

Yardee Penny Loafer

Men's VINNY'S Yardee Penny Loafer - Black - 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 - Black - 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

$350.00

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Men Penny Loafer

Men Penny Loafer

Men's Ferragamo Men Penny Loafer - White - Loafers A classic revised: gentlemen's penny loafer made of the softest italian calfskin. The leather is worked by artisans to achieve a natural shade and rich finish. Punctuated by a raised seam around the... ... more

Men Penny Loafer

Men's Ferragamo Men Penny Loafer - White - Loafers A classic revised: gentlemen's penny loafer made of the softest italian calfskin. The leather is worked by artisans to achieve a natural shade and rich finish. Punctuated by a raised seam around the...

Lyst Marketplace

$895.00

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Hart Penny Loafer

Hart Penny Loafer

Men's Paul Stuart Hart Penny Loafer - Brown - Loafers Crafted from soft suede in a timeless silhouette, this dapper penny loafer is a must-have cornerstone of your formal wardrobe. Leather upper/synthetic lining/rubber sole Made in Italy ... more

Hart Penny Loafer

Men's Paul Stuart Hart Penny Loafer - Brown - Loafers Crafted from soft suede in a timeless silhouette, this dapper penny loafer is a must-have cornerstone of your formal wardrobe. Leather upper/synthetic lining/rubber sole Made in Italy

Lyst Marketplace

$395.00 $256.75

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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. Removable OrthoLite® insole Leather upper... ... 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. Removable OrthoLite® insole Leather upper...

Lyst Marketplace

$225.00

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Perry Suede Penny Loafers

Perry Suede Penny Loafers

Men's Manolo Blahnik Perry Suede Penny Loafers - Brown Upper: leather. Lining: leather. Sole: leather insole and sole. Toe shape: round toe. Handmade in Italy. Includes: shoe box, dust bag. Designer color name: 2023 Dbrw. ... more

Perry Suede Penny Loafers

Men's Manolo Blahnik Perry Suede Penny Loafers - Brown Upper: leather. Lining: leather. Sole: leather insole and sole. Toe shape: round toe. Handmade in Italy. Includes: shoe box, dust bag. Designer color name: 2023 Dbrw.

Lyst Marketplace

$895.00

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Greenwich Penny Loafer

Greenwich Penny Loafer

Men's Brooks Brothers Greenwich Penny Loafer - Brown - 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 - Brown - 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

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Tonio Penny Loafer

Tonio Penny Loafer

Men's Bruno Magli Tonio Penny Loafer - Black - Loafers Classic style meets everyday comfort in this moc-toe penny loafer fashioned from rich Italian leather. Leather upper and lining/leather and rubber sole Made in Italy ... more

Tonio Penny Loafer

Men's Bruno Magli Tonio Penny Loafer - Black - Loafers Classic style meets everyday comfort in this moc-toe penny loafer fashioned from rich Italian leather. Leather upper and lining/leather and rubber sole Made in Italy

Lyst Marketplace

$375.00

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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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Baldwin Penny Loafer

Baldwin Penny Loafer

Men's Johnston & Murphy Baldwin Penny Loafer - Black - Loafers Supple sheepskin leather and a memory foam-cushioned footbed ensure all-day comfort in a handsome penny loafer. ... more

Baldwin Penny Loafer

Men's Johnston & Murphy Baldwin Penny Loafer - Black - Loafers Supple sheepskin leather and a memory foam-cushioned footbed ensure all-day comfort in a handsome penny loafer.

Lyst Marketplace

$195.00 $146.25

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Baldwin Lug Penny Loafer

Baldwin Lug Penny Loafer

Men's Johnston & Murphy Baldwin Lug Penny Loafer - Green - Loafers A penny keeper strap and moc toe add a classic touch to this dapper leather loafer grounded on a lightweight, flexible sole with grippy lugs. Water-resistant Cushioned footbed with arch... ... more

Baldwin Lug Penny Loafer

Men's Johnston & Murphy Baldwin Lug Penny Loafer - Green - Loafers A penny keeper strap and moc toe add a classic touch to this dapper leather loafer grounded on a lightweight, flexible sole with grippy lugs. Water-resistant Cushioned footbed with arch...

Lyst Marketplace

$195.00

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Thomas Penny Loafer

Thomas Penny Loafer

Men's Vintage Foundry Thomas Penny Loafer - Black - Loafers Give a perfect finishing touch to your sophisticated look with the Thomas penny loafer from Vintage Foundry Co. This leather slip-on is designed with a cushioned footbed to improve underfoot... ... more

Thomas Penny Loafer

Men's Vintage Foundry Thomas Penny Loafer - Black - Loafers Give a perfect finishing touch to your sophisticated look with the Thomas penny loafer from Vintage Foundry Co. This leather slip-on is designed with a cushioned footbed to improve underfoot...

Lyst Marketplace

$154.99

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Galeno Penny Loafer

Galeno Penny Loafer

Men's Mezlan Galeno Penny Loafer - Black - Loafers A suede upper and classic penny keeper bring office-ready polish to a Spanish-crafted loafer finished with a streamlined apron toe. 1" heel (size 11) Leather upper, lining and sole Made in Spain ... more

Galeno Penny Loafer

Men's Mezlan Galeno Penny Loafer - Black - Loafers A suede upper and classic penny keeper bring office-ready polish to a Spanish-crafted loafer finished with a streamlined apron toe. 1" heel (size 11) Leather upper, lining and sole Made in Spain

Lyst Marketplace

$325.00

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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 molded 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 molded footbed...

Lyst Marketplace

$148.00

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Le Loafer Penny Mone Sizeles

Le Loafer Penny Mone Sizeles

Men's Saint Laurent Le Loafer Penny Mone Sizeles - Black - Loafers Penny loafer mules with a hand-stitched apron-toe construction. ... more

Le Loafer Penny Mone Sizeles

Men's Saint Laurent Le Loafer Penny Mone Sizeles - Black - Loafers Penny loafer mules with a hand-stitched apron-toe construction.

Lyst Marketplace

$945.00

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Raimond Slip-on Penny Loafers

Raimond Slip-on Penny Loafers

Men's Scarosso Raimond Slip-on Penny Loafers - Blue Dimensions: Heel: 2.5cm, Sole: 0.5cm 100% Calf Leather, 100% Suede, 100% Leather. Made in Italy. ... more

Raimond Slip-on Penny Loafers

Men's Scarosso Raimond Slip-on Penny Loafers - Blue Dimensions: Heel: 2.5cm, Sole: 0.5cm 100% Calf Leather, 100% Suede, 100% Leather. Made in Italy.

Lyst Marketplace

$403.35 $259.99

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Rucci Weave Penny Loafer

Rucci Weave Penny Loafer

Men's Florsheim Rucci Weave Penny Loafer - Black - Loafers Amp up your formal ensemble with the Rucci Weave penny loafer from Florsheim. Intricate woven patterns bring unique charm to the classic design of this leather slip-on. Soft lining, fully... ... more

Rucci Weave Penny Loafer

Men's Florsheim Rucci Weave Penny Loafer - Black - Loafers Amp up your formal ensemble with the Rucci Weave penny loafer from Florsheim. Intricate woven patterns bring unique charm to the classic design of this leather slip-on. Soft lining, fully...

Lyst Marketplace

$129.99

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Derreck Penny Loafer

Derreck Penny Loafer

Men's Boss Derreck Penny Loafer - Brown - Loafers Rich calfskin leather elevates an Italian-crafted penny loafer that will make the perfect addition to your everyday office wardrobe. Leather upper and lining/leather, rubber and synthetic sole Made in... ... more

Derreck Penny Loafer

Men's Boss Derreck Penny Loafer - Brown - Loafers Rich calfskin leather elevates an Italian-crafted penny loafer that will make the perfect addition to your everyday office wardrobe. Leather upper and lining/leather, rubber and synthetic sole Made in...

Lyst Marketplace

$299.00 $194.35

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Thom E Shearling Penny Loafers

Thom E Shearling Penny Loafers

Men's Thom Browne Thom E Shearling Penny Loafers - Black Calfskin suede loafers in brown. ... more

Thom E Shearling Penny Loafers

Men's Thom Browne Thom E Shearling Penny Loafers - Black Calfskin suede loafers in brown.

Lyst Marketplace

$950.00

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Taylor Moc Toe Penny Loafer

Taylor Moc Toe Penny Loafer

Men's Sandro Moscoloni Taylor Moc Toe Penny Loafer - Brown - Loafers Elevate your fit with a moc-toe penny loafer crafted from burnished leather with a cushioned footbed and flexible rubber sole. Cushioned EVA footbed with arch support Leather upper... ... more

Taylor Moc Toe Penny Loafer

Men's Sandro Moscoloni Taylor Moc Toe Penny Loafer - Brown - Loafers Elevate your fit with a moc-toe penny loafer crafted from burnished leather with a cushioned footbed and flexible rubber sole. Cushioned EVA footbed with arch support Leather upper...

Lyst Marketplace

$199.00

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Medusa Coin Penny Driving Loafer

Medusa Coin Penny Driving Loafer

Men's Versace Medusa Coin Penny Driving Loafer - Natural - Loafers Set on a segmented driver sole with Greek-key tread, this calfskin-suede loafer features a Medusa-head 'coin' inserted in the keeper strap. Removable insole Leather upper and... ... more

Medusa Coin Penny Driving Loafer

Men's Versace Medusa Coin Penny Driving Loafer - Natural - Loafers Set on a segmented driver sole with Greek-key tread, this calfskin-suede loafer features a Medusa-head 'coin' inserted in the keeper strap. Removable insole Leather upper and...

Lyst Marketplace

$775.00

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Ron Haydon Weatherproof Penny Loafer

Ron Haydon Weatherproof Penny Loafer

Men's Ron White Ron Haydon Weatherproof Penny Loafer - Brown - Loafers A classic penny keeper and supple suede upper lend timeless sophistication to a luxe loafer grounded by a cushioned footbed and slip-resistant lug sole. Multilayered,... ... more

Ron Haydon Weatherproof Penny Loafer

Men's Ron White Ron Haydon Weatherproof Penny Loafer - Brown - Loafers A classic penny keeper and supple suede upper lend timeless sophistication to a luxe loafer grounded by a cushioned footbed and slip-resistant lug sole. Multilayered,...

Lyst Marketplace

$395.00

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Varsity Penny Loafers

Varsity Penny Loafers

Men's Thom Browne Varsity Penny Loafers - Black Thom Browne penny loafers in black grosgrain fabric with tonal leather trims, an almond toe, layered sole, logo patch on the insole, a vamp strap with tonal embroidered detail and iconic tricolor... ... more

Varsity Penny Loafers

Men's Thom Browne Varsity Penny Loafers - Black Thom Browne penny loafers in black grosgrain fabric with tonal leather trims, an almond toe, layered sole, logo patch on the insole, a vamp strap with tonal embroidered detail and iconic tricolor...

Lyst Marketplace

$1,232.45 $508.23

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Burke Penny Loafer

Burke Penny Loafer

Men's Stacy Adams Burke Penny Loafer - Black - Loafers A slim penny keeper and moc toe add timeless elements to a sophisticated loafer set on a cushioned insole for comfortable wear. Removable, cushioned insole with arch support Leather upper/textile... ... more

Burke Penny Loafer

Men's Stacy Adams Burke Penny Loafer - Black - Loafers A slim penny keeper and moc toe add timeless elements to a sophisticated loafer set on a cushioned insole for comfortable wear. Removable, cushioned insole with arch support Leather upper/textile...

Lyst Marketplace

$130.00

FREE shipping

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Kosmopolis Grip Penny Loafer

Kosmopolis Grip Penny Loafer

Men's Geox Kosmopolis Grip Penny Loafer - Blue - Loafers A waterproof membrane and perforated sole lend thermoregulating comfort to a dapper penny loafer rendered in supple suede. Water-resistant Patented tech sole with a durable, waterproof membrane... ... more

Kosmopolis Grip Penny Loafer

Men's Geox Kosmopolis Grip Penny Loafer - Blue - Loafers A waterproof membrane and perforated sole lend thermoregulating comfort to a dapper penny loafer rendered in supple suede. Water-resistant Patented tech sole with a durable, waterproof membrane...

Lyst Marketplace

$170.00

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Raging Penny Loafer

Raging Penny Loafer

Men's Bruno Magli Raging Penny Loafer - Brown - Loafers A full-length rubber sole and leather lining enhance the overall comfort of this Italian-crafted penny loafer. Leather upper and lining/rubber sole Made in Italy ... more

Raging Penny Loafer

Men's Bruno Magli Raging Penny Loafer - Brown - Loafers A full-length rubber sole and leather lining enhance the overall comfort of this Italian-crafted penny loafer. Leather upper and lining/rubber sole Made in Italy

Lyst Marketplace

$395.00

FREE shipping

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Crosta Penny Loafer

Crosta Penny Loafer

Men's Christian Louboutin Crosta Penny Loafer - White - Loafers A logo-engraved disc shaped like a classic coin is inserted into the penny slot of a richly grained suede loafer trimmed with a scalloped tongue. The iconic red sole—born from a fateful... ... more

Crosta Penny Loafer

Men's Christian Louboutin Crosta Penny Loafer - White - Loafers A logo-engraved disc shaped like a classic coin is inserted into the penny slot of a richly grained suede loafer trimmed with a scalloped tongue. The iconic red sole—born from a fateful...

Lyst Marketplace

$995.00

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Joetc Penny Loafer

Joetc Penny Loafer

Men's Donald J Pliner Joetc Penny Loafer - Brown - Loafers Two-toned tumbled leather creates a unique take on a classic penny loafer that is a wardrobe must-have. Round moc toe Penny slot strap Slip-on Cushioned insole with arch support Welted sole... ... more

Joetc Penny Loafer

Men's Donald J Pliner Joetc Penny Loafer - Brown - Loafers Two-toned tumbled leather creates a unique take on a classic penny loafer that is a wardrobe must-have. Round moc toe Penny slot strap Slip-on Cushioned insole with arch support Welted sole...

Lyst Marketplace

$129.97

FREE shipping

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Perry Leather Penny Loafers

Perry Leather Penny Loafers

Men's Manolo Blahnik Perry Leather Penny Loafers - Purple Upper: leather. Lining: leather. Sole: leather insole and sole. Toe shape: round toe. Made in Italy. Includes: dust bag, shoe box. Designer color name: 2054 Dbrw. ... more

Perry Leather Penny Loafers

Men's Manolo Blahnik Perry Leather Penny Loafers - Purple Upper: leather. Lining: leather. Sole: leather insole and sole. Toe shape: round toe. Made in Italy. Includes: dust bag, shoe box. Designer color name: 2054 Dbrw.

Lyst Marketplace

$945.00

FREE shipping

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Payton Penny Loafer

Payton Penny Loafer

Men's Bruno Magli Payton Penny Loafer - Brown - Loafers A lightly cushioned footbed brings impeccable comfort to a smooth loafer crafted from smooth Italian leather. Leather upper and lining/rubber sole Made in Italy ... more

Payton Penny Loafer

Men's Bruno Magli Payton Penny Loafer - Brown - Loafers A lightly cushioned footbed brings impeccable comfort to a smooth loafer crafted from smooth Italian leather. Leather upper and lining/rubber sole Made in Italy

Lyst Marketplace

$298.00

FREE shipping

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