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Hawthorne Penny Loafer - Brown - Cole Haan Slip-Ons

Hawthorne Penny Loafer - Brown - Cole Haan Slip-Ons

Men's Cole Haan Hawthorne Penny Loafer - Brown - Loafers No wardrobe is complete with a comfortable and classic penny loafer. more

$100.00

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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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Best Seller
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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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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Cabe Hardware-detailed Penny Loafers

Cabe Hardware-detailed Penny Loafers

Men's Tagliatore Cabe Hardware-detailed Penny Loafers - Black Dimensions: Heel: 2cm 100% Calf Leather. Made in Italy. more

$400.76 $283.83

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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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Avenue Penny Loafer

Avenue Penny Loafer

Men's Mezlan Avenue Penny Loafer - Gray - Loafers Smooth leather brings office-ready polish to a Spanish-crafted penny loafer finished with a streamlined apron toe. Leather upper and lining/rubber sole Made in Spain. more

$350.00

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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. more

$148.00

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Logo-plaque Slip-on Penny Loafers

Logo-plaque Slip-on Penny Loafers

Women's Miu Miu Logo-plaque Slip-on Penny Loafers - Blue Dimensions: Heel: 1cm 100% Calf Leather, 100% Rubber, 100% Calf Suede. Made in Italy. more

$748.09 $573.94

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Brown Classic Penny Loafers

Brown Classic Penny Loafers

Men's Thom Browne Brown Classic Penny Loafers - Black Buffed calfskin loafers in brown. more

$890.00

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Meyers Moc Toe Penny Loafer

Meyers Moc Toe Penny Loafer

Women's Jack Rogers Meyers Moc Toe Penny Loafer - Green - Loafers Minimalist design showcases the rich suede of this timeless penny loafer with moc-toe stitching and a flexible, lightweight frame. more

$118.00

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Broeils 23 Penny Loafers

Broeils 23 Penny Loafers

Men's ANDERSSON BELL Broeils 23 Penny Loafers - Black Suede loafers in black and white. Strap with cutout and rivets at vamp. more

$615.00 $289.00

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Le Loafer Monogram Penny Slippers

Le Loafer Monogram Penny Slippers

Women's Saint Laurent Le Loafer Monogram Penny Slippers - Black - Loafers Saint Laurent penny loafers, in patent leather with YSL initias on the front. Round toe - Saddle decorated with YSL black metal monogram - Embossed signature back tab - Leather... more

$774.80 $669.43

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Pinch Grand Penny Loafer

Pinch Grand Penny Loafer

Men's Cole Haan Pinch Grand Penny Loafer - Brown - Loafers Grand Energy return foam offers comfort in each step you take in this classic leather penny loafer that will become a staple in your collection. more

$228.00

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Xane Driving Penny Loafer

Xane Driving Penny Loafer

Men's Bruno Magli Xane Driving Penny Loafer - Gray - 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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Siena Penny Loafer

Siena Penny Loafer

Men's Allen Edmonds Siena Penny Loafer - Black - Loafers Premium European calfskin leather refines a handcrafted penny loafer featuring flexible Blake-stitched construction for a dapper fusion of form and function. Leather upper and lining/synthetic... more

$395.00 $256.75

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Logo-triangle Slip-on Penny Loafers

Logo-triangle Slip-on Penny Loafers

Men's Prada Logo-triangle Slip-on Penny Loafers - Black Dimensions: Heel: 2.5cm 100% Calf Leather. Made in Italy. more

$750.53

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Suede Penny Loafer

Suede Penny Loafer

Men's Brunello Cucinelli Suede Penny Loafer - Blue - Loafers A textured rubber sole ensures nonslip striding in this suede penny loafer featuring a lightweight design that offers all-day comfort. Leather upper and lining/rubber sole Made in Italy... more

$995.00

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Penny Driving Loafer

Penny Driving Loafer

Men's Versace Penny Driving Loafer - Gray - Loafers Set on a segmented driver sole with Greek-key tread, this calfskin leather loafer features a Medusa-head 'coin' inserted in the keeper strap. Leather upper and lining/leather and rubber sole Made in... more

$775.00

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Penny Loafer

Penny Loafer

Men's Canali Penny Loafer - Black - Loafers Tastefully textured leather elevates the refinement of this polished penny loafer set atop a flexible rubber sole. Leather upper and lining/rubber sole Made in Italy. more

$575.00

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Kosmopolis Grip Penny Loafer

Kosmopolis Grip Penny Loafer

Men's Geox Kosmopolis Grip Penny Loafer - Brown - Loafers A waterproof membrane and perforated sole lend thermoregulating comfort to a dapper penny loafer rendered in richly textured leather. more

$170.00

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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

$360.00

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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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Newman Penny Loafer

Newman Penny Loafer

Men's Allen Edmonds Newman Penny Loafer - Black - Loafers A classic penny keeper and antique finish lend timeless sophistication to a leather loafer that will elevate your desk-to-dinner style. more

$375.00

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Club Classic Penny Loafer

Club Classic Penny Loafer

Men's Stuart Weitzman Club Classic Penny Loafer - Brown - 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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L'asola Suede Penny Loafer

L'asola Suede Penny Loafer

Men's Zegna L'asola Suede Penny Loafer - Natural - Loafers Named for the buttonholes in finely tailored menswear, this iconic suede loafer from the Italian label features a clean, classic silhouette. Leather upper and lining/leather and synthetic sole... more

$990.00

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Yardee Suede Penny Loafer

Yardee Suede Penny Loafer

Men's VINNY'S Yardee Suede Penny Loafer - Brown - Loafers Enjoy the feel of luxurious suede in this finely stitched penny loafer set atop a soft and cushioned footbed. Cushioned footbed Leather upper/leather and textile lining/leather sole Made in... more

$270.00 $148.50

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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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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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American Classics Penny Loafer

American Classics Penny Loafer

Men's Cole Haan American Classics Penny Loafer - Brown - Loafers Spruce up your smart casual look donning the American Classics penny loafer from Cole Haan. This timeless loafer flaunts a lightweight leather construction with EVA foam footbed and... more

$159.99

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'cap Vert' Penny Loafer

'cap Vert' Penny Loafer

Men's Mephisto 'cap Vert' Penny Loafer - Black - Loafers Handcrafted by trained artisans, with an aniline-dyed water-repellent leather upper for the ultimate in breathability and durability. The latex foam midsole absorbs shock from walking and... more

$375.00

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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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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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