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| Best Seller  | Wide Width Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 9 W) This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more | go to store |
 | Men's Armando Cabral Bolama Penny Loafer - Blue - Loafers A serrated tongue and embellished penny keeper update this sleek leather loafer presenting the next evolution of a classic closet staple. Leather and textile upper/leather lining/leather and... more | FREE shipping go to store |
| 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 |
 | 'weejuns Larson' Penny Loafers Men's G.H.BASS 'weejuns Larson' Penny Loafers - Black G.h. Bass weejuns larson penny loafers handcrafted in leather. Leather interior and leather sole. Shoehorn included. Composition: leather. Made in: el salvador. more | $276.00 $169.00 go to store |
 | Men's Armando Cabral Bolama Penny Loafer - Gray - Loafers A serrated tongue and embellished penny keeper update this sleek leather loafer presenting the next evolution of a classic closet staple. Leather and textile upper/leather lining/leather and... more | FREE shipping go to store |
 | 'weejuns Larson' Penny Loafers Men's G.H.BASS 'weejuns Larson' Penny Loafers - Brown G.H. BASS Weejuns Larson penny loafers handcrafted in leather. Leather interior and leather sole. Shoehorn included. Colours: Purple Composition: Leather Made in: El Salvador MPN: BA11010H. 100%... more | $276.00 $134.00 go to store |
 | Penny Almond-toe Slip-on Loafers Men's Ferragamo Penny Almond-toe Slip-on Loafers - Black 100% Calf Leather, 100% Leather. Made in Italy. more | $1,229.00 $695.59 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 |
 | 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 |
 | Men's Santoni Ikangia Penny Loafer - Brown - Loafers Finely textured leather enriches a classic Italian loafer built using Blake construction for lasting appeal and a cushioned leather footbed for comfort. Leather upper, lining and sole Made in Italy. more | FREE shipping go to store |
 | Women's Rag & Bone Carter Calfskin Penny Loafers - White Rag amp; Bone "Carter" calf leather penny loafers 0.75 in / 20 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather/Rubber outsole Lining: Leather Leather method dry... 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 Boss Lisbon Penny Loafer - Gray - Loafers Crafted of richly burnished leather with a contemporary blunted toe, this penny loafer is one you'll pair with wardrobe staples for years to come. Leather upper and lining/leather and synthetic sole Made... more | FREE shipping go to store |
 | Men's Boss Derreck Penny Loafer - Black - Loafers Rich calfskin leather elevates an Italian-crafted penny loafer that will make the perfect addition to your everyday office wardrobe. Leather upper and lining/leather, rubber and synthetic sole Made in... more | $299.00 $239.20 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 |
 | The Fitz Floral Brocade Penny Loafer Men's Taft The Fitz Floral Brocade Penny Loafer - Red - Loafers Colorful flowers bloom in silky brocade all over a loafer crafted in Spain with a heel and penny strap made of richly pebbled leather. Cushioned footbed Textile and leather upper/leather... more | FREE shipping go to store |
 | Men's HUGO Black Penny Trim Loafers Buffed leather loafers in black. more | go to store |
 | Men's Bruno Magli Tonio Penny Loafer - Brown - 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 Tricker's James Penny Loafers - Black 100% Leather. Made in United Kingdom. more | $657.51 $570.99 FREE shipping go to store |
 | Set Trends With These Loafers From The House Of Gucci. Meticulously Crafted From Diamante Leather They Feature A Brown Exterior Along With Penny Keepers On The Vamps. Complete With Comfortable Insoles And Pebbled Rubber Outsoles This Pair Will Enhance... more | go to store |
 | Coach Penny Loafers Size 8 Red/ Burgundy Chunky Style Leather Indie Style Round Toe Good Condition more | go to store |
 | Men's Marc Joseph New York Union Square Penny Loafer - Brown - 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 | FREE shipping go to store |
 | Men's Boss Derreck Penny Loafer - Brown - Loafers Rich calfskin leather elevates an Italian-crafted penny loafer that will make the perfect addition to your everyday office wardrobe. Leather upper and lining/leather, rubber and synthetic sole Made in... more | FREE shipping go to store |
 | Men's To Boot New York Dickerson Penny Loafer - Black - Loafers A classic penny keeper and sleek leather construction lend timeless sophistication to a polished loafer perfect for any occasion. Leather upper and lining/leather and rubber sole Made in... 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 |
 | Gancini Ornament Penny Loafers Men's Ferragamo Gancini Ornament Penny Loafers - Black Grained calfskin loafers in black. · Gathering at square moc toe · Logo hardware at vamp strap · Buffed leather lining · Stacked leather heel with rubber injection · Leather sole Supplier color: Nero more | FREE shipping go to store |
 | Men's Thom Browne 'varsity Penny' Loafers Varsity Penny' suede loafers with leather sole. Composition: 100% calfskin leather (Bos Taurus).. Size&Fit: US MEN. more | $983.20 $613.52 FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | Men's VINNY'S Yardee Suede Penny Loafer - Brown - Loafers Enjoy the feel of luxurious suede in this finely stitched penny loafer set atop a soft and cushioned footbed. Cushioned footbed Leather upper/leather and textile lining/leather sole Made in... more | $270.00 $148.50 FREE shipping go to store |
 | Men's Castaner Penny Loafer Espadrilles - Brown 100% Suede Leather. Made in Spain. more | $165.65 $123.63 go to store |
 | Men's Santoni Ikangia Penny Loafer - Black - Loafers Finely textured leather enriches a classic Italian loafer built using Blake construction for lasting appeal and a cushioned leather footbed for comfort. Leather upper, lining and sole Made in Italy. more | 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 Tricker's James Penny Loafers - Black 100% Calf Leather. Made in United Kingdom. more | $534.35 $353.95 FREE shipping go to store |
 | Men's Gordon Rush Durbin Penny Loafer - Gray - Loafers Fine craftsmanship and Italian leather brings a refined look to a timeless loafer with a breathable leather lining and Ortho Lite® insole that offer lasting comfort. more | $245.00 $169.90 FREE shipping go to store |
 | Men's VINNY'S Yardee Suede Penny Loafer - Brown - Loafers Enjoy the feel of luxurious suede in this finely stitched penny loafer set atop a soft and cushioned footbed. Cushioned footbed Leather upper/leather and textile lining/leather sole Made in... more | FREE shipping go to store |
 | Men's Anthony Veer Gerry Penny Loafer - Black - Loafers Stay grounded in this supple leather pair of timeless dress shoes from Anthony Veer. The Gerry penny loafer is expertly designed with a stacked heel, recraftable leather outsole, and Goodyear welt... more | FREE shipping go to store |
 | Men's Christian Louboutin No Penny Loafers - Black Paneled patent leather and wool twill loafers in black. more | FREE shipping go to store |
 | Men's Bruno Magli Maioco Napa Penny Loafers - Brown Bruno Magli "Maioco" penny loafers in smooth napa leather 0.25 in / 10 mm flat heel Round apron toe Notched vamp with keeper strap Slipon style Leather lining Leather outsole Spot clean Made in Italy more | FREE shipping go to store |
 | Men's Thom Browne Varsity Penny Loafer - Black - 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. Leather upper, lining and sole Made in... more | FREE shipping go to store |
 | Men's Crosby Square Newhaven Penny Loafer - Brown - 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 |
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