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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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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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Best Seller
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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Sapienza Penny Loafer

Sapienza Penny Loafer

Men's Geox Sapienza Penny Loafer - Black - Loafers Textured leather wraps a dapper penny loafer outfitted with a signature tech sole and featuring a durable, waterproof membrane with breathable perforations. more

$170.00

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Tailored Traveler Penny Loafer

Tailored Traveler Penny Loafer

Men's Samuel Hubbard Shoe Co. Tailored Traveler Penny Loafer - Black - Loafers A classic penny keeper and moc toe lend timeless sophistication to a luxe loafer grounded by a cushioned footbed and durable sole for lasting wear. Memory foam cushioning... more

$275.00

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Decio Water Resistant Penny Loafer

Decio Water Resistant Penny Loafer

Men's Geox Decio Water Resistant Penny Loafer - Black - Loafers A classic penny keeper and rich leather upper distinguish a sophisticated loafer outfitted with comfortable cushioning and a signature tech sole. more

$230.00

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Wakith Penny Loafer

Wakith Penny Loafer

Men's ALDO Wakith Penny Loafer - Red - 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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Morgan Moc Toe Penny Loafer

Morgan Moc Toe Penny Loafer

Men's Gordon Rush Morgan Moc Toe Penny Loafer - Gray - Loafers Fine craftsmanship shines through on this refined penny loafer in Italian leather set on a flexible rubber sole that provides enhanced traction. more

$225.00

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Penny Loafer Espadrilles

Penny Loafer Espadrilles

Men's Castaner Penny Loafer Espadrilles - Brown 100% Suede Leather. Made in Spain. more

$165.65 $123.63

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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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Simol Penny Loafer

Simol Penny Loafer

Men's Tommy Hilfiger Simol Penny Loafer - Black - Loafers Sleek and refined, the Tommy Hilfiger Simol loafer can earn you compliments easily. The penny loafer look lends an authentic touch to this moc-toe slip-on, featuring a comfortable memory foam... more

$69.99

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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 and suede for high-quality appeal. Suede upper. Slip-on. Decorative Penny... more

$164.99

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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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Silas Suede Penny Loafers

Silas Suede Penny Loafers

Men's Bruno Magli Silas Suede Penny Loafers - Brown Bruno Magli "Silas" loafers in soft Italian suede 0.50 in / 15 mm stacked heel Round moc toe; contrast stitching Penny keeper strap Leather lining Rubber outsole Item Weight (Lbs.): 3.0 Slipon style... more

$298.00

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Wilde Bicolor Leather Penny Loafers

Wilde Bicolor Leather Penny Loafers

Men's Duke & Dexter Wilde Bicolor Leather Penny Loafers - Black DUKE + DEXTER "Wilde" penny loafers in smooth, bicolor calf leather 1.00 in / 25 mm stacked heel Round moc toe Leather penny keeper strap Lining: Leather/cotton Rubber outsole Slip-on... more

$300.00

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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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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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Siena Penny Loafer

Siena Penny Loafer

Men's Allen Edmonds Siena Penny Loafer - Brown - 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

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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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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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Maioco Penny Loafer

Maioco Penny Loafer

Men's Bruno Magli Maioco Penny Loafer - Black - 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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Calfskin Penny Loafers

Calfskin Penny Loafers

Men's Brunello Cucinelli Calfskin Penny Loafers - Brown Closed, loafers, round toe, pull-on design more

$1,100.00 $880.00

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Suede Penny Loafers

Suede Penny Loafers

Men's Tod's Suede Penny Loafers - Black Tods mens loafers. Shoe style: slip-on. Vamp style: penny loafers. Upper material: suede. Solematerial: rubber. Tods mens black suede penny loafers. Featuring exposed handmade stitching, stamped tods monogram,... more

$595.00 $239.97

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New Damon 1 Slip-on Penny Loafer

New Damon 1 Slip-on Penny Loafer

Men's Geox New Damon 1 Slip-on Penny Loafer - Brown - Loafers A classic penny strap tips a handsome leather loafer into timeless territory, while Geox's signature perforated sole keeps your feet cool and dry. more

$150.00

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Supersport Moc Toe Penny Loafer

Supersport Moc Toe Penny Loafer

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

$300.00

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James Penny Loafers

James Penny Loafers

Men's Tricker's James Penny Loafers - Black 100% Calf Leather. Made in United Kingdom. more

$534.35 $338.56

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Colorblock Penny Loafer

Colorblock Penny Loafer

Men's Adieu Colorblock Penny Loafer - Black - Loafers A crepe-rubber sole with good traction grounds this colorblocked penny loafer that borrows from traditional menswear and the '60s music scene. Removable insole Leather upper and lining/rubber sole... more

$670.00

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Adam Penny Town Loafers

Adam Penny Town Loafers

Men's Tricker's Adam Penny Town Loafers - Brown Dimensions: Heel: 3.5cm, Sole: 1.5cm 100% Calf Suede, 100% Calf Leather. Made in United Kingdom. more

$625.19 $480.14

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Country Club Penny Loafer

Country Club Penny Loafer

Men's Floafers Country Club Penny Loafer - Blue Give your shoe collection a modern twist with the Country Club penny loafer from Floafers. This casual pair features a waterproof construction and 360 degree ventilation that helps drain water away... more

$49.99

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Simol Penny Loafer

Simol Penny Loafer

Men's Tommy Hilfiger Simol Penny Loafer - Brown - Loafers Sleek and refined, the Tommy Hilfiger Simol loafer can earn you compliments easily. The penny loafer look lends an authentic touch to this moc-toe slip-on, featuring a comfortable memory foam... more

$69.99

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X Playboy Wilde Sketch Ii Penny Loafers

X Playboy Wilde Sketch Ii Penny Loafers

Men's Duke & Dexter X Playboy Wilde Sketch Ii Penny Loafers - Black DUKE + DEXTER x Playboy collaboration leather penny loafers feature a printed Playboy Sketch design on the vamp 1.00 in / 25 mm stacked heel Round moc toe Penny keeper strap... more

$340.00

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Athens Penny Loafer

Athens Penny Loafer

Men's Johnston & Murphy Athens Penny Loafer - Green - 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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Dark Fondo Gomma Suede Penny Loafers

Dark Fondo Gomma Suede Penny Loafers

Men's Tod's Dark Fondo Gomma Suede Penny Loafers - Brown Tods mens loafers. Shoe style: slip-on. Vamp style: penny loafers. Upper material: suede. Solematerial: rubber. Tods mens dark brown fondo gomma suede penny loafers. Suede loafers detailed with... more

$675.00 $199.00

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S Lite Penny Loafer

S Lite Penny Loafer

Men's Ecco S Lite Penny Loafer - Brown - Loafers Water-resistant treatment and a supportive footbed offer exceptional comfort in a versatile moc-toe loafer grounded on grippy rubber treads. more

$169.95

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Toteme Off-white 'the Canvas' Penny Loafers

Toteme Off-white 'the Canvas' Penny Loafers

Women's Totême Toteme Off-white 'the Canvas' Penny Loafers - Black Cotton- and linen-blend canvas loafers in off-white. Buffed lambskin trim throughout. more

$620.00

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Kosmopolis Grip Penny Loafer

Kosmopolis Grip Penny Loafer

Men's Geox Kosmopolis Grip Penny Loafer - Black - 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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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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