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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

$490.00 $196.00

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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 $99.99

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Best Seller
James Penny Loafer

James Penny Loafer

Men's Vintage Foundry James Penny Loafer - Black - Loafers Spice up your smart casual look with the James penny loafer from Vintage Foundry Co. Featuring a leather construction with cushioned footbed and rubber sole, this slip-on is light in weight and... more

$149.99

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Easy Leather Penny Loafers

Easy Leather Penny Loafers

Men's Santoni Easy Leather Penny Loafers - Black Santoni leather penny loafers from the Easy collection feature a lightweight and comfortable design Each shoe weighs less than 1.65lbs 0.75 in / 20 mm flat heel Round apron toe Penny keeper strap Goat... more

$690.00

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Mr G Patent Leather Penny Loafers

Mr G Patent Leather Penny Loafers

Men's Givenchy Mr G Patent Leather Penny Loafers - Black Givenchy penny loafers in glossy patent leather from the Mr G line Stacked heel Round moc toe Patent leather band with silvertone 4G metal hardware Leather outsole Slipon style Made in Italy more

$925.00

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No Penny Suede Loafers

No Penny Suede Loafers

Men's Christian Louboutin No Penny Suede Loafers - Natural Christian Louboutin has been a trailblazer in the world of footwear since the founding of his label in the early '90s, and today, the same luxury ethos is showcased in each and every creation.... more

$995.00

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Sammy High Shine Penny Loafer

Sammy High Shine Penny Loafer

Men's AllSaints Sammy High Shine Penny Loafer - Black - Loafers Woven trim adds a subtle flourish to this dapper penny loafer crafted from sleek leather for a look of classic sophistication. Leather upper, lining and sole Made in Portugal One or more... more

$299.00

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Varsity Penny Loafer

Varsity Penny Loafer

Men's Thom Browne Varsity Penny Loafer - Green - Loafers Thom Browne Varsity Penny loafer in natural soft raffia with flexible leather sole, almond toe, tonal leather trims, an upper vamp band, embroidered logo patch on the insole and iconic tricolor... more

$1,064.39 $512.33

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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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Perry Suede Penny Loafers

Perry Suede Penny Loafers

Men's Manolo Blahnik Perry Suede Penny Loafers - Brown Upper: suede. Lining: leather. Sole: leather insole and sole. Toe shape: almond toe. Handmade in Italy. Includes: shoe box, dust bag. Designer color name: 2083 Dbrw. more

$895.00

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Carlos Penny Loafer

Carlos Penny Loafer

Men's Santoni Carlos Penny Loafer - Black - Loafers A geometric penny keeper and moc toe add timeless elements to a sophisticated leather loafer grounded by a durable rubber sole. Leather upper and lining/rubber sole Made in Italy more

$990.00

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Keith Penny Loafer

Keith Penny Loafer

Men's Vance Co. Keith Penny Loafer - Brown - Loafers Vance Co. Keith Men s Loafer Head to the office wearing the Keith men s Loafer from Vance Co. This refined Loafer features a faux leather upper with a strap accent and almond-shaped moc toe design. A... more

$109.99

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Cmjay Penny Loafer

Cmjay Penny Loafer

Men's Calvin Klein Cmjay Penny Loafer - Brown - Loafers Calvin Klein CMJay Men s Loafer Finish up your look in the CMJay men s Loafer from Calvin Klein. Featuring a leather upper with an almond toe for sophisticated style, this Slip-On Oxford also has... more

$139.99 $109.99

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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

$234.99

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Suede Penny Loafers

Suede Penny Loafers

Men's Giuseppe Zanotti Suede Penny Loafers - Brown Giuseppe Zanotti "Vegasso" penny loafers in suede Chunky heel with engraved logo signature Round moc toe Penny keeper strap with goldtone hardware Rubber sole Slipon style Made in Italy more

$850.00

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Ettore Leather Casual Penny Loafers

Ettore Leather Casual Penny Loafers

Men's Bruno Magli Ettore Leather Casual Penny Loafers - Black Bruno Magli "Ettore" classic leather penny loafer silhouette with a casual flair 0.50 in / 15 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather lining Rubber... more

$298.00

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Le Loafer Penny Slippers

Le Loafer Penny Slippers

Women's Saint Laurent Le Loafer Penny Slippers - Black - Loafers Dimensions: Heel: 1.5cm 100% Eelskin Leather. Made in Italy. more

$991.56 $721.86

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Penny Loafers

Penny Loafers

Men's Rhude Penny Loafers - Black Buffed leather loafers in black. Tonal blanket stitching throughout. · Almond moc toe · Strap with coin accent at vamp · Buffed leather lining in tan · Stacked leather heel with rubber injection · Leather outsole... more

$825.00 $248.00

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Penny Slip-on Loafers

Penny Slip-on Loafers

Men's Ferragamo Penny Slip-on Loafers - Brown 100% Calf Leather. Made in Italy. more

$817.90 $406.47

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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. Patented tech sole with a durable, waterproof membrane and... more

$160.00

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Yardee Penny Loafer

Yardee Penny Loafer

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

$350.00

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Mocassino Gomma Leggera Suede Penny Loafers

Mocassino Gomma Leggera Suede Penny Loafers

Men's Tod's Mocassino Gomma Leggera Suede Penny Loafers - Blue Tod's loafers with penny bar, stamped Tod's monogram, and rubber outsole with embossed rubber pebbles Flat heel Round toe Rubber outsole Slipon style Made in Italy more

$695.00

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Rock Penny Loafer

Rock Penny Loafer

Men's Santoni Rock Penny Loafer - Blue - Loafers Burnished suede pairs with a chunky lug sole on this polished penny loafer that's sure to elevate any occasion. Leather upper and lining/rubber sole Made in Italy more

$750.00

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'weejuns Larson' Penny Loafers

'weejuns Larson' Penny Loafers

Men's G.H.BASS 'weejuns Larson' Penny Loafers - White G.h. Bass weejuns larson penny loafers handcrafted in two-tone leather. Leather interior and leather sole. Shoehorn included. Composition: leather. Made in: el salvador. more

$276.00 $178.00

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Jaydee Penny Loafer

Jaydee Penny Loafer

Men's Crown Vintage Jaydee Penny Loafer - Brown - Loafers It's Monday moring and you know it's going to be a long week. On top of work you also have a client dinner, your anniversary, and a friend's wedding. While we can't help with clearing your... more

$69.99 $47.98

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Athens Penny Loafer

Athens Penny Loafer

Men's Johnston & Murphy Athens Penny Loafer - Brown - Loafers Add to your collection with the classically designed Athens penny loafer from Johnston & Murphy. This suede pair sports a cushy memory foam footbed for additional support. Suede or leather... more

$128.99

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S Lite Penny Loafer

S Lite Penny Loafer

Men's Ecco S Lite Penny Loafer - Black - Loafers Water-resistant treatment and a supportive footbed offer exceptional comfort in a versatile moc-toe loafer grounded on grippy rubber treads. Water-resistant Removable, cushioned insole with arch support... more

$174.95

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Baldwin Lug Penny Loafer

Baldwin Lug Penny Loafer

Men's Johnston & Murphy Baldwin Lug Penny Loafer - Brown - Loafers A penny keeper strap and moc toe add a classic touch to this dapper leather loafer grounded on a lightweight, flexible sole with grippy lugs. Water-resistant Cushioned footbed with arch... more

$195.00

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Sherman Penny Loafer

Sherman Penny Loafer

Men's Anthony Veer Sherman Penny Loafer - Brown - Loafers You can't go wrong with the Sherman penny loafer from Anthony Veer. The classic design is fully fashioned in leather for high-quality appeal. Leather upper. Slip-on. Decorative Penny Keeper... more

$164.99

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Versity Penny Loafers

Versity Penny Loafers

Men's Thom Browne Versity Penny Loafers - Green Upper: 100% calf suede split leather ,combo1: 100% calf leather ,combo2: 100% polyester ,lining: 100% calf leather ,sole: 100% calf leather ,. Made in italy. Made in Italy. Plain. New with tags. more

$951.00

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Moana Penny Loafer

Moana Penny Loafer

Men's Rodd & Gunn Moana Penny Loafer - Gray - Loafers Smooth suede invigorates the look of a classic penny loafer grounded by a lightweight rubber sole. Leather upper and lining/rubber sole Imported more

$178.00 $142.40

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Skyley Penny Loafer

Skyley Penny Loafer

Men's ALDO Skyley Penny Loafer - Black - Loafers A classic penny keeper and moc toe add timeless elements to a leather loafer grounded by a durable lug sole. Leather upper/recycled-polyester lining/synthetic sole Imported more

$135.00

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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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Soft Suede Penny Loafers

Soft Suede Penny Loafers

Men's John Lobb Soft Suede Penny Loafers - Gray John Lobb loafers in suede/leather and rubber Stacked heel Round moc toe Notched vamp Penny keeper strap Leather lining Non welted Made in Italy more

$1,000.00

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Gommini Bicolor Chain Driver Penny Loafers

Gommini Bicolor Chain Driver Penny Loafers

Women's Tod's Gommini Bicolor Chain Driver Penny Loafers - Natural Tod's driver loafers in soft calf leather with contrast leather chain accent. 0.17 in / 5 mm flat heel. Round moc toe. Keeper strap at notched vamp. Slipon style. Leather lining.... more

$875.00

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Thom E Shearling Penny Loafers

Thom E Shearling Penny Loafers

Men's Thom Browne Thom E Shearling Penny Loafers - Black Calfskin suede loafers in black. more

$950.00

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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. Leather upper/synthetic lining and sole Imported more

$140.00

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Aalto Penny Loafer

Aalto Penny Loafer

Men's ALDO Aalto Penny Loafer - Black - Loafers A herringbone-textured vamp lends a contemporary touch to this leather penny loafer set on a flexible sole. Leather upper/recycled-polyester, textile and synthetic lining/rubber sole Imported more

$145.00

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Penny Loafer Slingback Sandal

Penny Loafer Slingback Sandal

Men's Thom Browne Penny Loafer Slingback Sandal - 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 strap with buckle... more

$820.00

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Smooth Leather Penny Loafers

Smooth Leather Penny Loafers

Men's Tod's Smooth Leather Penny Loafers - Black Tod's penny loafers in smooth calf leather Stacked heel Round moc toe Penny keeper strap Tongue with stamped monogram Pebbled rubber outsole Slipon style Clean with a soft bristled brush Made in Italy more

$695.00

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