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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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Legolas Penny Loafer

Legolas Penny Loafer

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

$128.00

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Best Seller
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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Coach Shoes | Coach Ruthie Penny Loafer Driver Moc Loafer Flat Black/Silver 6 New | Color: Black | Size: 6

Coach Shoes | Coach Ruthie Penny Loafer Driver Moc Loafer Flat Black/Silver 6 New | Color: Black | Size: 6

Coach 'Ruthie' Moc Flat Size Us 6 B/Cn 230 (1.5)/Eur 36 * Authentic Coach Shoe * Genuine Leather Upper * Signature Metal Plaque Where The Penny Would Be * Rubber Sole * Style No: A6790 * Color: Black * Brand New Without Box more

$90.00

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Cole Haan Pinch Prep Penny Loafer - Mens 11 Tan Slip On Medium

Cole Haan Pinch Prep Penny Loafer - Mens 11 Tan Slip On Medium

*Classic penny loafer from Cole Haan *Leather upper *Slip-on fit *EVA filler in forefoot *Fully-molded rubber outsole unit with laid-on welt more

$129.95

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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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Harper Penny Loafer

Harper Penny Loafer

Men's Mephisto Harper Penny Loafer - Black - Loafers This sophisticated loafer features a signature SOFT-AIR midsole that ensures flexible, cushioned comfort and a durable rubber sole for comfortable flexibility. Cushioned footbed with arch support... more

$349.00

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Jago Suede Penny Loafer

Jago Suede Penny Loafer

Men's AllSaints Jago Suede Penny Loafer - Natural - Loafers Soft suede and contrast stitching further the relaxed, wear-everywhere appeal of a penny loafer set on a sole of cushy crepe rubber. Leather upper and lining/rubber sole Made in Portugal. more

$299.00

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Gommino Penny Slot Loafers

Gommino Penny Slot Loafers

Men's Tod's Gommino Penny Slot Loafers - Gray Dimensions: Heel: 3.5cm, Sole: 2cm 100% Calf Leather, 100% Rubber. Made in Italy. more

$630.53 $441.88

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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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Moc Toe Penny Loafer

Moc Toe Penny Loafer

Men's Sandro Moscoloni Moc Toe Penny Loafer - Black - Loafers An anatomical gel insole provides comfort and breathability in this penny loafer that has a bright-blue outsole for modern appeal. Cushioned insole Leather upper/synthetic lining/rubber sole... more

$190.00 $120.00

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Natal Penny Loafer

Natal Penny Loafer

Men's Sandro Moscoloni Natal Penny Loafer - Blue - Loafers Introduce effortless elegance to your footwear collection with a timeless penny loafer crafted from buttery-soft leather and cushioned with a removable insole. Removable insole Leather... more

$160.00

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Zaffiro Penny Loafer

Zaffiro Penny Loafer

Men's Florsheim Zaffiro Penny Loafer - Black - Loafers Diversify your formal and professional wardrobe with the Zaffiro moc toe penny loafer from Florsheim. Crafted from leather, this pair sports a classic silhouette for a versatile addition to your... more

$129.99

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Boat Penny Loafers

Boat Penny Loafers

Men's Corvari Boat Penny Loafers - White Corvari boat loafers, in suede. SS24 - Round toe - Penny bar - Rubber sole - Made in Italy - Suede - MPN: 1940501 BLU. Suede |. more

$270.00 $161.00

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Davis Moc Toe Penny Loafer

Davis Moc Toe Penny Loafer

Men's Blake McKay Davis Moc Toe Penny Loafer - Brown - Loafers Contoured OrthoLite® cushioning and a grippy rubber sole keep you comfortably grounded in this moc-toe penny loafer. more

$150.00

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Parliament Penny Loafer

Parliament Penny Loafer

Men's Ted Baker Parliament Penny Loafer - Brown - Loafers Memory foam cushioning ensures the comfort of a classic penny loafer constructed from soft suede and grounded by a flexible rubber sole. more

$170.00

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Gateshead Penny Almond-toe Loafers

Gateshead Penny Almond-toe Loafers

Men's Church's Gateshead Penny Almond-toe Loafers - Black Dimensions: Heel: 3cm 100% Calf Leather, 100% Rubber. Made in Italy. more

$929.76 $713.35

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Penny Loafer

Penny Loafer

Men's Ferragamo Penny Loafer - Blue - Loafers Contemporary casual. Soft suede gentlemen's loafer with an elongated silhouette and slightly squared toe. Raised stitching across the instep adds texture to this sophisticated slip on. Flexible rubber sole.... more

$880.00 $528.00

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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 - Gray - 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 $122.50

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Arezzo Penny Loafer

Arezzo Penny Loafer

Men's Bruno Magli Arezzo Penny Loafer - Brown - Loafers Finely textured, hand-burnished calfskin leather defines a versatile Italian penny loafer in a classic silhouette. Leather upper and lining/rubber sole Made in Italy Men's Shoes. more

$395.00

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Sw Club Penny Loafer Men's

Sw Club Penny Loafer Men's

Men's Stuart Weitzman Sw Club Penny Loafer Men's - Brown - Loafers The SW CLUB PENNY LOAFER takes our signature style-meets-comfort approach to the classic penny loafer. Crafted by SW artisans in Italy it features a timeless understated profile... more

$550.00

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Taylor Penny Loafer

Taylor Penny Loafer

Men's Sandro Moscoloni Taylor Penny Loafer - Blue - Loafers Highlight favorite formal or professional looks with the classically styled Taylor penny loafer from Sandro Moscoloni. This leather pair sports a cushioned footbed for a comfortable layer.... more

$189.99

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Penny Loafers

Penny Loafers

Men's Ferragamo Penny Loafers - Black Suede loafers in brown. · Moc toe · Strap at vamp · Buffed leather and suede lining · Stacked leather block heel with rubber injection · Leather sole Supplier color: Testa di Moro more

$995.00

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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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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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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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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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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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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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Cannon Penny Loafer

Cannon Penny Loafer

Men's G Brown Cannon Penny Loafer - Black - Loafers You can't go wrong with the classics as this timeless penny loafer pair attests with its polished leather upper and hardy rubber sole for sure-footed stepping. Cushioned footbed with arch support... more

$345.00

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Tucker Penny Loafer

Tucker Penny Loafer

Men's ALDO Tucker Penny Loafer - Green - Loafers A classic penny keeper and rich leather lend luxe elements to a sophisticated loafer set on a cushioned footbed and flexible rubber sole. more

$135.00

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Taylor Penny Loafer

Taylor Penny Loafer

Men's Sandro Moscoloni Taylor Penny Loafer - Brown - Loafers Highlight favorite formal or professional looks with the classically styled Taylor penny loafer from Sandro Moscoloni. This leather pair sports a cushioned footbed for a comfortable layer.... more

$189.99

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Leo Penny Loafer

Leo Penny Loafer

Men's Hush Puppies Leo Penny Loafer - Green - Loafers The classic penny loafer gets a modern upgrade with the Leo. Featuring an unbelievably soft nubuck leather upper and a sleek two-toned midsole for a pair you can dress up or down with your whole... more

$79.99

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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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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. more

$178.00

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