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Randolph Leather Penny Loafers

Randolph Leather Penny Loafers

Men's Allen Edmonds Randolph Leather Penny Loafers - Brown Allen Edmonds "Randolph" penny loafers in smooth leather Stacked heel Round toe Silvertone bit strap Leather lining Slipon style Made in USA more

$450.00

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Calfskin Driver Penny Loafers

Calfskin Driver Penny Loafers

Men's Donald J Pliner Calfskin Driver Penny Loafers - Black Donald J Pliner calf leather driver penny loafers 0.50 in / 15 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather lining Rubber outsole Slipon style Made in Italy more

$250.00

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Best Seller
Brown Leather Penny Loafer

Brown Leather Penny Loafer

Men's Ferragamo Brown Leather Penny Loafer - Black - Loafers Buffed calfskin loafers in brown. Strap with cut out at vamp. more

$895.00

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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

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Gommino Round Toe Penny Loafers

Gommino Round Toe Penny Loafers

Men's Tod's Gommino Round Toe Penny Loafers - Blue 100% Calf Leather, 100% Rubber, 100% Calf Suede. Made in Italy. more

$801.84 $461.86

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Luis Penny Loafer

Luis Penny Loafer

Men's Kurt Geiger Luis Penny Loafer - Pink - 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 - Black - 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... more

$850.00

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Xane Driving Penny Loafer

Xane Driving Penny Loafer

Men's Bruno Magli Xane Driving Penny Loafer - Blue - Loafers Supple suede 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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Raging Penny Loafer

Raging Penny Loafer

Men's Bruno Magli Raging Penny Loafer - Brown - 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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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

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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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Randolph Leather Penny Loafers

Randolph Leather Penny Loafers

Men's Allen Edmonds Randolph Leather Penny Loafers - Brown Allen Edmonds "Randolph" loafer in smooth leather Stacked heel Apron toe Notched vamp Penny keeper strap Slipon style Lining: Leather Made in USA more

$425.00

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Moana Penny Loafer

Moana Penny Loafer

Men's Rodd & Gunn Moana Penny Loafer - Brown - Loafers Smooth suede invigorates the look of a classic penny loafer grounded by a lightweight rubber sole. more

$178.00

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Penny Loafer

Penny Loafer

Men's Ferragamo Penny Loafer - White - 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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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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Morgan Moc Toe Penny Loafer

Morgan Moc Toe Penny Loafer

Men's Gordon Rush Morgan Moc Toe Penny Loafer - Brown - 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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Ravello Penny Loafer

Ravello Penny Loafer

Men's To Boot New York Ravello Penny Loafer - Black - Loafers A classic penny keeper and moc toe lend sophisticated charm to a burnished leather loafer that will complement your work-to-weekend style. Cushioned footbed with arch support Leather upper,... more

$399.00

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Black Penny Loafers

Black Penny Loafers

Men's Ferragamo Black Penny Loafers Buffed calfskin loafers in black. more

$880.00

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Penny Loafer

Penny Loafer

Men's Common Projects Penny Loafer - Black - Loafers Impeccable craftsmanship shines through on this Italian-crafted penny loafer done in burnished calfskin leather with foil-stamped style and production codes. Leather upper, lining and sole Made in... more

$639.00

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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

$390.00

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Richee Leather Penny Loafers

Richee Leather Penny Loafers

Men's VINNY'S Richee Leather Penny Loafers - Brown Vinny's collections are designed for the modern man’s everyday wardrobe, so it’s unsurprising that the roster includes a refined loafer. The Richee style in polished brown nappa leather features... more

$421.60

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Taylor Penny Loafer

Taylor Penny Loafer

Men's Børn Taylor Penny Loafer - Brown - Loafers A high-traction contrast sole grounds a versatile loafer built from full-grain leather using Opanka hand construction for flexibility. more

$120.00

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Penny-slot Leather Loafers

Penny-slot Leather Loafers

Men's Church's Penny-slot Leather Loafers - Brown Penny-slot leather loafers from CHURCH'S featuring wine red, calf leather, penny slot, round toe, slip-on style, branded insole and low heel. more

$929.76 $562.32

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Calfskin Driver Penny Loafers

Calfskin Driver Penny Loafers

Men's Donald J Pliner Calfskin Driver Penny Loafers - Brown Donald J Pliner calf leather driver penny loafers 0.50 in / 15 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather lining Rubber outsole Slipon style Made in Italy more

$250.00

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Penny Loafer With Gancini Ornament

Penny Loafer With Gancini Ornament

Men's Ferragamo Penny Loafer With Gancini Ornament - White - Loafers Retro look Penny loafer with a high-shine brushed calfskin leather upper. The lines are squared at the toe, with a ruched stitching around the vamp to echo a classic feel. A slim... more

$950.00

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Seaport Penny Loafer

Seaport Penny Loafer

Women's Sperry Top-Sider Seaport Penny Loafer - Gray - 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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Black Penny Trim Loafers

Black Penny Trim Loafers

Men's HUGO Black Penny Trim Loafers Buffed leather loafers in black. more

$220.00

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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 $300.00

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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 $353.95

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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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Audley Penny Leather Loafers

Audley Penny Leather Loafers

Men's Dunhill Audley Penny Leather Loafers - Brown Dunhill Audley Penny Chocolate Leather Loafers. Pure brown chocolate suede leather, tonal stitching, band on top embellishment, branded leather insole, rubber injected leather outsole. more

$574.06

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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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