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| Best Seller  | 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 | FREE shipping 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 |
| Best Seller  | 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 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 $193.00 go to store |
 | Men's John Lobb Thorne Penny Loafer - Black - Loafers Finely crafted in Italy from supple leather, this penny loafer is set on a rubber sole with a 'Rasp' tread, an homage to traditional tools used in shoemaking. Leather upper and lining/rubber sole... ... more | FREE shipping go to store |
 | Men's Giuseppe Zanotti Archiel Leather Penny Loafers - Black Giuseppe Zanotti "Archiel" penny loafers in leather Features a large metal accessory on the penny keeper strap Stacked heel Almondshaped moc toe Leather lining and sole Slipon style Made in... ... more | FREE shipping go to store |
 | 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. Memory foam cushioning Leather upper/textile lining/rubber... ... more | FREE shipping go to store |
 | Men's J.M. Weston Woogie Apron Toe Penny Loafer - Black - Loafers Crafted in France from smooth calfskin, this polished penny loafer boasts a renowned Blake construction and elegant apron toe. Cushioned insole Leather upper, lining and sole Made in... ... more | FREE shipping go to store |
 | Men's Warfield & Grand Diggs Penny Loafer - Gray - Loafers Blake-stitched construction elevates a fine loafer crafted from Italian full-grain leather and featuring a dual-density, arch-support footbed. Cushioned footbed with arch support Leather upper,... ... more | FREE shipping go to store |
 | City Blanco Woven Raffia Penny Loafers Men's Dolce & Gabbana City Blanco Woven Raffia Penny Loafers - Natural Dolceamp;Gabbana "City Blanco" penny loafers in woven raffia with calfskin trim Stacked heel Round moc toe Penny keeper strap Calfskin footbed with branded label Leather lining... ... more | FREE shipping go to store |
 | Men's Ecco St.1 Hybrid Penny Loafer - Blue - Loafers ECCO FLUIDFORM tech brings an anatomical fit and more energy return, ensuring comfort in this easy-on leather loafer. Advanced SHOCK THRU point provides shock absorption, resulting in a feel that's... ... more | FREE shipping go to store |
 | Penny No Back Suede And Croc-Effect Loafers Men's Christian Louboutin Penny No Back Suede And Croc-Effect Loafers - Black Lining: leather. Toe shape: round toe. Sole: leather insole and sole. Upper: leather. Comes with dust bags. Comes with a box. Made in Italy. ... more | FREE shipping go to store |
 | Men's Burberry Check Felted Penny Loafers - Natural Upper: fabric. Toe shape: round toe. Comes with dust bags. Sole: leather insole and sole. Made in Italy. Comes with a box. ... more | FREE shipping go to store |
 | Men's Thom Browne Varsity Penny Loafer - Gray - 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. Removable insole Leather upper, lining... ... more | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | Men's Thom Browne Versity Penny Loafers - Gray Leather sole: 2.5 cm. Leat. Made in Italy. Plain. New with tags. ... more | $745.00 $596.00 go to store |
 | Men's Vance Co. Keith Penny Loafer - Black - Loafers Vance Co. Keith Men s Loafer Head to the office wearing the Keith men s Loafer from Vance Co. This refined Loafer features a faux leather upper with a strap accent and almond-shaped moc toe design. A... ... more | FREE shipping go to store |
 | Men's Eastland Patrick Penny Loafer - Black - Loafers Eastland Patrick Men's Penny Loafer Elevate your prep with the Eastland Patrick penny Loafer. Featuring a leather upper with a penny holder accent, this driving moc supports sans Socks. The insole... ... more | FREE shipping go to store |
 | 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. Removable insole Patented tech sole with a durable, waterproof membrane and... ... more | FREE shipping go to store |
 | Thom E Shearling Penny Loafers Men's Thom Browne Thom E Shearling Penny Loafers - Black Calfskin suede loafers in brown. ... more | FREE shipping go to store |
 | Men's Sandro Moscoloni Taylor Moc Toe Penny Loafer - Brown - 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... ... more | FREE shipping go to store |
 | Medusa Coin Penny Driving Loafer Men's Versace Medusa Coin Penny Driving Loafer - Natural - Loafers Set on a segmented driver sole with Greek-key tread, this calfskin-suede loafer features a Medusa-head 'coin' inserted in the keeper strap. Removable insole Leather upper and... ... more | FREE shipping go to store |
 | Ron Haydon Weatherproof Penny Loafer Men's Ron White Ron Haydon Weatherproof Penny Loafer - Brown - Loafers A classic penny keeper and supple suede upper lend timeless sophistication to a luxe loafer grounded by a cushioned footbed and slip-resistant lug sole. Multilayered,... ... more | FREE shipping go to store |
 | Men's Thom Browne Varsity Penny Loafers - Black Thom Browne penny loafers in black grosgrain fabric with tonal leather trims, an almond toe, layered sole, logo patch on the insole, a vamp strap with tonal embroidered detail and iconic tricolor... ... more | $1,232.45 $508.23 FREE shipping go to store |
 | Men's Stacy Adams Burke Penny Loafer - Black - Loafers A slim penny keeper and moc toe add timeless elements to a sophisticated loafer set on a cushioned insole for comfortable wear. Removable, cushioned insole with arch support Leather upper/textile... ... more | FREE shipping go to store |
 | 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. Water-resistant Patented tech sole with a durable, waterproof membrane... ... more | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | Men's Christian Louboutin Crosta Penny Loafer - White - Loafers A logo-engraved disc shaped like a classic coin is inserted into the penny slot of a richly grained suede loafer trimmed with a scalloped tongue. The iconic red sole—born from a fateful... ... more | FREE shipping go to store |
 | Men's Donald J Pliner Joetc Penny Loafer - Brown - Loafers Two-toned tumbled leather creates a unique take on a classic penny loafer that is a wardrobe must-have. Round moc toe Penny slot strap Slip-on Cushioned insole with arch support Welted sole... ... more | FREE shipping go to store |
 | Men's Manolo Blahnik Perry Leather Penny Loafers - Purple Upper: leather. Lining: leather. Sole: leather insole and sole. Toe shape: round toe. Made in Italy. Includes: dust bag, shoe box. Designer color name: 2054 Dbrw. ... more | FREE shipping go to store |
 | Men's Bruno Magli Payton Penny Loafer - Brown - Loafers A lightly cushioned footbed brings impeccable comfort to a smooth loafer crafted from smooth Italian leather. Leather upper and lining/rubber sole Made in Italy ... more | FREE shipping go to store |
 | Men's Ecco Metropole London Penny Loafer - Black - Loafers Signature comfort details bring everyday appeal to a timeless penny loafer shaped from smooth, burnished leather. Removable dual-fit insole for wider fit and roomier toe area ECCO FLUIDFORM... ... more | FREE shipping go to store |
 | Men's Tod's Mocassino Gomma Penny Loafer - Blue - Loafers A classic keeper strap adds a refined flourish to a sharp Italian loafer crafted in soft calfskin leather that's stamped at the side with the label's logo. Tod's signature pebbled sole adds... ... more | FREE shipping go to store |
 | 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. Cushioning: absorbs impact and distributes weight for... ... more | FREE shipping go to store |
 | Tailored Traveler Penny Loafer Men's Samuel Hubbard Shoe Co. Tailored Traveler Penny Loafer - Black - Loafers A classic penny keeper and moc toe lend timeless sophistication to a luxe loafer grounded by a cushioned footbed and durable sole for lasting wear. Memory foam cushioning... ... more | FREE shipping go to store |
 | Men's Saint Laurent Le Loafer Penny Slippers - Black - Loafers Penny loafers with Saint Laurent embossed back tab and saddle decorated with the cassandre on the front. ... more | FREE shipping go to store |
 | Men's Sandro Moscoloni Taylor Penny Loafer - Brown - Loafers Highlight favorite formal or professional looks with the classically styled Taylor penny loafer from Sandro Moscoloni. This leather pair sports a cushioned footbed for a comfortable layer.... ... more | FREE shipping go to store |
 | Desio Gancio Ornament Penny Loafers Men's Ferragamo Desio Gancio Ornament Penny Loafers - Black 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 |
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