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| Best Seller  | Dan Boat Roughout Penny Loafer Women's Sebago Dan Boat Roughout Penny Loafer - White - Loafers Hand-sewn and classically styled, this versatile penny loafer is crafted from supple roughout leather with a breathable upper and flexible, waterproof sole. Leather upper and lining/rubber... ... more | FREE shipping go to store |
 | Dan Boat Roughout Penny Loafer Women's Sebago Dan Boat Roughout Penny Loafer - Natural - Loafers Hand-sewn and classically styled, this versatile penny loafer is crafted from supple roughout leather with a breathable upper and flexible, waterproof sole. Leather upper and... ... more | FREE shipping go to store |
| Best Seller  | Women's Sebago Dan Suede Boat Loafers - White Sebago "Dan" suede boat loafers made of a soft yet thicker resistant roughout quality and hand-sewn with the finest craftsmanship, these summery slip-on beefroll penny loafer mocs for the ladies are... ... more | FREE shipping go to store |
 | Women's Sebago Dan Suede Boat Loafers - White Sebago "Dan" suede boat loafers made of a soft yet thicker resistant roughout quality and hand-sewn with the finest craftsmanship, these summery slip-on beefroll penny loafer mocs for the ladies are... ... more | FREE shipping go to store |
 | Women's Sebago Classic Dan Penny Loafer - Brown - Loafers Hand-sewn and classically styled, this beefroll penny loafer is crafted of polished leather with a breathable, unlined upper and waterproof, flexible sole. Leather upper and lining/leather and... ... more | FREE shipping go to store |
 | Le Loafer Monogram Penny Loafer Women's Saint Laurent Le Loafer Monogram Penny Loafer - White - Loafers The classic prepster style goes high fashion with a thick lug sole and matte-black YSL hardware accenting one side of the penny strap. 1 1/4" heel, 32mm, 1" platform (size 9)... ... more | FREE shipping go to store |
 | Women's Sebago Portland Roughout Boat Shoe - Blue - Loafers Hand-sewn from soft roughout leather in a cozy, laid-back design, this moc-toe boat shoe pairs classic maritime style with a lightweight, non-slip sole. Leather upper and lining/rubber sole... ... more | FREE shipping go to store |
 | Men's Rodd & Gunn Greytown Penny Loafer - Brown - Loafers A penny-keeper strap lends a dapper finish to this vintage-inspired moc-toe boat shoe wrapped in fine leather with a springy rubber sole. Leather upper/leather and textile lining/rubber sole... ... more | $148.00 $99.99 FREE shipping go to store |
 | Women's Earth Javas Penny Loafer - White - Loafers Bring a classic touch to your collection with the Javas penny loafer from Earth. This leather pair showcases a versatile design, made to pair well with a professional or formal ensemble. Leather upper.... ... more | FREE shipping go to store |
 | Women's J.Crew Winona Penny Loafers - Brown New this season, our Winona penny loafers were tested in-house to make sure they're extra-comfy. You'll want to wear them with everything from straight-leg jeans to midi skirts and even your comfiest joggers.... ... more | $198.00 $99.50 go to store |
 | Men's Taft Fitz Suede Penny Loafer - Brown - Loafers Rich leather elevates this handsome slip-on loafer with a signature saddle strap at the vamp. 1" heel Cushioned footbed Leather upper, lining and sole Made in Spain ... more | FREE shipping go to store |
 | Men's Tod's Penny-slot Leather Loafers - Black Material:Rubber/Fabric/Calf Leather. This item may not be on sale in France, UK, Italy, Belgium and Switzerland. ... more | $795.00 $477.00 FREE shipping go to store |
 | Men's Mix No 6 Taman Penny Loafer - Black - Loafers Highlight formal or professional looks with the versatile Taman penny loafer from Mix No. 6. This classic staple diversifies your wardrobe while the cushioned footbed provides ample padding. Synthetic... ... more | $59.99 $49.98 go to store |
 | Men's Tod's Mocassino Penny Loafer - White - Loafers A classic penny keeper strap adds a refined flourish to a sharp Italian loafer softened by a supple suede upper. Leather upper, lining and sole Made in Italy Designer Shoes ... more | $825.00 $477.00 FREE shipping go to store |
 | Men's ANDERSSON BELL Broeils 23 Penny Loafers - Black Suede loafers in black and white. Strap with cutout and rivets at vamp. ... more | $615.00 $228.00 go to store |
 | Saffiano Leather Penny Loafers Men's Prada Saffiano Leather Penny Loafers - Black Crafted of saffiano leather, these classic Prada penny loafers rest on a comfortable rubber sole. Leather upper Slip-on style Leather lining Rubber sole Padded insole Made in Italy ABOUT THE BRAND... ... more | FREE shipping go to store |
 | Women's Veronica Beard Woven Penny Loafer - Black - Loafers A classic penny keeper and woven detailing lend visual intrigue to a sophisticated loafer that will elevate your contemporary style. Leather upper and lining/synthetic sole Imported ... more | $375.00 $244.99 FREE shipping go to store |
 | Men's Eastland Baldwin Penny Loafer - Black - Loafers Add to a professional look with the Eastland Baldwin penny loafer. Crafted from leather, this penny loafer sports a cushy memory foam footbed to pads your steps. Leather upper. Slip-on. Round moc... ... more | FREE shipping go to store |
 | Men's Thom Browne Penny-Slot Leather Loafers - Black jet black calf leather smooth grain penny slot branded insole logo pull-tab at the heel almond toe slip-on style flat leather sole ... more | $850.00 $384.00 FREE shipping go to store |
 | Men's Doucal's Penny-slot Suede Loafers - Black Material:Calf Suede/Calf Leather/Calf Leather. This item may not be on sale in France, UK, Italy, Belgium and Switzerland. ... more | $441.00 $308.00 FREE shipping go to store |
 | Women's Alberto Fasciani Zoe Leather Penny Loafers - Black Material:Calf Leather/Calf Leather/Calf Leather/Rubber. This item may not be on sale in France, UK, Italy, Belgium and Switzerland. ... more | $529.00 $370.00 FREE shipping go to store |
 | Women's Geox Spherica Penny Loafer - Black - Loafers A waterproof membrane and perforated sole allow for comfort and dry stepping in this thermoregulating penny loafer. Patented tech sole with a durable waterproof membrane and breathable perforations... ... more | FREE shipping go to store |
 | Penny Slot Patent-leather Loafers Women's Tod's Penny Slot Patent-leather Loafers - Brown Burgundy calf leather patent finish round toe moc stitching penny slot rubber pebble detail on the heel branded leather insole segmented rubber sole slip-on style. ... more | FREE shipping go to store |
 | Women's Ash Gena Penny Loafer - Black - Loafers Elevate the every day in the Gena loafer from ASH. This platform pair sports a chunky lugged sole to complement the classic penny loafer look. Leather upper. Slip-on. Almond moc toe. Leather lining.... ... more | $189.99 $79.98 FREE shipping go to store |
 | Women's Vionic Uptown Penny Loafer - Black - Loafers The Uptown penny loafer from Vionic is an absolute beauty that deserves a spot in your collection. The rich upper and 360 flex rubber outsole bring a breath of new life to the classic slip-on... ... more | FREE shipping go to store |
 | Men's Doucal's Suede Penny Loafers - Black Material:Calf Suede/Rubber/Calf Leather. This item may not be on sale in France, UK, Italy, Belgium and Switzerland. ... more | $361.00 $288.00 FREE shipping go to store |
 | Men's Sandro Moscoloni Romero Penny Loafer - Black - Loafers With a classic look, the Romero penny loafer from Sandro Moscoloni proves a versatile highlight to your collection. This leather pair sports a gel cushioned footbed for added comfort. Leather... ... more | FREE shipping go to store |
 | Women's Eastland Sonya Penny Loafer - Black - Loafers There's no compromise whatsoever when it comes it looks or comfort in the Sonya penny loafer by Eastland. The polished leather upper of this slip-on loafer stays a little lifted with a charming... ... 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 | FREE shipping go to store |
 | Men's Ted Baker Parliament Penny Loafer - Gray - Loafers Memory foam cushioning ensures the comfort of a classic penny loafer constructed from soft suede and grounded by a flexible rubber sole. Memory foam cushioning Leather upper/textile lining/rubber... ... more | FREE shipping go to store |
 | Women's Pedro Garcia Sebas Lug Penny Loafer - Black - Loafers Chunky lugs lend street-savvy bite to this crisp monochrome penny loafer crafted from soft suede with a classic moc toe. 1 1/2" heel; 1 1/4" platform (size 8.5 US/38.5 EU) Leather upper and... ... more | $620.00 $403.00 FREE shipping go to store |
 | Women's Ros Hommerson Dannon Penny Loafer - Purple - Loafers The Dannon penny loafer from Ros Hommerson is a classic uptake on a sporty shoe. The upper is crafted from crinkled patent leather for a polished finish. Signature Tiny Pillows insoles with... ... more | FREE shipping go to store |
 | Women's Tod's Leather Classic Penny Loafers - Brown Tod's smooth leather classic penny loafers Flat heel Round moc toe Notched vamp with keeper strap Slipon style Rubber outsole Lining: Leather Made in Italy ... more | FREE shipping go to store |
 | Alfie Penny-slot Leather Loafers Women's Santoni Alfie Penny-slot Leather Loafers - Black Material:Calf Leather/Calf Leather/Rubber. This item may not be on sale in France, UK, Italy, Belgium and Switzerland. ... more | $699.00 $547.00 FREE shipping go to store |
 | Men's Nunn Bush Drexel Penny Loafer - Black - Loafers Look your best in the Drexel penny loafer from Nunn Bush. With a Comfort Gel footbed and soft moisture-wicking lining, these slip-ons promise to keep you feeling great all-day long. Leather upper.... ... 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 | $258.00 $179.99 FREE shipping go to store |
 | Men's Allen Edmonds Newton Penny Loafer - Brown - Loafers Clean lines and minimalist design showcase the timeless silhouette of a closet-staple penny loafer built on a comfy rubber sole. Leather upper and lining/rubber sole Handcrafted in Italy ... more | $365.00 $273.75 FREE shipping go to store |
 | Men's Sandro Moscoloni Antoine Penny Loafer - Brown - Loafers The Sandro Moscoloni Antoine penny loafer is an instant classic. Featuring a luxe leather upper with beautiful penny keeper detailing, this slip-on is completed with a cozy leather footbed... ... more | FREE shipping go to store |
 | Women's Ara Kalendra Penny Loafer - Black - Loafers A classic penny keeper and rounded moc toe add timeless elements to a supple suede loafer set on a cushioned footbed and flexible sole. Cushioned footbed with arch support HighSoft technology combines... ... more | FREE shipping go to store |
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