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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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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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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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Mckinley Leather Penny Loafers

Mckinley Leather Penny Loafers

Men's Magnanni Shoes Mckinley Leather Penny Loafers - Black Magnanni "Mckinley" penny loafers in calf leather Stacked heel Pointed apron toe Penny keeper strap with a patina effect Leather lining and outsole Slipon style Made in Spain more

$495.00

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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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Arezzo Burnished Leather Penny Loafers

Arezzo Burnished Leather Penny Loafers

Men's Bruno Magli Arezzo Burnished Leather Penny Loafers - Brown Bruno Magli "Arezzo" loafer in smooth, handburnished calf leather. Rounded apron toe; braided leather moccasin seam. 1" stacked heel. Notched vamp. Penny keeper strap. Slipon style.... more

$395.00

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Lucien Suede Penny Loafers

Lucien Suede Penny Loafers

Men's Magnanni Shoes Lucien Suede Penny Loafers - Brown Magnanni "Lucien" penny loafers in calf suede Stacked heel Almond-shaped apron toe Penny keeper strap Leather lining and outsole Slip-on style Made in Spain. more

$495.00

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Daniel Leather Penny Loafers

Daniel Leather Penny Loafers

Men's Magnanni Shoes Daniel Leather Penny Loafers - Brown Magnanni "Daniel" penny loafers in premium calf leather Features bologna construction for added breathability and flexibility Stacked heel Round toe Penny strap at vamp Leather lining and trim... more

$425.00

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Jimmy 2 Suede Penny Loafers

Jimmy 2 Suede Penny Loafers

Men's Donald J Pliner Jimmy 2 Suede Penny Loafers - Blue Donald J Pliner "Jimmy 2" penny loafers in suede with lizardembossed leather trim Flat chunky heel Round moc toe Penny keeper strap Padded memory foam footbed Leather lining Lightweight EVA... more

$285.00

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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 $203.50

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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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Vinnee Penny Loafer

Vinnee Penny Loafer

Men's VINNY'S Vinnee Penny Loafer - White - Loafers A classic penny keeper and an apron toe lend timeless sophistication to a leather loafer that will elevate your polished style. Leather upper and lining/rubber sole Made in Portugal Black Owned/Founded. more

$400.00

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Penny Loafer

Penny Loafer

Men's Thom Browne Penny Loafer - Blue - Loafers Supple suede in a soft blue hue elevates a handsome Italian loafer featuring a sleek apron toe and a bit of brand coloring on the heel loop. Leather upper, lining and sole Made in Italy Designer Shoes. more

$820.00

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Townee Penny Loafer

Townee Penny Loafer

Men's VINNY'S Townee Penny Loafer - Green - Loafers Croc-embossed leather from Italy gives a luxurious look and feel to a handsome loafer set atop a soft and cushioned footbed. Cushioned footbed Leather upper, lining and sole Made in Portugal Black... more

$340.00

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Penny Bar Loafers

Penny Bar Loafers

Men's Tod's Penny Bar Loafers - Brown Dimensions: Heel: 2.5cm, Sole: 1.5cm 100% Suede, 100% Rubber, 100% Leather. Made in Italy. more

$523.66 $452.44

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Jayce Suede Penny Loafers

Jayce Suede Penny Loafers

Men's Donald J Pliner Jayce Suede Penny Loafers - Blue Donald J Pliner "Jayce" penny loafers in soft suede Stacked heel Square toe Penny keeper strap Padded memory foam footbed Leather lining Leather sole Slipon style Made in Italy more

$295.00

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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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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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Townee Penny Loafer

Townee Penny Loafer

Men's VINNY'S Townee Penny Loafer - Black - Loafers Croc-embossed leather from Italy gives a luxurious look and feel to a handsome loafer set atop a soft and cushioned footbed. Cushioned footbed Leather upper, lining and sole Made in Portugal Black... more

$340.00

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Lyles Penny Loafer

Lyles Penny Loafer

Men's Johnston & Murphy Lyles Penny Loafer - Gray - Loafers Classic and comfortable, this loafer made of polished leather features a traditional penny strap and a roomy moc toe for easy, wear-with-anything appeal. more

$165.00

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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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Ritchie Penny Loafer

Ritchie Penny Loafer

Men's Carlos By Carlos Santana Ritchie Penny Loafer - Brown - Loafers Showcasing an exotic style and modern comfort, the Carlos by Carlos Santana Ritchie penny loafer has croco-embossed design, leather upper and leather footbed for reliable comfort and... more

$98.99

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Richee Leather Penny Loafers

Richee Leather Penny Loafers

Men's VINNY'S Richee Leather Penny Loafers - Black 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 black nappa leather features... more

$421.60

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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

$395.00

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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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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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Alden For Suede Penny Loafers

Alden For Suede Penny Loafers

Men's J.Crew Alden For Suede Penny Loafers - Brown Founded in Massachusetts by Charles H. Alden in 1884, the Alden Shoe Company is now in its fourth generation and is the oldest shoemaker in New England. This exclusive-to-J.Crew take on the classic... more

$670.00

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Suede Gomma Penny Loafers

Suede Gomma Penny Loafers

Men's Tod's Suede Gomma Penny Loafers - Brown Tods mens loafers. Shoe style: slip-on. Vamp style: penny loafers. Upper material: suede. Solematerial: rubber. Tods mens brown suede gomma penny loafers. Suede loafer style sneakers featuring penny bar,... more

$695.00 $340.00

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Harlan Penny Loafer

Harlan Penny Loafer

Men's Paul Stuart Harlan Penny Loafer - Brown - Loafers Elevate your look with the suave, classic style of this Italian-crafted penny loafer. Leather upper, lining and sole Made in Italy Men's Shoes. more

$595.00

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L'asola Penny Loafer

L'asola Penny Loafer

Men's Zegna L'asola Penny Loafer - Brown - Loafers Named for the buttonholes in finely tailored menswear, this suede loafer from the Italian label features a clean, classic silhouette topped with contrast band. Leather upper, lining and sole Made in... more

$990.00

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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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Mocassino Penny Loafer

Mocassino Penny Loafer

Men's Tod's Mocassino Penny Loafer - White - Loafers A classic penny keeper strap adds a refined flourish to a sharp Italian loafer softened by a supple suede upper. Leather upper, lining and sole Made in Italy Designer Shoes. more

$795.00

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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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L'asola Suede Penny Loafer

L'asola Suede Penny Loafer

Men's Zegna L'asola Suede Penny Loafer - Blue - 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

FREE shipping

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Suede Penny Loafers

Suede Penny Loafers

Men's Rhude Suede Penny Loafers - Black Suede loafers in black. Blanket stitching throughout. more

$720.00 $425.00

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