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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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90 Larson Penny Leather Loafers

90 Larson Penny Leather Loafers

Men's G.H.BASS 90 Larson Penny Leather Loafers - Brown G.H Bass' loafer collection testifies to the brand's meticulous craftsmanship. Fitted with all the classic trimmings, moccasin upper, vamp saddle and modest heel included, this Larson pair is... more

$186.32

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Best Seller
Avery Penny Loafer

Avery Penny Loafer

Men's Gordon Rush Avery Penny Loafer - Brown - Loafers Hand-burnished Italian leather enriches a classic loafer with a breathable calfskin lining and Ortho Lite® cushioning for comfort. more

$245.00 $169.90

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Supersport Moc Toe Penny Loafer

Supersport Moc Toe Penny Loafer

Men's Allen Edmonds Supersport Moc Toe Penny Loafer - Brown - Loafers This hand-sewn penny loafer offers complete comfort with contoured support, shock absorption and stability. more

$300.00

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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

$99.99

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Twins Mismatched Penny Loafer

Twins Mismatched Penny Loafer

Men's Camper Twins Mismatched Penny Loafer - Brown - Loafers Colorblock leather pops on these mismatched grip-sole penny loafers that come together as a perfect pair-opposite and yet complementary. more

$210.00

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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 - 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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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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Italian Suede Penny Loafer, Suede Leather

Italian Suede Penny Loafer, Suede Leather

Women's Quince Italian Suede Penny Loafer, Suede Leather - Brown - Loafers Cue the cropped jeans, because you're going to want to show off these Italian Suede Penny Loafers. Made from premium Italian suede, this timeless shoe feels buttery-soft on the... more

$79.90

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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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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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Derreck Penny Loafer

Derreck Penny Loafer

Men's Boss Derreck Penny Loafer - Brown - Loafers Rich calfskin leather elevates an Italian-crafted penny loafer that will make the perfect addition to your everyday office wardrobe. Leather upper and lining/leather, rubber and synthetic sole Made in... more

$299.00

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Titouan Penny Loafer

Titouan Penny Loafer

Men's Mephisto Titouan Penny Loafer - Brown - Loafers A classic penny keeper and an apron toe lend timeless sophistication to a leather loafer that will elevate your polished style. Removable insole Leather upper and lining/rubber sole Made in Portugal. more

$289.00

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Volante Penny Loafer

Volante Penny Loafer

Men's Coach and Four Volante Penny Loafer - Brown - Loafers Finish off your look with a tailored touch. The Italian-made Volante penny loafer from Coach and Four is crafted from quality leather material, a cool cutaway lip, and intricate stitching... more

$129.99 $89.98

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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. more

$148.00

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Maverick Penny Loafer

Maverick Penny Loafer

Men's Rockport Maverick Penny Loafer - Brown - Loafers Get the comfort and flexibility you need with this lugged-sole penny loafer that will keep you moving throughout your day with ease. more

$125.00

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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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Garner Leather Penny Loafers

Garner Leather Penny Loafers

Men's Magnanni Shoes Garner Leather Penny Loafers - Brown Magnanni "Garner" penny loafers in calf leather features flexible, breathable form-fit bologna construction Stacked heel Round toe Penny strap at notched vamp Leather lining and trim Slip-on... more

$399.00

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Penny Loafer Sneaker

Penny Loafer Sneaker

Men's Tod's Penny Loafer Sneaker - Brown - 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... more

$695.00

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Maverick Penny Loafer

Maverick Penny Loafer

Men's Rockport Maverick Penny Loafer - Brown - Loafers Get the comfort and flexibility you need with this lugged-sole penny loafer that will keep you moving throughout your day with ease. more

$125.00

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Legolas Penny Loafer

Legolas Penny Loafer

Men's ALDO Legolas Penny Loafer - Brown - Loafers Mixed textures and a classic penny keeper add everyday sophistication to a leather loafer set on a cushioned footbed and sturdy rubber sole. more

$128.00

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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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Allie Moc Toe Penny Loafer

Allie Moc Toe Penny Loafer

Women's Söfft Allie Moc Toe Penny Loafer - Brown - Loafers Contoured cushioning and tumbled Italian leather ensures this penny loafer fits your foot just right. more

$109.95

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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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The Fitz Jacquard Penny Loafer

The Fitz Jacquard Penny Loafer

Men's Taft The Fitz Jacquard Penny Loafer - Brown - Loafers Clad in a tapestry of colors and patterns, this Spanish-made loafer features a traditional leather penny strap and a smart, streamlined profile. Textile and leather upper/leather lining and... more

$275.00

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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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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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Penny Loafer

Penny Loafer

Men's Canali Penny Loafer - Brown - Loafers Tastefully tumbled calfskin lends refined texture to the entirety of a polished penny loafer carved with a curved slot. Leather upper, lining and sole Made in Italy. more

$495.00

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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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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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diggs Penny Loafer

diggs Penny Loafer

Men's Warfield & Grand diggs Penny Loafer - Brown - Loafers Blake-stitched construction elevates a fine loafer crafted from Italian full-grain leather and featuring a dual-density, arch-support footbed. more

$169.00

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Manfredo Penny Loafer

Manfredo Penny Loafer

Men's Bruno Magli Manfredo Penny Loafer - Brown - Loafers Woven construction adds distinctive texture to an Italian-made penny loafer complete with a leather lining and lightly cushioned footbed. Cushioned footbed Leather upper and lining/leather and... more

$425.00

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Maioco Penny Loafer

Maioco Penny Loafer

Men's Bruno Magli Maioco Penny Loafer - Brown - Loafers A lightly cushioned footbed brings impeccable comfort to a smooth leather loafer handmade in Italy. Cushioned footbed Leather upper, lining and sole Made in Italy. more

$395.00

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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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Cheryl Ii Lug Penny Loafer

Cheryl Ii Lug Penny Loafer

Women's Vionic Cheryl Ii Lug Penny Loafer - Brown - Loafers Chunky lugs lend street-savvy flair to a sleek leather loafer detailed with a penny keeper on the vamp and a pop of contrast on the welt. more

$134.95

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Tyler Penny Loafer

Tyler Penny Loafer

Men's Frye Tyler Penny Loafer - Brown - Loafers A classic penny keeper and a richly textured leather upper lend timeless versatility and craftsmanship to a streamlined loafer. A premium slip-resistant sole brings comfort and security to every step you... more

$258.00

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Newhaven Penny Loafer

Newhaven Penny Loafer

Men's Crosby Square Newhaven Penny Loafer - Brown - Loafers Smooth Italian leather brings a refined element to this handsome penny loafer that's a go-to style for your casual and business-casual looks. A breathable leather lining and well-cushioned... more

$395.00

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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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Kurtis Penny Loafer

Kurtis Penny Loafer

Men's Mephisto Kurtis Penny Loafer - Brown - Loafers A signature SOFT-AIR midsole ensures flexible, cushioned comfort in a handsome penny loafer built from smooth leather. Removable insole Arch support Leather upper and lining/rubber sole Made in... more

$389.00

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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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