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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

$195.00

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Hamilton Penny Strap Driving Loafer

Hamilton Penny Strap Driving Loafer

Men's Marc Joseph New York Hamilton Penny Strap Driving Loafer - Blue - Loafers A classic penny strap and stitched moc toe bring traditional detailing to a loafer set on plush cushioning and a driving sole made of grippy, segmented rubber. Removable,... more

$175.00

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Best Seller
Baldwin Penny Loafer

Baldwin Penny Loafer

Men's Eastland Baldwin Penny Loafer - Red - Loafers Add to a professional look with the Eastland Baldwin penny loafer. Crafted from leather, this penny loafer sports a cushy memory foam footbed to pads your steps. Leather upper. Slip-on. Round moc toe.... more

$114.99

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Gommino Round Toe Penny Loafers

Gommino Round Toe Penny Loafers

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

$616.22 $504.69

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Formale Penny Loafer

Formale Penny Loafer

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

$795.00

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Cartwright Penny Loafer

Cartwright Penny Loafer

Men's Gordon Rush Cartwright Penny Loafer - Blue - Loafers Elevate your work-to-weekend look with this handsome penny loafer crafted of premium Italian suede and furnished with a breathable lining and OrthoLite® insole. OrthoLite cushioned insole... more

$225.00

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George Leather Penny Loafers

George Leather Penny Loafers

Men's George Cleverley George Leather Penny Loafers - Black Upper: calf leather. Lining: leather. Sole: leather insole and sole. Toe shape: round toe. Made in the UK. Includes: shoe box, dust bags. Designer color name: Black. more

$770.00

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Randy Leather Penny Loafers

Randy Leather Penny Loafers

Men's Manolo Blahnik Randy Leather Penny Loafers - Black Manolo Blahnik "Randy" penny loafers in grained calf leather Stacked heel Round moc toe Penny keeper strap Leather lining and sole Lugpatterned outsole Slipon style Made in Italy more

$895.00

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Newman Leather Penny Loafers

Newman Leather Penny Loafers

Men's Allen Edmonds Newman Leather Penny Loafers - Brown Allen Edmonds "Newman" penny loafers in premium calfskin leather with an antique finish Comfortable, handsewn construction 0.75 in / 20 mm stacked heel Round moc toe Penny keeper strap... more

$375.00

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Fairway Penny Loafer

Fairway Penny Loafer

Men's Barbour Fairway Penny Loafer - White - Loafers Side lacing and grommet details complement a handsome leather penny loafer with features like side embossed logos, arch support and a traction sole. Removable insole with arch support Leather... more

$160.00 $120.00

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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 iconic suede loafer from the Italian label features a clean, classic silhouette. Leather upper, lining and sole Made in Italy Men's Designer... more

$990.00

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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 - Blue - Loafers Classic and versatile, this loafer made of brushed suede features a contoured penny strap and classic apron toe for a smart, streamlined look. Cushioned footbed Leather upper/synthetic... more

$128.00

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Romero Penny Loafer

Romero Penny Loafer

Men's Sandro Moscoloni Romero Penny Loafer - Black - Loafers With a classic look, the Romero penny loafer from Sandro Moscoloni proves a versatile highlight to your collection. This leather pair sports a gel cushioned footbed for added comfort. Leather... more

$189.99

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Legolas Penny Loafer

Legolas Penny Loafer

Men's ALDO Legolas Penny Loafer - Brown - Loafers Staying trendy won't be difficult when you've got the Legolas loafer from Aldo. The leather loafer displays woven-like embossments that accent this versatile pair. A penny-keeper slot reflects the... more

$118.99

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Suede Driver Penny Loafers

Suede Driver Penny Loafers

Men's Giorgio Armani Suede Driver Penny Loafers - Black Giorgio Armani driver loafers in soft calf suede Flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather footbed Leather lining Rubber driver outsole Made in Italy more

$795.00

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Logan Leather Penny Loafer

Logan Leather Penny Loafer

Men's G.H.BASS Logan Leather Penny Loafer - Brown - Loafers This classic penny loafer showcases handsome moc stitching and flat-strap styling for all-day, every-day sophistication. Leather upper, lining and sole Imported more

$175.00

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Albert Penny Loafer

Albert Penny Loafer

Men's Vance Co. Albert Penny Loafer - Brown - Loafers Effortlessly pull off a cool-classy look with the Vance Co Albert loafer. This slip-on features moc stitches and a penny slot that stay impressively classic. A Tru Comfort Foam keeps your comfort... more

$74.99

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Rich Leather Penny Loafers with Rubber Sole

Rich Leather Penny Loafers with Rubber Sole

Men's Bruno Magli Rich Leather Penny Loafers with Rubber Sole - Black A classic penny keeper and streamlined profile distinguish a rich leather loafer grounded by a durable rubber sole. Leather upper and lining/rubber sole Made in Italy more

$375.00

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Medusa '95 Leather Penny Loafers

Medusa '95 Leather Penny Loafers

Men's Versace Medusa '95 Leather Penny Loafers - Black Versace "95" penny loafers in smooth calf leather Featuring Medusa '95 hardware on the penny keeper strap Stacked heel Round moc toe Leather outsole Slip-on style Made in Italy. more

$775.00

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Chalmers Leather Penny Loafers

Chalmers Leather Penny Loafers

Men's Ralph Lauren Chalmers Leather Penny Loafers - Brown Ralph Lauren Home "Chalmers" penny loafers in premium smooth leather Stacked heel Round moc toe Penny keeper strap at vamp Slipon style Made in Italy more

$995.00

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Adam Penny Town Loafers

Adam Penny Town Loafers

Men's Tricker's Adam Penny Town Loafers - Brown 100% Leather. Made in United Kingdom. more

$655.44 $387.69

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Penny No Back Loafers

Penny No Back Loafers

Men's Christian Louboutin Penny No Back Loafers - Black Penny No Back' suede loafers with reclining croc print leather heel tab, and the iconic red leather sole. Composition: more

$1,002.76 $547.51

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Raging Leather Penny Loafers

Raging Leather Penny Loafers

Men's Bruno Magli Raging Leather Penny Loafers - Brown 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

$395.00

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Forino Penny Loafer

Forino Penny Loafer

Men's ALDO Forino Penny Loafer - Brown - Loafers A classic penny keeper and moc toe add timeless elements to a leather loafer grounded by a cushioned footbed and contrasting sole. Memory foam cushioning Leather upper/textile and synthetic... more

$100.00

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Yardee Penny Loafer

Yardee Penny Loafer

Men's VINNY'S Yardee Penny Loafer - Gray - 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 $119.00

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Leather Classic Penny Loafers

Leather Classic Penny Loafers

Women's Tod's Leather Classic Penny Loafers - Black Tod's smooth leather classic penny loafers Flat heel Round moc toe Notched vamp with keeper strap Slipon style Rubber outsole Lining: Leather Made in Italy more

$725.00

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Ma Leather Penny Loafers

Ma Leather Penny Loafers

Men's Amiri Ma Leather Penny Loafers - Black Amiri penny loafers in smooth calf leather feature MA logo hardware on the vamp and heel Stacked heel Round moc toe with perforations Penny keeper strap Slipon style Imported more

$990.00

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Dg Brushed Calfskin Penny Loafers

Dg Brushed Calfskin Penny Loafers

Men's Dolce & Gabbana Dg Brushed Calfskin Penny Loafers - Black Dolceamp;Gabbana brushed calfskin penny loafers from the City Blanco line Features silvertone DG logo hardware Stacked heel Round moc toe Leather lining Calfskin insole with branded label... more

$895.00

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Penny Loafers

Penny Loafers

Men's Ferragamo Penny Loafers - Black 100% Suede. Made in Italy. more

$823.50 $599.51

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Spherica Penny Loafer

Spherica Penny Loafer

Men's Geox Spherica Penny Loafer - Brown - Loafers A classic penny keeper brings sophistication to this leather loafer that's incredibly light and breathable with a durable, signature tech sole. Removable, cushioned insole with arch support Patented... more

$160.00

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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

$340.00

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Rucci Penny Loafer

Rucci Penny Loafer

Men's Florsheim Rucci Penny Loafer - Brown - Loafers Mixed textures and a classic penny keeper lend visual intrigue to a sophisticated leather loafer set on a cushioned footbed and flexible rubber sole. Cushioned footbed Leather upper/textile... more

$130.00

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Gisborne Huarache Penny Loafer

Gisborne Huarache Penny Loafer

Men's Rodd & Gunn Gisborne Huarache Penny Loafer - Brown - Loafers Intricate woven detailing charms the breezy upper of a huarache-inspired penny loafer crafted from rich leather with a sporty, sneaker-inspired sole. Leather upper and lining/rubber... more

$148.00

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Sneaker Sole Penny Loafer

Sneaker Sole Penny Loafer

Men's Canali Sneaker Sole Penny Loafer - Blue - Loafers A grippy rubber cupsole grounds the sporty look of a penny loafer cut from Italian suede and styled to elevate any casual outfit. Leather upper and lining/rubber sole Made in Italy more

$575.00 $230.00

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Leather Penny Loafers

Leather Penny Loafers

Men's Tod's Leather Penny Loafers - Brown Upper: leather. Lining: leather. Sole: leather insole and sole. Toe shape: almond toe. Made in Italy. Includes: shoe box, dust bag. Designer color name: Marrone. more

$825.00

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Mesh-rubber Penny Loafers

Mesh-rubber Penny Loafers

Men's Swims Mesh-rubber Penny Loafers - Metallic Swims penny loafers in water-friendly mesh and rubber Features signature gill system for water drainage Flat heel Round toe Rubber logo penny strap at notched vamp Slip-on style Spot clean Imported. more

$160.00

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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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Taylor Moc Toe Penny Loafer

Taylor Moc Toe Penny Loafer

Men's Johnston & Murphy Taylor Moc Toe Penny Loafer - Blue - Loafers A water-resistant penny loafer crafted from Italian leather and set on contoured cushioning offers lasting style and comfort. Cushioned footbed with arch support Water-resistant... more

$295.00

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Ronny Penny Loafer

Ronny Penny Loafer

Men's To Boot New York Ronny Penny Loafer - Brown - Loafers A traditional penny keeper and moc toe lend timeless sophistication to a supple suede loafer grounded by a cushioned footbed for long-lasting wear. Cushioned footbed with arch support Leather... more

$450.00

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Xane Driving Penny Loafer

Xane Driving Penny Loafer

Men's Bruno Magli Xane Driving Penny Loafer - Brown - Loafers Woven leather and a classic penny keeper create modern appeal on an Italian driving loafer that will complement your sophisticated wardrobe. Leather upper and lining/rubber sole Made in Italy more

$225.00

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