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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

$199.99

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Gerry Penny Loafer

Gerry Penny Loafer

Men's Anthony Veer Gerry Penny Loafer - Red - 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

$139.99

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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

$140.00

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Luis Penny Loafer

Luis Penny Loafer

Men's Kurt Geiger Luis Penny Loafer - Blue - Loafers A subtle penny keeper and moc toe add timeless sophistication to a versatile loafer rendered in rich leather. Cushioned footbed with arch support Leather upper, lining and sole Made in Portugal. more

$185.00

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Varsity Penny Loafer

Varsity Penny Loafer

Men's Thom Browne Varsity Penny Loafer - Loafers Supple calfskin leather throughout ensures comfort and flexibility as it also elevates this handsome Italian loafer with a bit of branding on the heel loop. Leather upper, lining and sole Made in Italy... more

$850.00

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Berkly Penny Loafer

Berkly Penny Loafer

Men's Dune Berkly Penny Loafer - Brown - Loafers Pull together your look with the effortlessly polished style of this contemporary take on a classic penny loafer. more

$140.00

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St.1 Hybrid Penny Loafer

St.1 Hybrid Penny Loafer

Men's Ecco St.1 Hybrid Penny Loafer - Brown - Loafers ECCO FLUIDFORM tech brings an anatomical fit and more energy return, ensuring comfort in this easy-on leather loafer. Advanced SHOCK THRU point provides shock absorption, resulting in a feel that's... more

$249.95

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Rucci Penny Loafer

Rucci Penny Loafer

Men's Florsheim Rucci Penny Loafer - Brown - Loafers Add flair to your smart look with the Rucci penny loafer from Florsheim. Crafted from rich leather, this slip-on seamlessly blends elegance with timeless style. With its fully cushioned insole and... more

$99.99

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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

$370.00

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Kahlil Penny Loafer

Kahlil Penny Loafer

Men's Vance Co. Kahlil Penny Loafer - Black - Loafers Complete your clean and classy look with this Kahlil penny loafer from Vance Co. Featuring a vegan synthetic upper for durability, this slip-on is constructed with Tru Comfort Foam footbed and... more

$69.99

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Tassel Patent Leather Penny Loafers

Tassel Patent Leather Penny Loafers

Men's Our Legacy Tassel Patent Leather Penny Loafers - Black Upper: leather. Lining: leather. Sole: leather insole, rubber sole. Toe shape: round toe. Made in italy. Comes with dust bags. Comes with a box. more

$554.00 $387.00

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Leather Penny Loafers

Leather Penny Loafers

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

$300.00

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Maioco Napa Penny Loafers

Maioco Napa Penny Loafers

Men's Bruno Magli Maioco Napa Penny Loafers - Brown Bruno Magli "Maioco" penny loafers in smooth napa leather 0.25 in / 10 mm flat heel Round apron toe Notched vamp with keeper strap Slipon style Leather lining Leather outsole Spot clean Made in Italy more

$395.00

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Wilde Vegas Strip Leather Penny Loafers

Wilde Vegas Strip Leather Penny Loafers

Men's Duke & Dexter Wilde Vegas Strip Leather Penny Loafers - Black DUKE + DEXTER exclusive "Wilde" penny loafers in bicolor leather with contrast topstitching Features the Las Vegas Strip race car motif 1.00 in / 25 mm stacked heel Round moc toe Penny... more

$340.00

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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

$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

$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

$175.00 $131.25

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Berkley Flex Penny Loafer

Berkley Flex Penny Loafer

Men's Florsheim Berkley Flex Penny Loafer - Brown - Loafers Get classic style and complete comfort in this moc-toe penny loafer constructed with a cushioned footbed, arch support and a flexible sole. more

$124.95

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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

$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

$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

$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

$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

$790.00

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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

$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

$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

$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

$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

$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

$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

$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

$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

$990.00

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Mckinley Leather Penny Loafers

Mckinley Leather Penny Loafers

Men's Magnanni Shoes Mckinley Leather Penny Loafers - Black Magnanni "Mckinley" penny loafers in calf leather Stacked heel Pointed apron toe Penny keeper strap with a patina effect Leather lining and outsole Slipon style Made in Spain more

$495.00

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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

$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

$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

$950.00

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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

$595.00

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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

$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

$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

$795.00

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