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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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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
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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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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Coach Shoes | Coach Khaki Saddle Greenwich Signature Jacquard Logo Print Loafer - Us 7 | Color: Brown/Tan | Size: 7

Coach Shoes | Coach Khaki Saddle Greenwich Signature Jacquard Logo Print Loafer - Us 7 | Color: Brown/Tan | Size: 7

New Without Box Signature Jacquard & Leather Upper Man-Made Leather Lining & Footbed Rubber Outsole Loafers Moccasin Slip-On Logo Accents Brown Classic 7 B, Medium Width Dust Bag Not Included. more

$125.00

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Coach Shoes | Coach Ivory Greenwich Loafers Style No. Fg3449 Euc- Highly Rated | Color: Cream | Size: 7.5

Coach Shoes | Coach Ivory Greenwich Loafers Style No. Fg3449 Euc- Highly Rated | Color: Cream | Size: 7.5

Leather Upper Man-Made Leather Lining And Footbed Rubber Outsole Slip On Style No. Fg3449 These Shoes Are Ready For The Boat, The Beach, The Parties, And All The Summer Events. more

$55.00

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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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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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Suede Penny Loafer

Suede Penny Loafer

Men's Brunello Cucinelli Suede Penny Loafer - Brown - 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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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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Bolama Penny Loafer

Bolama Penny Loafer

Men's Armando Cabral Bolama Penny Loafer - Blue - Loafers A serrated tongue and embellished penny keeper update this sleek leather loafer presenting the next evolution of a classic closet staple. Leather and textile upper/leather lining/leather and... more

$490.00

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Ostuni Penny Loafer

Ostuni Penny Loafer

Men's Geox Ostuni Penny Loafer - Brown - Loafers A jute midsole lends a laid-back look to this leather penny loafer built on a patented tech sole for dryness and breathable comfort. Water-resistant Removable insole Patented tech sole with a durable,... more

$140.00

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Natal Penny Loafer

Natal Penny Loafer

Men's Sandro Moscoloni Natal Penny Loafer - Brown - 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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Ritchie Penny Loafer

Ritchie Penny Loafer

Men's Carlos By Carlos Santana Ritchie Penny Loafer - Brown - Loafers Bring sophisticated character to your look with the Ritchie penny loafer from Carlos by Carlos Santana. These driver moccasins are fashioned with a rich nubuck leather construction... more

$76.99

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Mocassino Gomma Penny Loafer

Mocassino Gomma Penny Loafer

Men's Tod's Mocassino Gomma Penny Loafer - Blue - Loafers A classic keeper strap adds a refined flourish to a sharp Italian loafer crafted in soft calfskin leather that's stamped at the side with the label's logo. Tod's signature pebbled sole adds... more

$695.00

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Slip-on Penny Loafers

Slip-on Penny Loafers

Men's Tod's Slip-on Penny Loafers - Black Dimensions: Heel: 3.5cm, Sole: 2.5cm 100% Calf Leather, 100% Rubber. Made in Italy. more

$630.53 $423.72

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Floral Jacquard Penny Loafer Mule

Floral Jacquard Penny Loafer Mule

Men's Versace Floral Jacquard Penny Loafer Mule - Gray - Loafers Set on a molded cork midsole and rubber sole for a lightweight step, this mule in floral jacquard features a Medusa-head 'coin' inserted in the keeper strap. Textile and leather... more

$825.00 $495.00

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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

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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 $122.50

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Round Toe Penny Loafers

Round Toe Penny Loafers

Men's Brunello Cucinelli Round Toe Penny Loafers - Brown 100% Suede Leather, 100% Rubber. Made in Italy. more

$951.14 $684.82

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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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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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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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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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Ettore Penny Loafer

Ettore Penny Loafer

Men's Bruno Magli Ettore Penny Loafer - Black - Loafers Step out in classic style with this traditional loafer crafted from smooth Italian leather with a padded sock liner for additional support. Cushioned insole Leather upper and lining/rubber sole... more

$298.00

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Athens Penny Loafer

Athens Penny Loafer

Men's Johnston & Murphy Athens Penny Loafer - Brown - 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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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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Penny Loafer

Penny Loafer

Men's Ferragamo Penny Loafer - Brown - 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... more

$880.00

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Kahlil Penny Loafer

Kahlil Penny Loafer

Men's Vance Co. Kahlil Penny Loafer - Brown - Loafers Complete your clean and classy look with this Kahlil penny loafer from Vance Co. Featuring a vegan synthetic upper for durability, this slip-on is constructed with Tru Comfort Foam footbed and... more

$69.99

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Raging Penny Loafer

Raging Penny Loafer

Men's Bruno Magli Raging Penny Loafer - Gray - Loafers A full-length rubber sole and leather lining enhance the overall comfort of this Italian-crafted penny loafer. Leather upper and lining/rubber sole Made in Italy. more

$395.00

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Bacary Penny Loafer

Bacary Penny Loafer

Men's ALDO Bacary Penny Loafer - Brown - Loafers Whether adding to your professional fit or elevating a casual one, the Bacary penny loafer from Aldo is a versatile highlight to your closet. Crafted from leather, this pair is sure to keep you... more

$127.99

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Harper Penny Loafer

Harper Penny Loafer

Men's Mephisto Harper Penny Loafer - Brown - 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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Sw Club Classic Penny Loafer Men's

Sw Club Classic Penny Loafer Men's

Men's Stuart Weitzman Sw Club Classic Penny Loafer Men's - Black - Loafers The SW CLUB CLASSIC PENNY LOAFER is timeless - not traditional. Modern polished lines define the look from its subtly protruding welt to its broader rounded square toe. Note its... more

$495.00

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