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Penny Loafer

Men's Christian Louboutin Penny Loafer - White - Loafers A logo-engraved disc shaped like a classic coin is inserted into the penny slot of a rich leather loafer trimmed with a scalloped tongue. The iconic red sole-born from a fateful brush with nail... more

Kosmopolis Grip Penny Loafer

Men's Geox Kosmopolis Grip Penny Loafer - Blue - Loafers A waterproof membrane and perforated sole lend thermoregulating comfort to a dapper penny loafer rendered in supple suede. more

James Penny Loafers

Men's Tricker's James Penny Loafers - Blue 100% Suede. Made in United Kingdom. more

Rucci Apron Toe Penny Loafer

Men's Florsheim Rucci Apron Toe Penny Loafer - Brown - Loafers A classic penny strap and simple apron toe bring understated distinction to a loafer made of fine-grain leather that adds polish to any formal look. more

Tucker Penny Loafer

Men's ALDO Tucker Penny Loafer - Black - 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

Yardee Penny Loafer

Men's VINNY'S Yardee Penny Loafer - Black - 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

Townee Penny Loafer

Men's VINNY'S Townee Penny Loafer - Gray - Loafers A classic penny keeper and moc toe lend timeless sophistication to a versatile loafer rendered in polished leather. Cushioned insole Leather upper and lining/rubber sole Made in Portugal Black... more

American Classics Penny Loafer

Men's Cole Haan American Classics Penny Loafer - Brown - Loafers A classic penny keeper details a sophisticated loafer grounded by a foam-cushioned footbed and lightweight sole for optimal comfort. more

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

Tonio Leather Penny Loafers

Men's Bruno Magli Tonio Leather Penny Loafers - Black Bruno Magli "Tonio" modern take on a traditional calf leather penny loafer. A flexible glovelike construction made of supple Italian leather. The sole is a combination of leather and rubber for the... more

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

Ritz Leather Penny Loafers

Men's Paul Stuart Ritz Leather Penny Loafers - Black Paul Stuart "Ritz" penny loafers with smooth calf leather upper Stacked heel Round toe Penny strap at notched vamp Leather lining Slipon style Made in Italy more

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

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

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

Tesoro Penny Loafer

Men's To Boot New York Tesoro Penny Loafer - Gray - Loafers Streamlined design showcases the rich leather of a timeless penny loafer built with cushioned arch support and a flexible sole for superior comfort. Cushioned insole with arch support Leather... more

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

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

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

Legolas Penny Loafer

Men's ALDO Legolas Penny Loafer - Blue - Loafers Staying trendy won't be difficult when you've got the Legolas loafer from Aldo. The leather loafer displays woven-like embossments that accent this versatile pair. A penny-keeper slot reflects the... more

Zadar Penny Loafer

Men's ALDO Zadar Penny Loafer - Brown - Loafers Polos or button-downs, stay relaxed in the Zadar loafer from Aldo. A striking leather upper and sporty sole bring an interesting look to the penny loafer, enhanced with Pillow Walk technology for... more

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

Lastra Penny Loafer

Men's Bruno Magli Lastra Penny Loafer - Blue - Loafers Velvety suede textures this crisp Italian-made loafer detailed with subtle double-stitched accents and a classic penny-keeper strap. Leather upper and lining/rubber sole Made in Italy. more

Lyles Penny Loafer

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

Carlos Penny Loafer

Men's Santoni Carlos Penny Loafer - Blue - Loafers Richly grained suede brings supple flexibility to a timeless penny loafer masterfully crafted in Italy. Leather upper, lining and sole Made in Italy. more

Penny Loafer

Men's Canali Penny Loafer - Natural - Loafers Beige suede lends velvety texture to a polished penny loafer carved with a curved slot and set on a grippy rubber sole. Leather upper/textile lining/rubber sole Made in Italy. more

Ascanio Penny Loafer

Men's Geox Ascanio Penny Loafer - Black - Loafers A classic penny keeper lends luxe appeal to a rich leather loafer grounded by a cushioned footbed and patented tech sole. more

Ma Spectator Penny Loafer

Men's Amiri Ma Spectator Penny Loafer - White - Loafers A contrast vamp with perforated stars brings spectator-inspired style to this calfskin-leather loafer with a keeper strap holding a monogram logo medallion. Leather upper, lining and sole Made in... more

Rucci Apron Toe Penny Loafer

Men's Florsheim Rucci Apron Toe Penny Loafer - Black - Loafers A classic penny strap and simple apron toe bring understated distinction to a loafer made of fine-grain leather that adds polish to any formal look. more

Yardee Penny Loafer

Men's VINNY'S Yardee Penny Loafer - Natural - 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

Club Classic Penny Loafer

Men's Stuart Weitzman Club Classic Penny Loafer - Black - 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

The Fitz Penny Loafer

Men's Taft The Fitz Penny Loafer - Natural - Loafers Unexpected patterns, colors and textures elevate a penny loafer that's crafted in Spain and styled to bring a distinctive finish to any favorite look. Cushioned footbed Leather and textile or... more

The Country Lug Sole Penny Loafer

Men's Taft The Country Lug Sole Penny Loafer - Brown - Loafers Buttery-soft leather tops this modern penny loafer built with a rubber commando lug sole, custom sidewall welt and a resoleable Blake construction. Leather upper and lining/rubber sole Made... more

Motor Penny Driving Loafer

Men's Florsheim Motor Penny Driving Loafer - Brown - Loafers From professional meetings to a laid-back brunch settings, the Florsheim Motor Penny driving loafer is the right pick. Woven-textured upper with classic stitching details uplifts this leather... more

Esquire Penny Loafer

Men's ALDO Esquire Penny Loafer - Gray - Loafers A logo-engraved medallion at the penny-keeper strap lends gleam and signature style to this ultraflexible loafer crafted from soft leather. more

Silas Penny Loafer

Men's Dune Silas Penny Loafer - Blue - Loafers A penny keeper strap and apron toe lend classic sophistication to this crisp loafer crafted from velvety suede. more

Manfredo Woven Leather Penny Loafers

Men's Bruno Magli Manfredo Woven Leather Penny Loafers - Brown Bruno Magli "Manfredo" woven leather penny loafers 0.25 in / 10 mm flat heel Round apron toe Notched vamp with keeper strap Slip-on style Leather lining Leather/Rubber outsole Spot clean... more

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