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| Best Seller  | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
| Best Seller  | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | 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. more | FREE shipping go to store |
 | Men's Vance Co. Kahlil Penny Loafer - Black - Loafers Complete your clean and classy look with this Kahlil penny loafer from Vance Co. Featuring a vegan synthetic upper for durability, this slip-on is constructed with Tru Comfort Foam footbed and... more | go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | Men's Vance Co. Kahlil Penny Loafer - Blue - Loafers Complete your clean and classy look with this Kahlil penny loafer from Vance Co. Featuring a vegan synthetic upper for durability, this slip-on is constructed with Tru Comfort Foam footbed and... more | go to store |
 | Men's Cole Haan Hawthorne Penny Loafer - Brown - Loafers Your debonair looks get a perfect finishing touch with the Hawthorne penny loafer from Cole Haan. Designed using the Grand. OS comfort technology, this leather slip-on ensures lightweight comfort... more | FREE shipping go to store |
 | Men's Marc Joseph New York Empire State Penny Loafer - Brown - Loafers A densely padded footbed, gel-heel insert and flexible rubber sole put comfort at the forefront of this artisanally crafted leather penny loafer. Cushioned footbed Leather upper and... more | FREE shipping go to store |
 | Men's Ike Behar Ike Penny Loafer - Black - Loafers You can never go wrong with the Ike penny loafer from Ike Behar. Flaunting a pure leather construction with classic almond moc toe, lightly cushioned insole and a contrast block heel, this slip-on is... more | FREE shipping go to store |
 | Men's Florsheim Zaffiro Penny Loafer - Brown - Loafers Diversify your formal and professional wardrobe with the Zaffiro moc toe penny loafer from Florsheim. Crafted from leather, this pair sports a classic silhouette for a versatile addition to your... more | FREE shipping go to store |
 | Men's Dune Bradlay Penny Loafer - Brown - Loafers A moc toe adds a touch of casual refinement to this essential suede penny loafer. more | FREE shipping go to store |
 | Ultralift Leather Casual Penny Loafers Women's Stuart Weitzman Ultralift Leather Casual Penny Loafers - Black Stuart Weitzman "Ultralift" leather casual penny loafers Flat chunky heel Round moc toe Notched vamp with keeper strap Slipon style Leather/Rubber outsole Lining: Polyester Hand... more | FREE shipping go to store |
 | Men's Ferragamo Penny Slip-on Loafers - Brown 100% Calf Leather. Made in Italy. more | $780.15 $524.88 FREE shipping go to store |
 | Wilde Racing Flag Leather Penny Loafers Men's Duke & Dexter Wilde Racing Flag Leather Penny Loafers - Black DUKE + DEXTER exclusive "Wilde" penny loafers in bicolor leather with contrast topstitching Features a printed racing flag motif 1.00 in / 25 mm stacked heel Round moc toe Penny keeper... more | FREE shipping go to store |
 | Men's Magnanni Shoes Sasso Leather Penny Loafers - Brown Magnanni "Sasso" penny loafers in leather Features a form-fit bologna construction for added flexibility and breathability Stacked heel Round toe Leather lining Penny keeper strap Leather sole... more | FREE shipping go to store |
 | Men's Tricker's Adam Penny Loafers - Brown 100% Suede. Made in United Kingdom. more | $625.19 $540.16 FREE shipping go to store |
 | Men's Tod's Gommino Penny Loafers - Brown Tod`s Brown Suede Gommino Penny Loafers. Brown Suede upper, penny slot, signature Gommino sole, almond toeline, tonal stitching, slip-on style. more | go to store |
 | Wakith Suede Apron Toe Penny Loafer Men's ALDO Wakith Suede Apron Toe Penny Loafer - Blue - Loafers Classic and versatile, this loafer made of brushed suede features a contoured penny strap and classic apron toe for a smart, streamlined look. more | FREE shipping go to store |
 | Men's Taft Country Penny Loafer - Black - Loafers Update your professional look with the on-trend Country penny loafer from TAFT. The classic look is elevated by a chunky lugged sole to edge up your fit. Leather upper. Slip-on. Round moc toe. Leather... more | FREE shipping go to store |
 | Men's Taft The Fitz Penny Loafer - Blue - 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 synthetic... more | FREE shipping go to store |
 | Leather Slip-on Loafers With Penny Trim Men's Boss Leather Slip-on Loafers With Penny Trim - Brown Signature loafers crafted in Italy by BOSS, designed in smooth leather with branded accents and a penny trim. more | FREE shipping go to store |
 | Men's Frye Tyler Penny Loafer - Brown - Loafers A classic penny keeper and a richly textured leather upper lend timeless versatility and craftsmanship to a streamlined loafer. A premium slip-resistant sole brings comfort and security to every step you... more | FREE shipping go to store |
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