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| Best Seller  | 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 |
 | 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 $185.00 FREE shipping go to store |
| Best Seller  | Men's Paul Stuart Harlan Penny Loafer - Brown - Loafers Elevate your look with the suave, classic style of this Italian-crafted penny loafer. Leather upper, lining and sole Made in Italy Men's Shoes. ... more | FREE shipping go to store |
 | Men's Zegna L'asola Penny Loafer - Brown - Loafers Named for the buttonholes in finely tailored menswear, this suede loafer from the Italian label features a clean, classic silhouette topped with contrast band. Leather upper, lining and sole Made in... ... more | FREE shipping go to store |
 | Men's Mephisto Harper Penny Loafer - Black - 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 AllSaints Jago Suede Penny Loafer - Natural - Loafers Soft suede and contrast stitching further the relaxed, wear-everywhere appeal of a penny loafer set on a sole of cushy crepe rubber. Leather upper and lining/rubber sole Made in Portugal. ... more | FREE shipping go to store |
 | Men's Rhude Suede Penny Loafers - Black Suede loafers in black. Blanket stitching throughout. ... more | $720.00 $425.00 FREE shipping 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... ... more | FREE shipping go to store |
 | Men's Donald J Pliner Jimmy Penny Loafer - Orange - Loafers Reptile-embossed leather pairs with velvety-soft suede on this richly textured penny loafer grounded on a lightweight, sneaker-inspired sole. Memory foam cushioning Leather upper and... ... more | $285.00 $199.50 FREE shipping go to store |
 | Men's Bruno Magli Xane Driving Penny Loafer - Brown - 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 | FREE shipping go to store |
 | Leather Penny Loafers With Logo Trim Men's Moschino Leather Penny Loafers With Logo Trim - Black Moschino loafers in smooth calfskin leather with rubberized logo trim Stacked heel Round moccasin toe Penny keeper strap Slipon style Made in Italy ... more | FREE shipping go to store |
 | Men's Sandro Moscoloni Moc Toe Penny Loafer - Black - Loafers An anatomical gel insole provides comfort and breathability in this penny loafer that has a bright-blue outsole for modern appeal. Cushioned insole Leather upper/synthetic lining/rubber sole... ... more | $190.00 $120.00 FREE shipping go to store |
 | Men's Crosby Square Newhaven Penny Loafer - Black - Loafers Smooth Italian leather brings a refined element to this handsome penny loafer that's a go-to style for your casual and business-casual looks. A breathable leather lining and well-cushioned... ... more | FREE shipping go to store |
 | Men's Versace Lug Sole Penny Loafer - Black - Loafers Set on a chunky lug sole with Greek-key tread, this calfskin-leather loafer features a Medusa-head 'coin' inserted in the keeper strap. Leather upper and lining/synthetic sole Made in Italy Designer... ... more | FREE shipping go to store |
 | Men's Sandro Moscoloni Natal Penny Loafer - Blue - Loafers Introduce effortless elegance to your footwear collection with a timeless penny loafer crafted from buttery-soft leather and cushioned with a removable insole. Removable insole Leather... ... 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 |
 | Men's VINNY'S Townee Penny Loafer - Black - Loafers Smooth calfskin leather shapes this classic penny loafer featuring a soft, comfort-focused footbed. ... more | FREE shipping go to store |
 | Men's VINNY'S Vinnee Penny Loafers - Brown The benefits of all loafers is that they are comfortable while also staying smart. Vinny's Vinnee style have textured brown leather uppers with a wide, slightly squared toe and traditional penny vamps. ... more | go to store |
 | Men's Warfield & Grand Camino Penny Loafer - Brown - Loafers Blake-stitched construction elevates a fine loafer crafted from Italian full-grain leather and featuring a dual-density, arch-support footbed. ... more | FREE shipping go to store |
 | Men's Florsheim Zaffiro Penny Loafer - Black - 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 Thom Browne Penny Loafer - Black - Loafers A mix of smooth and grainy calfskin leather elevates a handsome Italian loafer featuring a bit of brand coloring on the heel loop. Leather upper, lining and sole Made in Italy Men's Designer Shoes. ... more | FREE shipping go to store |
 | 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. ... more | FREE shipping go to store |
 | Men's Gordon Rush Cartwright Penny Loafer - Brown - Loafers Elevate your work-to-weekend look with this handsome penny loafer crafted of premium Italian suede and furnished with a breathable lining and Ortho Lite® insole. ... more | FREE shipping go to store |
 | Men's Corvari Boat Penny Loafers - White Corvari boat loafers, in suede. SS24 - Round toe - Penny bar - Rubber sole - Made in Italy - Suede - MPN: 1940501 BLU. Suede |. ... more | $270.00 $161.00 go to store |
 | Men's Blake McKay Davis Moc Toe Penny Loafer - Brown - Loafers Contoured OrthoLite® cushioning and a grippy rubber sole keep you comfortably grounded in this moc-toe penny loafer. ... more | FREE shipping go to store |
 | Men's Ted Baker Parliament Penny Loafer - Brown - Loafers Memory foam cushioning ensures the comfort of a classic penny loafer constructed from soft suede and grounded by a flexible rubber sole. ... more | FREE shipping go to store |
 | Men's Zegna L'asola Suede Penny Loafer - Brown - Loafers Named for the buttonholes in finely tailored menswear, this iconic suede loafer from the Italian label features a clean, classic silhouette. Leather upper and lining/leather and synthetic sole... ... more | FREE shipping go to store |
 | Men's To Boot New York Ravello Penny Loafer - Brown - Loafers A classic penny keeper and moc toe lend sophisticated charm to a burnished leather loafer that will complement your work-to-weekend style. Cushioned footbed with arch support Leather upper,... ... more | FREE shipping go to store |
 | Men's Geox Kosmopolis Grip Penny Loafer - Brown - Loafers A waterproof membrane and perforated sole lend thermoregulating comfort to a dapper penny loafer rendered in supple suede. ... more | FREE shipping go to store |
 | Shiloh Casual Leather Penny Loafers Women's Rag & Bone Shiloh Casual Leather Penny Loafers - Black Rag amp; Bone "Shiloh" casual leather penny loafers 3.00 in / 75 mm block heel; 1.75 in / 45 mm platform Round moc toe Notched vamp with keeper strap Slipon style Lugged rubber outsole... ... more | FREE shipping go to store |
 | Men's Santoni Carlos Penny Loafer - Brown - 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 Bruno Magli Arezzo Penny Loafer - Brown - Loafers Finely textured, hand-burnished calfskin leather defines a versatile Italian penny loafer in a classic silhouette. Leather upper and lining/rubber sole Made in Italy Men's Shoes. ... more | FREE shipping go to store |
 | Men's Stuart Weitzman Sw Club Penny Loafer Men's - Brown - Loafers The SW CLUB PENNY LOAFER takes our signature style-meets-comfort approach to the classic penny loafer. Crafted by SW artisans in Italy it features a timeless understated profile... ... more | FREE shipping go to store |
 | Men's Sandro Moscoloni Taylor Penny Loafer - Blue - 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 |
 | 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 | FREE shipping go to store |
 | Men's Canali Penny Loafer - Black - Loafers Tastefully textured leather elevates the refinement of this polished penny loafer set atop a flexible rubber sole. Leather upper and lining/rubber sole Made in Italy. ... more | FREE shipping go to store |
 | Men's Geox Kosmopolis Grip Penny Loafer - Brown - Loafers A waterproof membrane and perforated sole lend thermoregulating comfort to a dapper penny loafer rendered in richly textured leather. ... more | FREE shipping go to store |
 | Men's VINNY'S Yardee Penny Loafer - Brown - 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 |
 | The Fitz Jacquard Penny Loafer Men's Taft The Fitz Jacquard Penny Loafer - Brown - Loafers Clad in a tapestry of colors and patterns, this Spanish-made loafer features a traditional leather penny strap and a smart, streamlined profile. Textile and leather upper/leather lining and... ... more | FREE shipping go to store |
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