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Best Seller
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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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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Best Seller
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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Harlan Penny Loafer

Harlan Penny Loafer

Men's Paul Stuart Harlan Penny Loafer - Brown - Loafers Elevate your look with the suave, classic style of this Italian-crafted penny loafer. Leather upper, lining and sole Made in Italy Men's Shoes. ... more

Harlan Penny Loafer

Men's Paul Stuart Harlan Penny Loafer - Brown - Loafers Elevate your look with the suave, classic style of this Italian-crafted penny loafer. Leather upper, lining and sole Made in Italy Men's Shoes.

Lyst Marketplace

$595.00

FREE shipping

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L'asola Penny Loafer

L'asola Penny Loafer

Men's Zegna L'asola Penny Loafer - Brown - Loafers Named for the buttonholes in finely tailored menswear, this suede loafer from the Italian label features a clean, classic silhouette topped with contrast band. Leather upper, lining and sole Made in... ... more

L'asola Penny Loafer

Men's Zegna L'asola Penny Loafer - Brown - Loafers Named for the buttonholes in finely tailored menswear, this suede loafer from the Italian label features a clean, classic silhouette topped with contrast band. Leather upper, lining and sole Made in...

Lyst Marketplace

$990.00

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Harper Penny Loafer

Harper Penny Loafer

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

Harper Penny Loafer

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

Lyst Marketplace

$349.00

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Mocassino Penny Loafer

Mocassino Penny Loafer

Men's Tod's Mocassino Penny Loafer - White - Loafers A classic penny keeper strap adds a refined flourish to a sharp Italian loafer softened by a supple suede upper. Leather upper, lining and sole Made in Italy Designer Shoes. ... more

Mocassino Penny Loafer

Men's Tod's Mocassino Penny Loafer - White - Loafers A classic penny keeper strap adds a refined flourish to a sharp Italian loafer softened by a supple suede upper. Leather upper, lining and sole Made in Italy Designer Shoes.

Lyst Marketplace

$825.00 $477.01

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Jago Suede Penny Loafer

Jago Suede Penny Loafer

Men's AllSaints Jago Suede Penny Loafer - Natural - Loafers Soft suede and contrast stitching further the relaxed, wear-everywhere appeal of a penny loafer set on a sole of cushy crepe rubber. Leather upper and lining/rubber sole Made in Portugal. ... more

Jago Suede Penny Loafer

Men's AllSaints Jago Suede Penny Loafer - Natural - Loafers Soft suede and contrast stitching further the relaxed, wear-everywhere appeal of a penny loafer set on a sole of cushy crepe rubber. Leather upper and lining/rubber sole Made in Portugal.

Lyst Marketplace

$299.00

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L'asola Suede Penny Loafer

L'asola Suede Penny Loafer

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

L'asola Suede Penny Loafer

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

Lyst Marketplace

$990.00

FREE shipping

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Suede Penny Loafers

Suede Penny Loafers

Men's Rhude Suede Penny Loafers - Black Suede loafers in black. Blanket stitching throughout. ... more

Suede Penny Loafers

Men's Rhude Suede Penny Loafers - Black Suede loafers in black. Blanket stitching throughout.

Lyst Marketplace

$720.00 $425.00

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Townee Tri-tone Penny Loafer

Townee Tri-tone Penny Loafer

Men's VINNY'S Townee Tri-tone Penny Loafer - Blue - Loafers A classic penny keeper and an apron toe lend timeless sophistication to a leather loafer that will elevate your polished style. Leather upper, lining and sole Made in Portugal Black... ... more

Townee Tri-tone Penny Loafer

Men's VINNY'S Townee Tri-tone Penny Loafer - Blue - Loafers A classic penny keeper and an apron toe lend timeless sophistication to a leather loafer that will elevate your polished style. Leather upper, lining and sole Made in Portugal Black...

Lyst Marketplace

$350.00

FREE shipping

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Tonio Penny Loafer

Tonio Penny Loafer

Men's Bruno Magli Tonio Penny Loafer - Brown - 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 - Brown - 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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Jimmy Penny Loafer

Jimmy Penny Loafer

Men's Donald J Pliner Jimmy Penny Loafer - Orange - Loafers Reptile-embossed leather pairs with velvety-soft suede on this richly textured penny loafer grounded on a lightweight, sneaker-inspired sole. Memory foam cushioning Leather upper and... ... more

Jimmy Penny Loafer

Men's Donald J Pliner Jimmy Penny Loafer - Orange - Loafers Reptile-embossed leather pairs with velvety-soft suede on this richly textured penny loafer grounded on a lightweight, sneaker-inspired sole. Memory foam cushioning Leather upper and...

Lyst Marketplace

$285.00 $199.50

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Durbin Penny Loafer

Durbin Penny Loafer

Men's Gordon Rush Durbin Penny Loafer - Gray - Loafers Fine craftsmanship and Italian leather brings a refined look to a timeless loafer with a breathable leather lining and Ortho Lite® insole that offer lasting comfort. ... more

Durbin Penny Loafer

Men's Gordon Rush Durbin Penny Loafer - Gray - Loafers Fine craftsmanship and Italian leather brings a refined look to a timeless loafer with a breathable leather lining and Ortho Lite® insole that offer lasting comfort.

Lyst Marketplace

$245.00 $169.90

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Rucci Penny Loafer

Rucci Penny Loafer

Men's Florsheim Rucci Penny Loafer - Black - Loafers Mixed textures and a classic penny keeper lend visual intrigue to a sophisticated leather loafer set on a cushioned footbed and flexible rubber sole. ... more

Rucci Penny Loafer

Men's Florsheim Rucci Penny Loafer - Black - Loafers Mixed textures and a classic penny keeper lend visual intrigue to a sophisticated leather loafer set on a cushioned footbed and flexible rubber sole.

Lyst Marketplace

$130.00

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Gommino Penny Slot Loafers

Gommino Penny Slot Loafers

Men's Tod's Gommino Penny Slot Loafers - Gray Dimensions: Heel: 3.5cm, Sole: 2cm 100% Calf Leather, 100% Rubber. Made in Italy. ... more

Gommino Penny Slot Loafers

Men's Tod's Gommino Penny Slot Loafers - Gray Dimensions: Heel: 3.5cm, Sole: 2cm 100% Calf Leather, 100% Rubber. Made in Italy.

Lyst Marketplace

$630.53 $472.14

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Fred Penny Loafer

Fred Penny Loafer

Men's Sandro Moscoloni Fred Penny Loafer - Blue - Loafers The Fred penny loafer from Sandro Moscoloni is a classic add to your wardrobe. Finsih off a formal look with this sleek leather pair that sports a cushioned footbed for added comfort. Leather... ... more

Fred Penny Loafer

Men's Sandro Moscoloni Fred Penny Loafer - Blue - Loafers The Fred penny loafer from Sandro Moscoloni is a classic add to your wardrobe. Finsih off a formal look with this sleek leather pair that sports a cushioned footbed for added comfort. Leather...

Lyst Marketplace

$179.99

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Leather Penny Loafers

Leather Penny Loafers

Men's Allen Edmonds Leather Penny Loafers - Blue Allen Edmonds penny loafers in leather Handsewn construction Flat heel Round moc toe Penny keeper strap Leather lining Flexible rubber tread sole Slipon style Imported ... more

Leather Penny Loafers

Men's Allen Edmonds Leather Penny Loafers - Blue Allen Edmonds penny loafers in leather Handsewn construction Flat heel Round moc toe Penny keeper strap Leather lining Flexible rubber tread sole Slipon style Imported

Lyst Marketplace

$300.00

FREE shipping

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'cap Vert' Penny Loafer

'cap Vert' Penny Loafer

Men's Mephisto 'cap Vert' Penny Loafer - Black - Loafers Handcrafted by trained artisans, with an aniline-dyed water-repellent leather upper for the ultimate in breathability and durability. The latex foam midsole absorbs shock from walking and... ... more

'cap Vert' Penny Loafer

Men's Mephisto 'cap Vert' Penny Loafer - Black - Loafers Handcrafted by trained artisans, with an aniline-dyed water-repellent leather upper for the ultimate in breathability and durability. The latex foam midsole absorbs shock from walking and...

Lyst Marketplace

$375.00

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Medusa Coin Penny Driving Loafer

Medusa Coin Penny Driving Loafer

Men's Versace Medusa Coin Penny Driving Loafer - Green - 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 - Green - 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 $465.00

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Dickerson Penny Loafer

Dickerson Penny Loafer

Men's To Boot New York Dickerson Penny Loafer - Black - Loafers A classic penny keeper and sleek leather construction lend timeless sophistication to a polished loafer perfect for any occasion. Leather upper and lining/leather and rubber sole Made in... ... more

Dickerson Penny Loafer

Men's To Boot New York Dickerson Penny Loafer - Black - Loafers A classic penny keeper and sleek leather construction lend timeless sophistication to a polished loafer perfect for any occasion. Leather upper and lining/leather and rubber sole Made in...

Lyst Marketplace

$425.00

FREE shipping

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Supersport Moc Toe Penny Loafer

Supersport Moc Toe Penny Loafer

Men's Allen Edmonds Supersport Moc Toe Penny Loafer - White - 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 - White - 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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Platform Penny Loafer

Platform Penny Loafer

Men's Rag & Bone Platform Penny Loafer - Natural - Loafers A scalloped tongue and lugged platform sole lend unexpected dimension to a suede penny loafer kept comfortable with an OrthoLite® insole. ... more

Platform Penny Loafer

Men's Rag & Bone Platform Penny Loafer - Natural - Loafers A scalloped tongue and lugged platform sole lend unexpected dimension to a suede penny loafer kept comfortable with an OrthoLite® insole.

Lyst Marketplace

$428.00

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Croftwood Penny Loafers

Croftwood Penny Loafers

Men's Burberry Croftwood Penny Loafers - Black Polished calfskin loafers in black. ... more

Croftwood Penny Loafers

Men's Burberry Croftwood Penny Loafers - Black Polished calfskin loafers in black.

Lyst Marketplace

$790.00

FREE shipping

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Yardee Penny Loafer

Yardee Penny Loafer

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

FREE shipping

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The Fitz Penny Loafer

The Fitz Penny Loafer

Men's Taft The Fitz Penny Loafer - Brown - Loafers Unexpected patterns, colors and textures elevate a penny loafer that's crafted in Spain and styled to bring a distinctive finish to any favorite look. Cushioned footbed Leather and textile or synthetic... ... more

The Fitz Penny Loafer

Men's Taft The Fitz Penny Loafer - Brown - Loafers Unexpected patterns, colors and textures elevate a penny loafer that's crafted in Spain and styled to bring a distinctive finish to any favorite look. Cushioned footbed Leather and textile or synthetic...

Lyst Marketplace

$275.00

FREE shipping

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Country Club Penny Loafer

Country Club Penny Loafer

Men's Floafers Country Club Penny Loafer - Brown 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 - Brown 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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Slip-on Penny Loafers

Slip-on Penny Loafers

Men's Doucal's Slip-on Penny Loafers - Brown Dimensions: Heel: 2.5cm 100% Calf Leather. Made in Italy. ... more

Slip-on Penny Loafers

Men's Doucal's Slip-on Penny Loafers - Brown Dimensions: Heel: 2.5cm 100% Calf Leather. Made in Italy.

Lyst Marketplace

$411.45 $335.74

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Men Penny Loafer With Gancini Ornament

Men Penny Loafer With Gancini Ornament

Men's Ferragamo Men Penny Loafer With Gancini Ornament - Natural - 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... ... more

Men Penny Loafer With Gancini Ornament

Men's Ferragamo Men Penny Loafer With Gancini Ornament - Natural - 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...

Lyst Marketplace

$950.00 $571.00

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Rucci Apron Toe Penny Loafer

Rucci Apron Toe Penny Loafer

Men's Florsheim Rucci Apron Toe Penny Loafer - Blue - Loafers A classic penny strap and simple apron toe bring understated distinction to a loafer made of fine-grain leather that adds polish to any formal look. ... more

Rucci Apron Toe Penny Loafer

Men's Florsheim Rucci Apron Toe Penny Loafer - Blue - Loafers A classic penny strap and simple apron toe bring understated distinction to a loafer made of fine-grain leather that adds polish to any formal look.

Lyst Marketplace

$130.00

FREE shipping

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Civic Penny Loafer

Civic Penny Loafer

Men's Deer Stags Civic Penny Loafer - Black - Loafers No matter the occasion, the answer is always the Deer Stags Civic penny loafer. This heeled slip-on with elastic inserts and memory foam insole is stylish and comfortable enough to be worn for both... ... more

Civic Penny Loafer

Men's Deer Stags Civic Penny Loafer - Black - Loafers No matter the occasion, the answer is always the Deer Stags Civic penny loafer. This heeled slip-on with elastic inserts and memory foam insole is stylish and comfortable enough to be worn for both...

Lyst Marketplace

$59.99

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Harlan Penny Loafer

Harlan Penny Loafer

Men's Paul Stuart Harlan Penny Loafer - Black - Loafers Elevate your look with the suave, classic style of this Italian-crafted penny loafer. Leather upper, lining and sole Made in Italy Men's Shoes. ... more

Harlan Penny Loafer

Men's Paul Stuart Harlan Penny Loafer - Black - Loafers Elevate your look with the suave, classic style of this Italian-crafted penny loafer. Leather upper, lining and sole Made in Italy Men's Shoes.

Lyst Marketplace

$595.00

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

FREE shipping

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Brown Penny Loafer Boots

Brown Penny Loafer Boots

Men's Thom Browne Brown Penny Loafer Boots - Green - Casual boots Ankle-high pebble grained calfskin boots in brown. ... more

Brown Penny Loafer Boots

Men's Thom Browne Brown Penny Loafer Boots - Green - Casual boots Ankle-high pebble grained calfskin boots in brown.

Lyst Marketplace

$990.00 $634.00

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Leather Penny Loafers

Leather Penny Loafers

Men's Tod's Leather Penny Loafers - Brown Tods mens loafers. Shoe style: slip-on. Vamp style: penny loafers. Upper material: leather. Lining material: leather. Solematerial: leather. Tods mens leather penny loafers. Loafers in elegant hammered leather... ... more

Leather Penny Loafers

Men's Tod's Leather Penny Loafers - Brown Tods mens loafers. Shoe style: slip-on. Vamp style: penny loafers. Upper material: leather. Lining material: leather. Solematerial: leather. Tods mens leather penny loafers. Loafers in elegant hammered leather...

Lyst Marketplace

$680.00 $199.00

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Lastra Penny Loafer

Lastra Penny Loafer

Men's Bruno Magli Lastra Penny Loafer - Blue - Loafers Velvety suede textures this crisp Italian-made loafer detailed with subtle double-stitched accents and a classic penny-keeper strap. Leather upper and lining/rubber sole Made in Italy. ... more

Lastra Penny Loafer

Men's Bruno Magli Lastra Penny Loafer - Blue - Loafers Velvety suede textures this crisp Italian-made loafer detailed with subtle double-stitched accents and a classic penny-keeper strap. Leather upper and lining/rubber sole Made in Italy.

Lyst Marketplace

$298.00 $223.50

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Navy Tweed Penny Loafers

Navy Tweed Penny Loafers

Men's Thom Browne Navy Tweed Penny Loafers - Blue Cotton tweed loafers in navy. ... more

Navy Tweed Penny Loafers

Men's Thom Browne Navy Tweed Penny Loafers - Blue Cotton tweed loafers in navy.

Lyst Marketplace

$750.00

FREE shipping

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Maverick Penny Loafer

Maverick Penny Loafer

Men's Rockport Maverick Penny Loafer - Brown - Loafers Get the comfort and flexibility you need with this lugged-sole penny loafer that will keep you moving throughout your day with ease. ... more

Maverick Penny Loafer

Men's Rockport Maverick Penny Loafer - Brown - Loafers Get the comfort and flexibility you need with this lugged-sole penny loafer that will keep you moving throughout your day with ease.

Lyst Marketplace

$125.00

FREE shipping

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