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Alvin Penny Loafer

Men's Stuart Weitzman Alvin Penny Loafer - Black - Loafers A classic penny keeper and apron toe add timeless sophistication to a leather loafer grounded by a treaded rubber sole. Leather upper and lining/rubber sole Made in Italy more

Supersport Moc Toe Penny Loafer

Men's Allen Edmonds Supersport Moc Toe Penny Loafer - White - Loafers This hand-sewn penny loafer offers complete comfort with contoured support, shock absorption and stability. Memory foam cushioning Leather upper and lining/rubber sole Imported more

Andes Penny Loafer

Men's Born Andes Penny Loafer - Brown - Loafers Distinguish yourself from the rest with the smooth leather upper of the Andes slip-on driving loafer from Born. Leather or suede upper. Slip-on. Penny keeper pocket. Synthetic outsole. more

Gisborne Huarache Penny Loafer

Men's Rodd & Gunn Gisborne Huarache Penny Loafer - Black - Loafers Intricate woven detailing charms the breezy upper of a huarache-inspired penny loafer crafted from rich leather with a sporty, sneaker-inspired sole. Leather upper and lining/rubber... more

Penny Loafer

Men's Tod's Penny Loafer - Brown - Loafers A classic keeper strap adds a refined flourish to a sharp Italian loafer crafted in soft leather. Leather upper and lining/rubber sole Made in Italy Men's Shoes more

Ostuni Penny Loafer

Men's Geox Ostuni Penny Loafer - Blue - 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

Cannes Suede Penny Loafers

Men's George Cleverley Cannes Suede Penny Loafers - Brown Upper: calf leather. Lining: leather. Sole: leather insole and sole. Toe shape: round toe. Made in the UK. Includes: shoe box, dust bags. Designer color name: Polo 1890. more

Suede Penny Loafers

Men's Burberry Suede Penny Loafers - Brown Toe shape: round toe. Sole: leather insole and sole. Upper: leather. Made in Italy. Designer color name: Dark Brown. Comes with dust bag. more

James Penny Loafer

Men's Vintage Foundry James Penny Loafer - Brown - Loafers Spice up your smart casual look with the James penny loafer from Vintage Foundry Co. Featuring a leather construction with cushioned footbed and rubber sole, this slip-on is light in weight and... more

Jetson Penny Loafer

Men's Florsheim Jetson Penny Loafer - Black - Loafers Live out the day in this stylish and versatile Jetson penny loafer from Florsheim. The smooth leather slip-on boasts a modern silhouette, making it suitable from jeans to suits. A fully-cushioned... more

Noel Moc Toe Penny Loafer

Men's Boss Noel Moc Toe Penny Loafer - Black - Loafers Soft suede and a penny keeper strap serve classic sophistication from this low-profile loafer with a sturdy rubber driver sole. Leather upper/synthetic and textile lining/synthetic sole Made in... more

Club Penny Loafer

Men's Stuart Weitzman Club Penny Loafer - Brown - Loafers Debossed logo detailing and a classic penny keeper add sophisticated elements to a luxe loafer designed with a squared-off moc toe for modern appeal. Leather upper, lining and sole Made in Italy more

Alvin Leather Penny Loafers

Men's Stuart Weitzman Alvin Leather Penny Loafers - Black Stuart Weitzman "Alvin" penny loafers in brushed calf leather Flat chunky heel Round moc toe Penny keeper strap Leather lining Rubber outsole Slipon style Spot clean Made in Italy more

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

Luis Penny Loafer

Men's Kurt Geiger Luis Penny Loafer - Blue - 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

American Classics Pinch Penny Loafer

Men's Cole Haan American Classics Pinch Penny Loafer - Black - Loafers A classic penny keeper details a sophisticated leather loafer grounded by a foam-cushioned footbed and lightweight sole for optimal comfort. Grand.OS energy-foam cushioning Leather... more

Suede Penny Loafers

Men's Brunello Cucinelli Suede Penny Loafers - White Upper: suede. Lining: leather. Sole: leather insole, rubber sole. Toe shape: almond toe. Made in Italy. Includes: shoe box, dust bags, cleaning brush. Designer color name: Light Brown. more

Cruise Knit Driver Penny Loafers

Men's Peter Millar Cruise Knit Driver Penny Loafers - Blue Peter Millar "Cruise" classic meets modern designed polyester and nylon knit driver penny loafers. Breathable performance knit uppers, a machinewashable design and a timeless loafer shape offer... more

Medusa '95 Leather Penny Loafers

Men's Versace Medusa '95 Leather Penny Loafers - Black Versace "95" penny loafers in smooth calf leather Featuring Medusa '95 hardware on the penny keeper strap Stacked heel Round moc toe Leather outsole Slip-on style Made in Italy. more

Baldwin Penny Loafer

Men's Eastland Baldwin Penny Loafer - Black - Loafers Eastland Baldwin Men's Penny Loafer Contemporary style looks great with the Eastland Baldwin penny Loafer. Featuring a leather upper with beefroll detailing, these Slip-Onshave a sleek look. The... 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

Gommini Suede Driver Penny Loafers

Women's Tod's Gommini Suede Driver Penny Loafers - Blue Tod's "Gommini" suede driving penny loafers Flat heel Round moc toe Notched vamp with keeper strap Lining: Leather Iconic rubber pebble outsole extends to heel Slipon style Made in Italy more

James Penny Loafers

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

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

Penny Loafer

Men's Paul Stuart Penny Loafer - Brown - Loafers A classic penny loafer lifted by a low block heel is handcrafted from smooth leather and is the perfect footwear for nearly every occasion. Leather upper, lining and sole Made in Italy more

Andy Moc Toe Penny Loafer

Men's Sandro Moscoloni Andy Moc Toe Penny Loafer - Black - Loafers Elevate your fit with a square-toed penny loafer crafted from richly textured leather with a cushioned footbed and flexible rubber sole. Cushioned EVA footbed with arch support Leather... more

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. 1 1/2" heel, 1" platform (size 7) Leather upper... more

Kosmopolis Grip Penny Loafer

Men's Geox Kosmopolis Grip Penny Loafer - Black - Loafers A waterproof membrane and perforated sole lend thermoregulating comfort to a dapper penny loafer rendered in richly textured leather. Water-resistant Patented tech sole with a durable,... 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. Leather upper/textile lining/rubber sole... more

Royce Kiltie Brushed Leather Penny Loafers

Men's Stuart Weitzman Royce Kiltie Brushed Leather Penny Loafers - Black Weitzman "Royce Kiltie" penny loafers in brushed calf leather 0.75 in / 20 mm stacked heel Almond toe Notched vamp Leather outsole Lining: Goat leather Slipon style Made in Italy more

Solomeo Penny Loafer

Men's Mezlan Solomeo Penny Loafer - Brown - Loafers A woven upper and geometric penny keeper add modern elements to a sophisticated leather loafer featuring a slender moc toe. Cushioned footbed Leather upper, lining and sole Made in Spain more

Union Square Penny Loafer

Men's Marc Joseph New York Union Square Penny Loafer - Black - Loafers Buttery soft leather covers a classic penny loafer supremely cushioned with a dense footbed and arch support. Leather upper/synthetic lining/leather and rubber sole Made in Brazil more

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

Baldwin Penny Loafer

Men's Eastland Baldwin Penny Loafer - Red - Loafers Add to a professional look with the Eastland Baldwin penny loafer. Crafted from leather, this penny loafer sports a cushy memory foam footbed to pads your steps. Leather upper. Slip-on. Round moc toe.... 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

Chalmers Leather Penny Loafers

Men's Ralph Lauren Chalmers Leather Penny Loafers - Brown Ralph Lauren Home "Chalmers" penny loafers in premium smooth leather Stacked heel Round moc toe Penny keeper strap at vamp Slipon style Made in Italy more

Formale Penny Loafer

Men's Tod's Formale Penny Loafer - Brown - Loafers A classic keeper strap and exposed hand-stitching add a refined touch to a sharp Italian loafer crafted in semiglossy calfskin leather with a pebbled sole. Leather upper and lining/rubber sole Made in... more

Cartwright Penny Loafer

Men's Gordon Rush Cartwright Penny Loafer - Blue - Loafers Elevate your work-to-weekend look with this handsome penny loafer crafted of premium Italian suede and furnished with a breathable lining and OrthoLite® insole. OrthoLite cushioned insole... more