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| Best Seller  | Men's VINNY'S Townee Penny Loafer - Black - Loafers A classic penny keeper and moc toe lend timeless sophistication to a versatile loafer rendered in two-tone leather. Leather upper, lining and sole Made in Portugal Black Owned/Founded ... more | $350.00 $157.50 FREE shipping go to store |
 | 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 $187.00 FREE shipping go to store |
| Best Seller  | Men's VINNY'S Townee Penny Loafer - Black - Loafers Smooth, glossy leather adds a refined touch to a timeless penny loafer you can wear from office hours to happy hour. Leather upper, lining and sole Made in Portugal Black Owned/Founded ... more | FREE shipping go to store |
 | Men's VINNY'S Townee Penny Loafers - Black Handcrafted paneled faux-pony hair and buffed leather loafers in beige and black. Leopard pattern printed throughout. ... more | $345.00 $176.00 go to store |
 | Men's VINNY'S Townee Penny Loafer - Black - Loafers Smooth calfskin leather shapes this classic penny loafer featuring a soft, comfort-focused footbed. Leather upper, lining and sole Imported Black Owned/Founded ... more | FREE shipping go to store |
 | Men's VINNY'S Townee Penny Loafer - Brown - Loafers Smooth, glossy leather adds a refined touch to a timeless penny loafer you can wear from office hours to happy hour. Leather upper, lining and sole Made in Portugal Black Owned/Founded ... more | $350.00 $210.00 FREE shipping go to store |
 | Vinny’S ’S Townee Leather Penny Loafers Men's VINNY'S Vinny’S ’S Townee Leather Penny Loafers - Black Known for its dress shoes crafting history, the Danish brand, Vinny, presents its interpretation of iconic Penny loafers. Made from polished leather, they feature soft footbeds that offer... ... more | $367.20 $183.60 go to store |
 | Men's VINNY'S Townee Tri-Tone Penny Loafer - Blue - Loafers A classic penny keeper and an apron toe lend timeless sophistication to a leather loafer that will elevate your polished style. Leather upper, lining and sole Made in Portugal Black Owned/Founded ... more | $350.00 $199.99 FREE shipping go to store |
 | Men's VINNY'S Heeled Townee Loafers - Black Polished leather loafers in black. ... more | $400.00 $268.00 go to store |
 | Men's VINNY'S Townee Two-tone Loafers - Black Buffed leather loafers in black and white. ... more | $350.00 $245.00 go to store |
 | Men's Christian Louboutin Penny Leather Penny Loafers - Brown Upper: leather. Lining: leather. Sole: leather insole, rubber sole. Toe shape: almond toe. Made in Italy. Includes: shoe box, dust bags. Designer color name: Rhea. ... more | FREE shipping go to store |
 | Le Loafer 15 Cassandre Moccasin Penny Loafers Men's Saint Laurent Le Loafer 15 Cassandre Moccasin Penny Loafers - Black Saint Laurent "Le Loafer 15" penny slippers in nappa calf leather Stacked heel Round moc toe Leather penny keeper strap with Cassandre hardware Leather sole Slipon style Made in... ... more | FREE shipping go to store |
 | Le Loafer Leather Penny Loafers Men's Saint Laurent Le Loafer Leather Penny Loafers - White Upper: leather. Lining: leather. Sole: leather insole and sole. Toe shape: round toe. Made in italy. Includes: dust bag, shoe box. Designer color name: pearl. ... more | FREE shipping go to store |
 | Men's Stuart Weitzman Sw Club La Penny Loafer Men's - Black - Loafers The SW CLUB LA PENNY LOAFER features a unique mixed-material design that pairs a leather upper with stretch panels in a nod to our signature brand code. It is crafted by our artisans... ... more | FREE shipping go to store |
 | Men's Sandro Moscoloni Taylor Moc Toe Penny Loafer - Blue - Loafers Elevate your fit with a moc-toe penny loafer crafted from burnished leather with a cushioned footbed and flexible rubber sole. Cushioned EVA footbed with arch support Leather upper and... ... more | FREE shipping go to store |
 | Men's To Boot New York Zenith Penny Loafer - Brown - Loafers A woven upper and classic penny keeper create modern dimension on an Italian leather loafer grounded by a cushioned footbed for comfortable wear. Cushioned footbed with arch support Leather... ... more | FREE shipping go to store |
 | Men's Donald J Pliner Driving Penny Loafer - Blue - Loafers Mixed textures and a classic penny keeper lend timeless sophistication to a leather driving loafer grounded by a flexible rubber sole. Memory foam cushioning Leather upper and lining/rubber... ... more | $250.00 $162.50 FREE shipping go to store |
 | Hamilton Penny Strap Driving Loafer Men's Marc Joseph New York Hamilton Penny Strap Driving Loafer - Brown - 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 | FREE shipping go to store |
 | Men's Tod's Logo Embossed Penny Loafers - Purple 100% Calf Leather, 100% Rubber. Made in Italy. ... more | $616.22 $448.61 FREE shipping go to store |
 | Men's Dolce & Gabbana Suede Penny Loafers - Brown Upper: leather. Lining: leather. Sole: leather insole, rubber sole. Toe shape: round toe. Made in Italy. Includes: dust bags, shoe box. Designer color name: Hazelnut. ... more | $750.00 $525.00 FREE shipping go to store |
 | Men's To Boot New York Tesoro Penny Loafer - Brown - 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 | FREE shipping go to store |
 | Men's Hush Puppies Leo Penny Loafer - Yellow - 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | Men's Manolo Blahnik Ellis Leather Penny Loafers - White Upper: calf leather. Lining: leather. Sole: leather insole, rubber sole. Toe shape: almond toe. Made in Italy. Includes: dust bag, shoe box. Designer color name: 0215 Dgry. ... more | FREE shipping go to store |
 | Men's Manolo Blahnik Perry Leather Penny Loafers - Black Upper: leather. Lining: leather. Sole: leather insole and sole. Toe shape: round toe. Made in Italy. Includes: dust bag, shoe box. Designer color name: 0015 Blck. ... more | FREE shipping go to store |
 | Men's Dr. Martens Penton Penny Loafer - Black - Loafers A classic penny loafer constructed from smooth leather offers signature comfort with Doc Marten's AirWair cushioning and a flexible traction sole. Removable, cushioned insole with arch support... ... more | FREE shipping go to store |
 | Men's Cole Haan Modern Classics Penny Loafer - Brown - Loafers A traction-enhancing sole adds everyday utility to a classic penny loafer shaped from smooth, burnished leather. Traction-enhancing outsole with rubber pods Leather upper and lining/leather... ... more | FREE shipping go to store |
 | Men's Cole Haan Pinch Prep Penny Loafer - Brown - Loafers Add to your formalwear wardrobe with the Pinch Prep penny loafer from Cole Haan. This classic leather pair sports a Grand Foam footbed for added comfort. Leather upper. Slip-on. Round moc toe.... ... more | FREE shipping go to store |
 | Men's Our Legacy Leather Penny Loafers - Black Upper: leather. Lining: leather. Sole: leather insole, rubber sole. Toe shape: round toe. Made in Italy. Includes: dust bags, shoe box. Designer color name: Black. ... more | FREE shipping go to store |
 | Leather Moccasin Penny Loafers Men's Tod's Leather Moccasin Penny Loafers - Black Tod's penny loafers in semiglossy leather with exposed hand stitching Features a stamped monogram on the tongue Stacked heel Round moc toe Leather penny keeper strap Rubber outsole with embossed rubber... ... more | FREE shipping go to store |
 | Men's G.H.BASS Larson Penny Loafer - Brown - Loafers Put a modern pep in your step in a timeless suede loafer refreshed with a chunky lugged sole and a vividly contrasting pull-tab. Leather upper/leather and synthetic lining/synthetic sole Imported ... more | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | Desio Gancio Ornament Penny Loafers Men's Ferragamo Desio Gancio Ornament Penny Loafers - Brown Ferragamo loafers in grained leather Stacked heel Apron toe Leather penny keeper strap with Gancio ornament Rubber outsole Lining: Goat leather/leather Slipon style Made in Italy ... more | FREE shipping go to store |
 | Men's Bruno Magli Tonio Penny Loafer - Black - Loafers Classic style meets everyday comfort in this moc-toe penny loafer fashioned from rich Italian leather. Cushioned footbed Leather upper and lining/leather and rubber sole Made in Italy ... more | FREE shipping go to store |
 | Men's Tod's Deconstructed Penny Loafer - Black - Loafers Designed for all occasions, this timeless penny loafer is rendered in smooth leather and stamped with the Tod's monogram for subtle signature style. Leather upper, lining and sole Made in Italy... ... more | FREE shipping go to store |
 | Men's G.H.BASS Larson Leather Penny Loafer - Brown - Loafers This classic penny loafer boasts handsome moc-stitching and classic beefroll details that pair equally well with crisp suits and casual shorts. Leather upper, lining and sole Imported ... more | FREE shipping go to store |
 | Men's Alden Milkshake Penny Loafer - White - Loafers Crafted from supple suede, this handsome penny loafer features classic detailing for a timeless look and is supported by a sturdy sole. Leather upper, lining and sole Imported ... more | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | Handsewn Leather Penny Loafers Men's Peter Millar Handsewn Leather Penny Loafers - Brown Peter Millar penny loafers in luxurious leather with a rich matte finish Chunky heel Handstitched round moc toe Penny keeper strap Innovative foam insole Sheepskin lining Welted sole... ... more | FREE shipping go to store |
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