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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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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 $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

$400.00

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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

$325.00

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Lyles Penny Loafer

Lyles Penny Loafer

Men's Johnston & Murphy Lyles Penny Loafer - Brown - Loafers Classic and comfortable, this loafer made of polished leather features a traditional penny strap and a roomy moc toe for easy, wear-with-anything appeal. more

$165.00

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Carlos Penny Loafer

Carlos Penny Loafer

Men's Santoni Carlos Penny Loafer - Blue - 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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Penny Loafer

Penny Loafer

Men's Canali Penny Loafer - Natural - Loafers Beige suede lends velvety texture to a polished penny loafer carved with a curved slot and set on a grippy rubber sole. Leather upper/textile lining/rubber sole Made in Italy. more

$575.00

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Ascanio Penny Loafer

Ascanio Penny Loafer

Men's Geox Ascanio Penny Loafer - Black - Loafers A classic penny keeper lends luxe appeal to a rich leather loafer grounded by a cushioned footbed and patented tech sole. more

$130.00

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Yardee Penny Loafer

Yardee Penny Loafer

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

$340.00

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Club Classic Penny Loafer

Club Classic Penny Loafer

Men's Stuart Weitzman Club Classic Penny Loafer - Black - Loafers Classic and versatile, this loafer topped with a traditional penny strap features a softly squared apron toe and a smart, streamlined profile. Leather upper and lining/rubber sole Made... more

$495.00

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Zaffiro Penny Loafer

Zaffiro Penny Loafer

Men's Florsheim Zaffiro Penny Loafer - Brown - Loafers Diversify your formal and professional wardrobe with the Zaffiro moc toe penny loafer from Florsheim. Crafted from leather, this pair sports a classic silhouette for a versatile addition to your... more

$129.99

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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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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

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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 $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

$560.00

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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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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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Newman Leather Penny Loafers

Newman Leather Penny Loafers

Men's Allen Edmonds Newman Leather Penny Loafers - Black Allen Edmonds "Newman" penny loafers in premium calfskin leather with an antique finish Comfortable, handsewn construction 0.50 in / 15 mm stacked heel Round moc toe Penny keeper strap Padded... more

$375.00

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Tucker Penny Loafer

Tucker Penny Loafer

Men's ALDO Tucker Penny Loafer - Black - Loafers A classic penny keeper and rich leather lend luxe elements to a sophisticated loafer set on a cushioned footbed and flexible rubber sole. more

$135.00

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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

$129.00

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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

$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

$721.37 $277.01

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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

$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

$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

$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

$399.00

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