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Best Seller
Adam Penny Town Loafers

Adam Penny Town Loafers

Men's Tricker's Adam Penny Town Loafers - Natural 100% Suede. Made in United Kingdom. ... more

Adam Penny Town Loafers

Men's Tricker's Adam Penny Town Loafers - Natural 100% Suede. Made in United Kingdom.

Lyst Marketplace

$625.19 $480.14

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Adam Penny Town Loafers

Adam Penny Town Loafers

Men's Tricker's Adam Penny Town Loafers - Brown 100% Leather. Made in United Kingdom. ... more

Adam Penny Town Loafers

Men's Tricker's Adam Penny Town Loafers - Brown 100% Leather. Made in United Kingdom.

Lyst Marketplace

$625.19 $390.12

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Best Seller
Adam Penny Loafers

Adam Penny Loafers

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

Adam Penny Loafers

Men's Tricker's Adam Penny Loafers - Brown 100% Suede. Made in United Kingdom.

Lyst Marketplace

$625.19 $540.16

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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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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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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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Sapienza Penny Loafer

Sapienza Penny Loafer

Men's Geox Sapienza Penny Loafer - Black - Loafers Textured leather wraps a dapper penny loafer outfitted with a signature tech sole and featuring a durable, waterproof membrane with breathable perforations. ... more

Sapienza Penny Loafer

Men's Geox Sapienza Penny Loafer - Black - Loafers Textured leather wraps a dapper penny loafer outfitted with a signature tech sole and featuring a durable, waterproof membrane with breathable perforations.

Lyst Marketplace

$170.00

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Tailored Traveler Penny Loafer

Tailored Traveler Penny Loafer

Men's Samuel Hubbard Shoe Co. Tailored Traveler Penny Loafer - Black - Loafers A classic penny keeper and moc toe lend timeless sophistication to a luxe loafer grounded by a cushioned footbed and durable sole for lasting wear. Memory foam cushioning... ... more

Tailored Traveler Penny Loafer

Men's Samuel Hubbard Shoe Co. Tailored Traveler Penny Loafer - Black - Loafers A classic penny keeper and moc toe lend timeless sophistication to a luxe loafer grounded by a cushioned footbed and durable sole for lasting wear. Memory foam cushioning...

Lyst Marketplace

$275.00

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Decio Water Resistant Penny Loafer

Decio Water Resistant Penny Loafer

Men's Geox Decio Water Resistant Penny Loafer - Black - Loafers A classic penny keeper and rich leather upper distinguish a sophisticated loafer outfitted with comfortable cushioning and a signature tech sole. ... more

Decio Water Resistant Penny Loafer

Men's Geox Decio Water Resistant Penny Loafer - Black - Loafers A classic penny keeper and rich leather upper distinguish a sophisticated loafer outfitted with comfortable cushioning and a signature tech sole.

Lyst Marketplace

$230.00

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Wakith Penny Loafer

Wakith Penny Loafer

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

Wakith Penny Loafer

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

Lyst Marketplace

$118.99

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Morgan Moc Toe Penny Loafer

Morgan Moc Toe Penny Loafer

Men's Gordon Rush Morgan Moc Toe Penny Loafer - Gray - 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 - Gray - 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

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Penny Loafer Espadrilles

Penny Loafer Espadrilles

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

Penny Loafer Espadrilles

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

Lyst Marketplace

$165.65 $123.63

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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

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Simol Penny Loafer

Simol Penny Loafer

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

Simol Penny Loafer

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

Lyst Marketplace

$69.99

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Sherman Penny Loafer

Sherman Penny Loafer

Men's Anthony Veer Sherman Penny Loafer - Brown - Loafers You can't go wrong with the Sherman penny loafer from Anthony Veer. The classic design is fully fashioned in leather and suede for high-quality appeal. Suede upper. Slip-on. Decorative Penny... ... more

Sherman Penny Loafer

Men's Anthony Veer Sherman Penny Loafer - Brown - Loafers You can't go wrong with the Sherman penny loafer from Anthony Veer. The classic design is fully fashioned in leather and suede for high-quality appeal. Suede upper. Slip-on. Decorative Penny...

Lyst Marketplace

$164.99

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Titouan Penny Loafer

Titouan Penny Loafer

Men's Mephisto Titouan Penny Loafer - Brown - Loafers A classic penny keeper and an apron toe lend timeless sophistication to a leather loafer that will elevate your polished style. Removable insole Leather upper and lining/rubber sole Made in Portugal. ... more

Titouan Penny Loafer

Men's Mephisto Titouan Penny Loafer - Brown - Loafers A classic penny keeper and an apron toe lend timeless sophistication to a leather loafer that will elevate your polished style. Removable insole Leather upper and lining/rubber sole Made in Portugal.

Lyst Marketplace

$289.00

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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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Wilde Bicolor Leather Penny Loafers

Wilde Bicolor Leather Penny Loafers

Men's Duke & Dexter Wilde Bicolor Leather Penny Loafers - Black DUKE + DEXTER "Wilde" penny loafers in smooth, bicolor calf leather 1.00 in / 25 mm stacked heel Round moc toe Leather penny keeper strap Lining: Leather/cotton Rubber outsole Slip-on... ... more

Wilde Bicolor Leather Penny Loafers

Men's Duke & Dexter Wilde Bicolor Leather Penny Loafers - Black DUKE + DEXTER "Wilde" penny loafers in smooth, bicolor calf leather 1.00 in / 25 mm stacked heel Round moc toe Leather penny keeper strap Lining: Leather/cotton Rubber outsole Slip-on...

Lyst Marketplace

$300.00

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Garner Leather Penny Loafers

Garner Leather Penny Loafers

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

Garner Leather Penny Loafers

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

Lyst Marketplace

$399.00

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Volante Penny Loafer

Volante Penny Loafer

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

Volante Penny Loafer

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

Lyst Marketplace

$129.99 $89.98

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Siena Penny Loafer

Siena Penny Loafer

Men's Allen Edmonds Siena Penny Loafer - Brown - Loafers Premium European calfskin leather refines a handcrafted penny loafer featuring flexible Blake-stitched construction for a dapper fusion of form and function. Leather upper and lining/synthetic... ... more

Siena Penny Loafer

Men's Allen Edmonds Siena Penny Loafer - Brown - Loafers Premium European calfskin leather refines a handcrafted penny loafer featuring flexible Blake-stitched construction for a dapper fusion of form and function. Leather upper and lining/synthetic...

Lyst Marketplace

$395.00

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90 Larson Penny Leather Loafers

90 Larson Penny Leather Loafers

Men's G.H.BASS 90 Larson Penny Leather Loafers - Brown G.H Bass' loafer collection testifies to the brand's meticulous craftsmanship. Fitted with all the classic trimmings, moccasin upper, vamp saddle and modest heel included, this Larson pair is... ... more

90 Larson Penny Leather Loafers

Men's G.H.BASS 90 Larson Penny Leather Loafers - Brown G.H Bass' loafer collection testifies to the brand's meticulous craftsmanship. Fitted with all the classic trimmings, moccasin upper, vamp saddle and modest heel included, this Larson pair is...

Lyst Marketplace

$186.32

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Penny Loafer Sneaker

Penny Loafer Sneaker

Men's Tod's Penny Loafer Sneaker - Brown - Loafers Keep your off-duty look polished with this suave Italian loafer crafted of velvety suede and set in a sporty bumper cupsole with signature nubby tread. Leather upper and lining/rubber sole Made in... ... more

Penny Loafer Sneaker

Men's Tod's Penny Loafer Sneaker - Brown - Loafers Keep your off-duty look polished with this suave Italian loafer crafted of velvety suede and set in a sporty bumper cupsole with signature nubby tread. Leather upper and lining/rubber sole Made in...

Lyst Marketplace

$695.00

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Maioco Penny Loafer

Maioco Penny Loafer

Men's Bruno Magli Maioco Penny Loafer - Black - Loafers A lightly cushioned footbed brings impeccable comfort to a smooth leather loafer handmade in Italy. Cushioned footbed Leather upper, lining and sole Made in Italy. ... more

Maioco Penny Loafer

Men's Bruno Magli Maioco Penny Loafer - Black - Loafers A lightly cushioned footbed brings impeccable comfort to a smooth leather loafer handmade in Italy. Cushioned footbed Leather upper, lining and sole Made in Italy.

Lyst Marketplace

$395.00

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Calfskin Penny Loafers

Calfskin Penny Loafers

Men's Brunello Cucinelli Calfskin Penny Loafers - Brown Closed, loafers, round toe, pull-on design ... more

Calfskin Penny Loafers

Men's Brunello Cucinelli Calfskin Penny Loafers - Brown Closed, loafers, round toe, pull-on design

Lyst Marketplace

$1,100.00 $880.00

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Suede Penny Loafers

Suede Penny Loafers

Men's Tod's Suede Penny Loafers - Black Tods mens loafers. Shoe style: slip-on. Vamp style: penny loafers. Upper material: suede. Solematerial: rubber. Tods mens black suede penny loafers. Featuring exposed handmade stitching, stamped tods monogram,... ... more

Suede Penny Loafers

Men's Tod's Suede Penny Loafers - Black Tods mens loafers. Shoe style: slip-on. Vamp style: penny loafers. Upper material: suede. Solematerial: rubber. Tods mens black suede penny loafers. Featuring exposed handmade stitching, stamped tods monogram,...

Lyst Marketplace

$595.00 $239.97

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New Damon 1 Slip-on Penny Loafer

New Damon 1 Slip-on Penny Loafer

Men's Geox New Damon 1 Slip-on Penny Loafer - Brown - Loafers A classic penny strap tips a handsome leather loafer into timeless territory, while Geox's signature perforated sole keeps your feet cool and dry. ... more

New Damon 1 Slip-on Penny Loafer

Men's Geox New Damon 1 Slip-on Penny Loafer - Brown - Loafers A classic penny strap tips a handsome leather loafer into timeless territory, while Geox's signature perforated sole keeps your feet cool and dry.

Lyst Marketplace

$150.00

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Supersport Moc Toe Penny Loafer

Supersport Moc Toe Penny Loafer

Men's Allen Edmonds Supersport Moc Toe Penny Loafer - Blue - Loafers This hand-sewn penny loafer offers complete comfort with contoured support, shock absorption and stability. ... more

Supersport Moc Toe Penny Loafer

Men's Allen Edmonds Supersport Moc Toe Penny Loafer - Blue - Loafers This hand-sewn penny loafer offers complete comfort with contoured support, shock absorption and stability.

Lyst Marketplace

$300.00

FREE shipping

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James Penny Loafers

James Penny Loafers

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

James Penny Loafers

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

Lyst Marketplace

$534.35 $338.56

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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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Country Club Penny Loafer

Country Club Penny Loafer

Men's Floafers Country Club Penny Loafer - Blue Give your shoe collection a modern twist with the Country Club penny loafer from Floafers. This casual pair features a waterproof construction and 360 degree ventilation that helps drain water away... ... more

Country Club Penny Loafer

Men's Floafers Country Club Penny Loafer - Blue Give your shoe collection a modern twist with the Country Club penny loafer from Floafers. This casual pair features a waterproof construction and 360 degree ventilation that helps drain water away...

Lyst Marketplace

$49.99

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Simol Penny Loafer

Simol Penny Loafer

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

Simol Penny Loafer

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

Lyst Marketplace

$69.99

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X Playboy Wilde Sketch Ii Penny Loafers

X Playboy Wilde Sketch Ii Penny Loafers

Men's Duke & Dexter X Playboy Wilde Sketch Ii Penny Loafers - Black DUKE + DEXTER x Playboy collaboration leather penny loafers feature a printed Playboy Sketch design on the vamp 1.00 in / 25 mm stacked heel Round moc toe Penny keeper strap... ... more

X Playboy Wilde Sketch Ii Penny Loafers

Men's Duke & Dexter X Playboy Wilde Sketch Ii Penny Loafers - Black DUKE + DEXTER x Playboy collaboration leather penny loafers feature a printed Playboy Sketch design on the vamp 1.00 in / 25 mm stacked heel Round moc toe Penny keeper strap...

Lyst Marketplace

$340.00

FREE shipping

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Athens Penny Loafer

Athens Penny Loafer

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

Athens Penny Loafer

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

Lyst Marketplace

$128.99

FREE shipping

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Dark Fondo Gomma Suede Penny Loafers

Dark Fondo Gomma Suede Penny Loafers

Men's Tod's Dark Fondo Gomma Suede Penny Loafers - Brown Tods mens loafers. Shoe style: slip-on. Vamp style: penny loafers. Upper material: suede. Solematerial: rubber. Tods mens dark brown fondo gomma suede penny loafers. Suede loafers detailed with... ... more

Dark Fondo Gomma Suede Penny Loafers

Men's Tod's Dark Fondo Gomma Suede Penny Loafers - Brown Tods mens loafers. Shoe style: slip-on. Vamp style: penny loafers. Upper material: suede. Solematerial: rubber. Tods mens dark brown fondo gomma suede penny loafers. Suede loafers detailed with...

Lyst Marketplace

$675.00 $199.00

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S Lite Penny Loafer

S Lite Penny Loafer

Men's Ecco S Lite Penny Loafer - Brown - Loafers Water-resistant treatment and a supportive footbed offer exceptional comfort in a versatile moc-toe loafer grounded on grippy rubber treads. ... more

S Lite Penny Loafer

Men's Ecco S Lite Penny Loafer - Brown - Loafers Water-resistant treatment and a supportive footbed offer exceptional comfort in a versatile moc-toe loafer grounded on grippy rubber treads.

Lyst Marketplace

$169.95

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Toteme Off-white 'the Canvas' Penny Loafers

Toteme Off-white 'the Canvas' Penny Loafers

Women's Totême Toteme Off-white 'the Canvas' Penny Loafers - Black Cotton- and linen-blend canvas loafers in off-white. Buffed lambskin trim throughout. ... more

Toteme Off-white 'the Canvas' Penny Loafers

Women's Totême Toteme Off-white 'the Canvas' Penny Loafers - Black Cotton- and linen-blend canvas loafers in off-white. Buffed lambskin trim throughout.

Lyst Marketplace

$620.00

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Kosmopolis Grip Penny Loafer

Kosmopolis Grip Penny Loafer

Men's Geox Kosmopolis Grip Penny Loafer - Black - Loafers A waterproof membrane and perforated sole lend thermoregulating comfort to a dapper penny loafer rendered in richly textured leather. ... more

Kosmopolis Grip Penny Loafer

Men's Geox Kosmopolis Grip Penny Loafer - Black - Loafers A waterproof membrane and perforated sole lend thermoregulating comfort to a dapper penny loafer rendered in richly textured leather.

Lyst Marketplace

$170.00

FREE shipping

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Berkly Penny Loafer

Berkly Penny Loafer

Men's Dune Berkly Penny Loafer - Blue - Loafers Smooth suede composition and a moc toe make this penny loafer a perfect option for contemporary casual style. ... more

Berkly Penny Loafer

Men's Dune Berkly Penny Loafer - Blue - Loafers Smooth suede composition and a moc toe make this penny loafer a perfect option for contemporary casual style.

Lyst Marketplace

$140.00

FREE shipping

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