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Best Seller
Parliament Penny Loafer

Parliament Penny Loafer

Men's Ted Baker Parliament Penny Loafer - Brown - Loafers Memory foam cushioning ensures the comfort of a classic penny loafer constructed from soft suede and grounded by a flexible rubber sole. ... more

Parliament Penny Loafer

Men's Ted Baker Parliament Penny Loafer - Brown - Loafers Memory foam cushioning ensures the comfort of a classic penny loafer constructed from soft suede and grounded by a flexible rubber sole.

Lyst Marketplace

$170.00

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Parliament Penny Loafer

Parliament Penny Loafer

Men's Ted Baker Parliament Penny Loafer - Gray - Loafers Memory foam cushioning ensures the comfort of a classic penny loafer constructed from soft suede and grounded by a flexible rubber sole. ... more

Parliament Penny Loafer

Men's Ted Baker Parliament Penny Loafer - Gray - Loafers Memory foam cushioning ensures the comfort of a classic penny loafer constructed from soft suede and grounded by a flexible rubber sole.

Lyst Marketplace

$170.00

FREE shipping

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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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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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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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Gommino Round Toe Penny Loafers

Gommino Round Toe Penny Loafers

Men's Tod's Gommino Round Toe Penny Loafers - Brown 100% Calf Leather, 100% Rubber, 100% Calf Suede. Made in Italy. ... more

Gommino Round Toe Penny Loafers

Men's Tod's Gommino Round Toe Penny Loafers - Brown 100% Calf Leather, 100% Rubber, 100% Calf Suede. Made in Italy.

Lyst Marketplace

$587.78 $445.78

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Wakith Suede Apron Toe Penny Loafer

Wakith Suede Apron Toe Penny Loafer

Men's ALDO Wakith Suede Apron Toe Penny Loafer - Brown - Loafers Classic and versatile, this loafer made of brushed suede features a contoured penny strap and classic apron toe for a smart, streamlined look. ... more

Wakith Suede Apron Toe Penny Loafer

Men's ALDO Wakith Suede Apron Toe Penny Loafer - Brown - Loafers Classic and versatile, this loafer made of brushed suede features a contoured penny strap and classic apron toe for a smart, streamlined look.

Lyst Marketplace

$128.00

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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. ... 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.

Lyst Marketplace

$175.00

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Athens Penny Driving Loafer

Athens Penny Driving Loafer

Men's Johnston & Murphy Athens Penny Driving Loafer - Blue - Loafers Sleek and sporty, this loafer made of Brazilian leather features a classic penny strap and foam cushioning set atop a lugged driver sole that wraps up the heel. Removable memory foam... ... more

Athens Penny Driving Loafer

Men's Johnston & Murphy Athens Penny Driving Loafer - Blue - Loafers Sleek and sporty, this loafer made of Brazilian leather features a classic penny strap and foam cushioning set atop a lugged driver sole that wraps up the heel. Removable memory foam...

Lyst Marketplace

$129.00

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James Penny Loafers

James Penny Loafers

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

James Penny Loafers

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

Lyst Marketplace

$657.51 $570.99

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Yardee Penny Loafer

Yardee Penny Loafer

Men's VINNY'S Yardee Penny Loafer - Brown - Loafers A crepe rubber sole grounds this rich suede penny loafer fashioned with a cushioned footbed for daylong comfort. Cushioned footbed Leather upper and lining/rubber sole Made in Portugal Black... ... more

Yardee Penny Loafer

Men's VINNY'S Yardee Penny Loafer - Brown - Loafers A crepe rubber sole grounds this rich suede penny loafer fashioned with a cushioned footbed for daylong comfort. Cushioned footbed Leather upper and lining/rubber sole Made in Portugal Black...

Lyst Marketplace

$270.00 $135.00

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Garret Penny Loafer

Garret Penny Loafer

Men's Paul Stuart Garret Penny Loafer - Purple - Loafers Elevate your formal staples with this Italian-made leather loafer built on a crisp stacked heel and embellished with a classic penny keeper strap. Leather upper, lining and sole Made in Italy. ... more

Garret Penny Loafer

Men's Paul Stuart Garret Penny Loafer - Purple - Loafers Elevate your formal staples with this Italian-made leather loafer built on a crisp stacked heel and embellished with a classic penny keeper strap. Leather upper, lining and sole Made in Italy.

Lyst Marketplace

$560.00

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Croftwood Check Leather Penny Loafer

Croftwood Check Leather Penny Loafer

Men's Burberry Croftwood Check Leather Penny Loafer - Black - Loafers Burberry's iconic check framed in apron-toe stitching lets you go bold and distinctive in a penny loafer that's crafted smartly from polished Italian leather. Leather upper, lining... ... more

Croftwood Check Leather Penny Loafer

Men's Burberry Croftwood Check Leather Penny Loafer - Black - Loafers Burberry's iconic check framed in apron-toe stitching lets you go bold and distinctive in a penny loafer that's crafted smartly from polished Italian leather. Leather upper, lining...

Lyst Marketplace

$790.00 $474.00

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Bateau Water Resistant Penny Loafer

Bateau Water Resistant Penny Loafer

Men's J.M. Weston Bateau Water Resistant Penny Loafer - Blue - Loafers Inspired by classic boat shoes, this loafer made of water-resistant leather features bright stitching that matches the grippy sole for a smart, prepster look. Water-resistant... ... more

Bateau Water Resistant Penny Loafer

Men's J.M. Weston Bateau Water Resistant Penny Loafer - Blue - Loafers Inspired by classic boat shoes, this loafer made of water-resistant leather features bright stitching that matches the grippy sole for a smart, prepster look. Water-resistant...

Lyst Marketplace

$845.00

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Sw Club La Penny Loafer Men's

Sw Club La Penny Loafer Men's

Men's Stuart Weitzman Sw Club La Penny Loafer Men's - Black - Loafers The SW CLUB LA PENNY LOAFER features a unique mixed-material design that pairs a leather upper with stretch panels in a nod to our signature brand code. It is crafted by our artisans... ... more

Sw Club La Penny Loafer Men's

Men's Stuart Weitzman Sw Club La Penny Loafer Men's - Black - Loafers The SW CLUB LA PENNY LOAFER features a unique mixed-material design that pairs a leather upper with stretch panels in a nod to our signature brand code. It is crafted by our artisans...

Lyst Marketplace

$450.00

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Townee Penny Loafer

Townee Penny Loafer

Men's VINNY'S Townee Penny Loafer - Black - Loafers A classic penny keeper and moc toe lend timeless sophistication to a versatile loafer rendered in polished leather. Cushioned footbed Leather upper and lining/rubber sole Made in Portugal Black... ... more

Townee Penny Loafer

Men's VINNY'S Townee Penny Loafer - Black - Loafers A classic penny keeper and moc toe lend timeless sophistication to a versatile loafer rendered in polished leather. Cushioned footbed Leather upper and lining/rubber sole Made in Portugal Black...

Lyst Marketplace

$380.00

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Solomeo Penny Loafer

Solomeo Penny Loafer

Men's Mezlan Solomeo Penny Loafer - Brown - Loafers A woven upper and geometric penny keeper add modern elements to a sophisticated leather loafer featuring a slender moc toe. Cushioned footbed Leather upper, lining and sole Made in Spain. ... more

Solomeo Penny Loafer

Men's Mezlan Solomeo Penny Loafer - Brown - Loafers A woven upper and geometric penny keeper add modern elements to a sophisticated leather loafer featuring a slender moc toe. Cushioned footbed Leather upper, lining and sole Made in Spain.

Lyst Marketplace

$450.00

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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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Randolph Leather Penny Loafers

Randolph Leather Penny Loafers

Men's Allen Edmonds Randolph Leather Penny Loafers - Brown Allen Edmonds "Randolph" penny loafers in smooth leather Stacked heel Round toe Silvertone bit strap Leather lining Slip-on style Made in USA. ... more

Randolph Leather Penny Loafers

Men's Allen Edmonds Randolph Leather Penny Loafers - Brown Allen Edmonds "Randolph" penny loafers in smooth leather Stacked heel Round toe Silvertone bit strap Leather lining Slip-on style Made in USA.

Lyst Marketplace

$450.00

FREE shipping

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Seaport Penny Loafer

Seaport Penny Loafer

Women's Sperry Top-Sider Seaport Penny Loafer - Brown - 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 - Brown - 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

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Thorne Penny Loafer

Thorne Penny Loafer

Men's John Lobb Thorne Penny Loafer - Black - Loafers Finely crafted in Italy from supple leather, this penny loafer is set on a rubber sole with a 'Rasp' tread, an homage to traditional tools used in shoemaking. Leather upper and lining/rubber sole... ... more

Thorne Penny Loafer

Men's John Lobb Thorne Penny Loafer - Black - Loafers Finely crafted in Italy from supple leather, this penny loafer is set on a rubber sole with a 'Rasp' tread, an homage to traditional tools used in shoemaking. Leather upper and lining/rubber sole...

Lyst Marketplace

$990.00

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Carlos Penny Loafer

Carlos Penny Loafer

Men's Santoni Carlos Penny Loafer - Brown - 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 - Brown - 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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Walden Penny Loafer

Walden Penny Loafer

Men's Camper Walden Penny Loafer - Brown - 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 - Brown - 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

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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

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Black Varsity Penny Loafers

Black Varsity Penny Loafers

Men's Thom Browne Black Varsity Penny Loafers Grosgrain loafers in black. Grained leather piping throughout. ... more

Black Varsity Penny Loafers

Men's Thom Browne Black Varsity Penny Loafers Grosgrain loafers in black. Grained leather piping throughout.

Lyst Marketplace

$950.00 $589.00

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Penny Loafer Sneaker

Penny Loafer Sneaker

Men's Tod's Penny Loafer Sneaker - Blue - 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 Italy... ... more

Penny Loafer Sneaker

Men's Tod's Penny Loafer Sneaker - Blue - 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 Italy...

Lyst Marketplace

$695.00

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Athens Penny Driving Loafer

Athens Penny Driving Loafer

Men's Johnston & Murphy Athens Penny Driving Loafer - Brown - Loafers Sleek and sporty, this loafer made of Brazilian leather features a classic penny strap and foam cushioning set atop a lugged driver sole that wraps up the heel. Removable memory foam... ... more

Athens Penny Driving Loafer

Men's Johnston & Murphy Athens Penny Driving Loafer - Brown - Loafers Sleek and sporty, this loafer made of Brazilian leather features a classic penny strap and foam cushioning set atop a lugged driver sole that wraps up the heel. Removable memory foam...

Lyst Marketplace

$129.00

FREE shipping

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Wakith Penny Loafer

Wakith Penny Loafer

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

Wakith Penny Loafer

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

Lyst Marketplace

$118.99

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Logo Plaque Penny Loafers

Logo Plaque Penny Loafers

Men's Dolce & Gabbana Logo Plaque Penny Loafers - White Dimensions: Heel: 1.5cm, Sole: 1cm. 100% Buckskin Leather. Made in Italy.. ... more

Logo Plaque Penny Loafers

Men's Dolce & Gabbana Logo Plaque Penny Loafers - White Dimensions: Heel: 1.5cm, Sole: 1cm. 100% Buckskin Leather. Made in Italy..

Lyst Marketplace

$721.37 $277.01

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Belted Penny Loafer

Belted Penny Loafer

Men's J.W. Anderson Belted Penny Loafer - Brown - Loafers The classic penny loafer gets updated with a logo-engraved buckled belt wrapping the moc-stitched toe. Padded footbed Leather upper and lining/rubber sole Made in Italy Designer Shoes. ... more

Belted Penny Loafer

Men's J.W. Anderson Belted Penny Loafer - Brown - Loafers The classic penny loafer gets updated with a logo-engraved buckled belt wrapping the moc-stitched toe. Padded footbed Leather upper and lining/rubber sole Made in Italy Designer Shoes.

Lyst Marketplace

$875.00 $525.00

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Phillip Penny Loafer

Phillip Penny Loafer

Men's Sandro Moscoloni Phillip Penny Loafer - Brown - Loafers Finish off a semi-formal, casual or professional look with the versatile Phillip penny loafer from Sandro Moscoloni. This leather pair sports a classic look offset by a lugged sole for... ... more

Phillip Penny Loafer

Men's Sandro Moscoloni Phillip Penny Loafer - Brown - Loafers Finish off a semi-formal, casual or professional look with the versatile Phillip penny loafer from Sandro Moscoloni. This leather pair sports a classic look offset by a lugged sole for...

Lyst Marketplace

$179.99

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Gerry Penny Loafer

Gerry Penny Loafer

Men's Anthony Veer Gerry Penny Loafer - Black - Loafers Stay grounded in this supple leather pair of timeless dress shoes from Anthony Veer. The Gerry penny loafer is expertly designed with a stacked heel, recraftable leather outsole, and Goodyear welt... ... more

Gerry Penny Loafer

Men's Anthony Veer Gerry Penny Loafer - Black - Loafers Stay grounded in this supple leather pair of timeless dress shoes from Anthony Veer. The Gerry penny loafer is expertly designed with a stacked heel, recraftable leather outsole, and Goodyear welt...

Lyst Marketplace

$199.99

FREE shipping

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Adacter Penny Loafer

Adacter Penny Loafer

Men's Geox Adacter Penny Loafer - Gray - Loafers A supple suede upper and classic penny keeper lend luxe elements to a sophisticated loafer grounded by a cushioned footbed and durable sole. ... more

Adacter Penny Loafer

Men's Geox Adacter Penny Loafer - Gray - Loafers A supple suede upper and classic penny keeper lend luxe elements to a sophisticated loafer grounded by a cushioned footbed and durable sole.

Lyst Marketplace

$160.00

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Huxley Suede Espadrille Penny Loafers

Huxley Suede Espadrille Penny Loafers

Men's Paul Stuart Huxley Suede Espadrille Penny Loafers - Natural Paul Stuart "Huxley" penny loafers in calf suede Braidedjute flat heel Round moc toe Suede penny keeper strap Leather lining Rubber crepe sole Slipon style Made in Portugal ... more

Huxley Suede Espadrille Penny Loafers

Men's Paul Stuart Huxley Suede Espadrille Penny Loafers - Natural Paul Stuart "Huxley" penny loafers in calf suede Braidedjute flat heel Round moc toe Suede penny keeper strap Leather lining Rubber crepe sole Slipon style Made in Portugal

Lyst Marketplace

$460.00

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Thom E Penny Loafer Slingback Sandal At Nordstrom

Thom E Penny Loafer Slingback Sandal At Nordstrom

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

Thom E Penny Loafer Slingback Sandal At Nordstrom

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

Lyst Marketplace

$820.00

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Tesoro Penny Loafer

Tesoro Penny Loafer

Men's To Boot New York Tesoro Penny Loafer - Brown - Loafers Streamlined design showcases the rich leather of a timeless penny loafer built with cushioned arch support and a flexible sole for superior comfort. Cushioned insole with arch support Leather... ... more

Tesoro Penny Loafer

Men's To Boot New York Tesoro Penny Loafer - Brown - Loafers Streamlined design showcases the rich leather of a timeless penny loafer built with cushioned arch support and a flexible sole for superior comfort. Cushioned insole with arch support Leather...

Lyst Marketplace

$399.00

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Vinny’S ’S Townee Leather Penny Loafers

Vinny’S ’S Townee Leather Penny Loafers

Men's VINNY'S Vinny’S ’S Townee Leather Penny Loafers - Black Known for its dress shoes crafting history, the Danish brand, Vinny, presents its interpretation of iconic Penny loafers. Made from polished leather, they feature soft footbeds that offer... ... more

Vinny’S ’S Townee Leather Penny Loafers

Men's VINNY'S Vinny’S ’S Townee Leather Penny Loafers - Black Known for its dress shoes crafting history, the Danish brand, Vinny, presents its interpretation of iconic Penny loafers. Made from polished leather, they feature soft footbeds that offer...

Lyst Marketplace

$220.32

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Karter Perforated Suede Penny Loafers

Karter Perforated Suede Penny Loafers

Women's La Canadienne Karter Perforated Suede Penny Loafers - Brown La Canadienne "Karter" loafers in perforated suede 1.50 in / 40 mm block heel Round toe Notched vamp Penny keeper strap Lining: Leather Slipon style Rubber outsole Made in Italy ... more

Karter Perforated Suede Penny Loafers

Women's La Canadienne Karter Perforated Suede Penny Loafers - Brown La Canadienne "Karter" loafers in perforated suede 1.50 in / 40 mm block heel Round toe Notched vamp Penny keeper strap Lining: Leather Slipon style Rubber outsole Made in Italy

Lyst Marketplace

$435.00

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Raging Leather Penny Loafers

Raging Leather Penny Loafers

Men's Bruno Magli Raging Leather Penny Loafers - Black Bruno Magli "Raging" loafers in brushed Italian calf leather 1.25 in / 30 mm stacked heel Almond toe Penny keeper strap Leather lining Rubber outsole Item Weight (Lbs.): 3.0 Slipon style Item runs... ... more

Raging Leather Penny Loafers

Men's Bruno Magli Raging Leather Penny Loafers - Black Bruno Magli "Raging" loafers in brushed Italian calf leather 1.25 in / 30 mm stacked heel Almond toe Penny keeper strap Leather lining Rubber outsole Item Weight (Lbs.): 3.0 Slipon style Item runs...

Lyst Marketplace

$395.00

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