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Best Seller
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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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 $203.50

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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

$602.47 $475.96

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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

$673.95 $609.65

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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 $148.50

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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

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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 Loafers

Penny Loafers

Men's Christian Louboutin Penny Loafers - White 100% Calfskin. Made in Italy. ... more

Penny Loafers

Men's Christian Louboutin Penny Loafers - White 100% Calfskin. Made in Italy.

Lyst Marketplace

$980.39 $735.29

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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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Pinch Grand Penny Loafer

Pinch Grand Penny Loafer

Men's Cole Haan Pinch Grand Penny Loafer - Brown - Loafers Grand Energy return foam offers comfort in each step you take in this classic leather penny loafer that will become a staple in your collection. ... more

Pinch Grand Penny Loafer

Men's Cole Haan Pinch Grand Penny Loafer - Brown - Loafers Grand Energy return foam offers comfort in each step you take in this classic leather penny loafer that will become a staple in your collection.

Lyst Marketplace

$228.00

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Pinch Grand Penny Loafer

Pinch Grand Penny Loafer

Men's Cole Haan Pinch Grand Penny Loafer - Brown - Loafers Grand Energy return foam offers comfort in each step you take in this classic leather penny loafer that will become a staple in your collection. ... more

Pinch Grand Penny Loafer

Men's Cole Haan Pinch Grand Penny Loafer - Brown - Loafers Grand Energy return foam offers comfort in each step you take in this classic leather penny loafer that will become a staple in your collection.

Lyst Marketplace

$228.00

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Penny Loafers

Penny Loafers

Men's Thom Browne Penny Loafers - Black Dimensions: Heel: 3.5cm, Sole: 1.5cm 100% Calf Leather. Made in Italy. ... more

Penny Loafers

Men's Thom Browne Penny Loafers - Black Dimensions: Heel: 3.5cm, Sole: 1.5cm 100% Calf Leather. Made in Italy.

Lyst Marketplace

$898.24 $607.41

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Formale Penny Loafer

Formale Penny Loafer

Men's Tod's Formale Penny Loafer - Gray - Loafers A classic keeper strap and exposed handstitching add a refined touch to a sharp Italian loafer crafted in semi-glossy calfskin leather with a pebbled sole. Leather upper and lining/rubber sole Made in... ... more

Formale Penny Loafer

Men's Tod's Formale Penny Loafer - Gray - Loafers A classic keeper strap and exposed handstitching add a refined touch to a sharp Italian loafer crafted in semi-glossy calfskin leather with a pebbled sole. Leather upper and lining/rubber sole Made in...

Lyst Marketplace

$745.00

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Union Square Penny Loafer

Union Square Penny Loafer

Men's Marc Joseph New York Union Square Penny Loafer - Black - Loafers Buttery soft leather covers a classic penny loafer supremely cushioned with a dense footbed and arch support. Leather upper/synthetic lining/leather and rubber sole Made in Brazil. ... more

Union Square Penny Loafer

Men's Marc Joseph New York Union Square Penny Loafer - Black - Loafers Buttery soft leather covers a classic penny loafer supremely cushioned with a dense footbed and arch support. Leather upper/synthetic lining/leather and rubber sole Made in Brazil.

Lyst Marketplace

$195.00

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Parker Leather Casual Penny Loafers

Parker Leather Casual Penny Loafers

Women's Stuart Weitzman Parker Leather Casual Penny Loafers - White Stuart Weitzman "Parker" smooth leather casual penny loafers 1.25 in / 30 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Lightweight, flexible EVA outsole... ... more

Parker Leather Casual Penny Loafers

Women's Stuart Weitzman Parker Leather Casual Penny Loafers - White Stuart Weitzman "Parker" smooth leather casual penny loafers 1.25 in / 30 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Lightweight, flexible EVA outsole...

Lyst Marketplace

$450.00

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Ettore Penny Loafer

Ettore Penny Loafer

Men's Bruno Magli Ettore Penny Loafer - Brown - Loafers Step out in classic style with this traditional loafer crafted from smooth Italian leather with a padded sock liner for additional support. Cushioned insole Leather upper and lining/rubber sole... ... more

Ettore Penny Loafer

Men's Bruno Magli Ettore Penny Loafer - Brown - Loafers Step out in classic style with this traditional loafer crafted from smooth Italian leather with a padded sock liner for additional support. Cushioned insole Leather upper and lining/rubber sole...

Lyst Marketplace

$298.00 $223.50

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Maverick Penny Loafer

Maverick Penny Loafer

Men's Rockport Maverick Penny Loafer - Brown - Loafers Step into timeless elegance with the Rockport Maverick penny loafer. The leather loafer, contrasted by a lug sole, keeps you on the move with its all-day flexibility. Leather upper. Slip-on. Round... ... more

Maverick Penny Loafer

Men's Rockport Maverick Penny Loafer - Brown - Loafers Step into timeless elegance with the Rockport Maverick penny loafer. The leather loafer, contrasted by a lug sole, keeps you on the move with its all-day flexibility. Leather upper. Slip-on. Round...

Lyst Marketplace

$99.99

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Jaydon Penny Driving Loafer

Jaydon Penny Driving Loafer

Men's To Boot New York Jaydon Penny Driving Loafer - Gray - Loafers A classic penny keeper and moc toe add timeless appeal to a leather loafer grounded by a cushioned footbed and segmented driver sole that wraps up the heel. Cushioned footbed with arch... ... more

Jaydon Penny Driving Loafer

Men's To Boot New York Jaydon Penny Driving Loafer - Gray - Loafers A classic penny keeper and moc toe add timeless appeal to a leather loafer grounded by a cushioned footbed and segmented driver sole that wraps up the heel. Cushioned footbed with arch...

Lyst Marketplace

$350.00

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Wilde Racing Flag Leather Penny Loafers

Wilde Racing Flag Leather Penny Loafers

Men's Duke & Dexter Wilde Racing Flag Leather Penny Loafers - Black DUKE + DEXTER exclusive "Wilde" penny loafers in bicolor leather with contrast topstitching Features a printed racing flag motif 1.00 in / 25 mm stacked heel Round moc toe Penny keeper... ... more

Wilde Racing Flag Leather Penny Loafers

Men's Duke & Dexter Wilde Racing Flag Leather Penny Loafers - Black DUKE + DEXTER exclusive "Wilde" penny loafers in bicolor leather with contrast topstitching Features a printed racing flag motif 1.00 in / 25 mm stacked heel Round moc toe Penny keeper...

Lyst Marketplace

$340.00

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Sasso Leather Penny Loafers

Sasso Leather Penny Loafers

Men's Magnanni Shoes Sasso Leather Penny Loafers - Brown Magnanni "Sasso" penny loafers in leather Features a form-fit bologna construction for added flexibility and breathability Stacked heel Round toe Leather lining Penny keeper strap Leather sole... ... more

Sasso Leather Penny Loafers

Men's Magnanni Shoes Sasso Leather Penny Loafers - Brown Magnanni "Sasso" penny loafers in leather Features a form-fit bologna construction for added flexibility and breathability Stacked heel Round toe Leather lining Penny keeper strap Leather sole...

Lyst Marketplace

$495.00

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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

$640.82 $576.74

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Gommino Penny Loafers

Gommino Penny Loafers

Men's Tod's Gommino Penny Loafers - Brown Tod`s Brown Suede Gommino Penny Loafers. Brown Suede upper, penny slot, signature Gommino sole, almond toeline, tonal stitching, slip-on style. ... more

Gommino Penny Loafers

Men's Tod's Gommino Penny Loafers - Brown Tod`s Brown Suede Gommino Penny Loafers. Brown Suede upper, penny slot, signature Gommino sole, almond toeline, tonal stitching, slip-on style.

Lyst Marketplace

$485.75

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