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| Best Seller  | 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 |
 | Men's Stuart Weitzman Club Classic Penny Loafer - Brown - 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 |
| Best Seller  | Men's Stuart Weitzman Club Penny Loafer - Brown - Loafers Debossed logo detailing and a classic penny keeper add sophisticated elements to a luxe loafer designed with a squared-off moc toe for modern appeal. Leather upper, lining and sole Made in Italy more | FREE shipping go to store |
 | Wide Width Women's Gunner Loafers by White Mountain in Light Taupe Suede (Size 9 W) Inspired by the 90s, the Gunner penny loafer by White Mountain Shoes is a classic, cool staple! A thick lugged bottom is right on trend and offers extra support for all day comfort.Leather UpperSynthetic LiningSynthetic OutsoleSynthetic Footbed1.5"... more | go to store |
 | Women's Classic II Slip-On by Eastland in Black (Size 7 1/2 M) This timeless Classic penny loafer adds the perfect amount of polish to your look. Smooth, polished Leather upper offers no-fuss care. Padded OrthoLite® comfort insole with patented moisture control for breathable, all day wear. Hand-sewn from one... more | go to store |
 | Women's Classic II Slip-On by Eastland in Black (Size 8 1/2 M) This timeless Classic penny loafer adds the perfect amount of polish to your look. Smooth, polished Leather upper offers no-fuss care. Padded OrthoLite® comfort insole with patented moisture control for breathable, all day wear. Hand-sewn from one... more | 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 Stuart Weitzman Club Penny Loafer - Blue - Loafers Debossed logo detailing and a classic penny keeper add sophisticated elements to a luxe loafer designed with a squared-off moc toe for modern appeal. Leather upper, lining and sole Made in Italy more | FREE shipping go to store |
 | Men's Stuart Weitzman Club La Lugged Penny Loafer - Black - Loafers Glossy leather and stretchy fabric further elevate the kicked-up stature of a penny loafer that pairs a classic apron toe with a chunky rubber sole. Cushioned footbed Leather and... more | FREE shipping go to store |
 | Sw Club Classic Penny Loafer Men's Men's Stuart Weitzman Sw Club Classic Penny Loafer Men's - Black - Loafers The SW CLUB CLASSIC PENNY LOAFER is timeless - not traditional. Modern polished lines define the look from its subtly protruding welt to its broader rounded square toe. Note its... more | FREE shipping go to store |
 | Men's Stuart Weitzman Club Suede Penny Loafers - Brown Stuart Weitzman "Club" soft suede penny loafers 0.75 in / 20 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather outsole Lining: Leather Spot clean Made in Italy more | FREE shipping go to store |
 | Men's Floafers Country Club Penny Loafer - Brown Give your shoe collection a modern twist with the Country Club penny loafer from Floafers. This casual pair features a waterproof construction and 360 degree ventilation that helps drain water away... more | go to store |
 | Men's Stuart Weitzman Sw Club La Penny Loafer Men's - Black - Loafers The SW CLUB LA PENNY LOAFER features a unique mixed-material design that pairs a leather upper with stretch panels in a nod to our signature brand code. It is crafted by our artisans... more | FREE shipping go to store |
 | Men's Stuart Weitzman Club Suede Penny Loafers - Blue Stuart Weitzman "Club" soft suede penny loafers 0.75 in / 20 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather outsole Lining: Leather Spot clean Made in Italy more | FREE shipping go to store |
 | Men's Thom Browne Thom E Classic Penny Loafers - Black Calfskin suede loafers in navy. more | FREE shipping go to store |
 | American Classics Pinch Penny Loafer Men's Cole Haan American Classics Pinch Penny Loafer - Black - Loafers A classic penny keeper details a sophisticated leather loafer grounded by a foam-cushioned footbed and lightweight sole for optimal comfort. Grand.OS energy-foam cushioning Leather... 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 |
 | Gomma Classic Leather Penny Loafers Women's Tod's Gomma Classic Leather Penny Loafers - Brown Tod's classic penny loafers in smooth calf leather 0.75 in / 20 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Lining: Virgin wool Rubber outsole Made in Italy more | FREE shipping go to store |
 | American Classics Pinch Penny Loafer Men's Cole Haan American Classics Pinch Penny Loafer - Brown - Loafers A classic penny keeper details a sophisticated leather loafer grounded by a foam-cushioned footbed and lightweight sole for optimal comfort. Grand.OS energy-foam cushioning Leather... more | FREE shipping go to store |
 | American Classics Penny Loafer Men's Cole Haan American Classics Penny Loafer - Brown - Loafers Spruce up your smart casual look donning the American Classics penny loafer from Cole Haan. This timeless loafer flaunts a lightweight leather construction with EVA foam footbed and... more | $159.99 $129.98 FREE shipping go to store |
 | Men's Rockport Classic Penny Loafer - Black - Loafers Comfort and style collide in this classic penny loafer from Rockport! Featuring sport technology for superior comfort and a stylish yet traditional design, this slip-on shoe will keep you looking... more | FREE shipping go to store |
 | Gomma Croco Classic Penny Loafers Women's Tod's Gomma Croco Classic Penny Loafers - Blue Tod's crocodileembossedleather 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 |
 | Men's Thom Browne Brown Classic Penny Loafers - Black Buffed calfskin loafers in brown. more | FREE shipping go to store |
 | Men's Cole Haan Modern Classics Penny Loafer - Brown - Loafers A traction-enhancing sole adds everyday utility to a classic penny loafer shaped from smooth, burnished leather. Traction-enhancing outsole with rubber pods Leather upper and lining/leather... more | FREE shipping go to store |
 | Burgundy Classic Penny Loafers Men's Thom Browne Burgundy Classic Penny Loafers - Black Buffed calfskin loafers in burgundy. more | FREE shipping go to store |
 | American Classics Penny Loafer Men's Cole Haan American Classics Penny Loafer - Natural - 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... 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 |
 | Women's Tod's Leather Classic Penny Loafers - Black 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 |
 | Classic Dan Leather Penny Loafers Women's Sebago Classic Dan Leather Penny Loafers - Black Sebago classic leather "Dan" is a refined slip-on for any occasion, crafted in the beefroll penny loafer style, and like all our loafers, inspired by a traditional moccasin. 0.50 in / 15 mm flat... more | FREE shipping go to store |
 | Men's Tod's Classic Penny Loafers - Black Dimensions: Heel: 3cm, Sole: 1.5cm 100% Calf Leather, 100% Rubber. Made in Italy. more | $661.04 $511.31 FREE shipping go to store |
 | Men's Ted Baker Classic Leather Penny Loafers - Black Classic, comfortable and easy to wear, this versatile penny loafer made with soft leather features traditional moc-toe detailing and a lower heel to relax the overall feel. Leather or leather and... more | FREE shipping go to store |
 | Men's Sebago Classic Joe Penny Loafers - Black 100% Leather. Made in Mexico. more | $263.30 $203.66 go to store |
 | American Classics Pinch Penny Loafer Men's Cole Haan American Classics Pinch Penny Loafer - Brown - Loafers A classic penny keeper details a sophisticated leather loafer grounded by a foam-cushioned footbed and lightweight sole for optimal comfort. Grand.OS energy-foam cushioning Leather... more | FREE shipping go to store |
 | Men's Sebago Classic Joe Penny Loafers - Black 100% Leather. Made in Mexico. more | $246.49 $180.18 go to store |
 | Wide Width Women's Classic II Slip-On by Eastland in Navy (Size 7 W) This timeless Classic penny loafer adds the perfect amount of polish to your look. Smooth, polished Leather upper offers no-fuss care. Padded OrthoLite® comfort insole with patented moisture control for breathable, all day wear. Hand-sewn from one... more | go to store |
 | Club Leather Casual Penny Loafers Men's Stuart Weitzman Club Leather Casual Penny Loafers - Black Stuart Weitzman "Club" calf leather and contrast stretch fabric casual penny loafers 0.75 in / 20 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Lugged rubber... more | FREE shipping go to store |
 | Club Calfskin Classic Derby Loafers Men's Stuart Weitzman Club Calfskin Classic Derby Loafers - Black Stuart Weitzman "Club" brushed calf leather classic derby loafers 0.75 in / 20 mm flat heel Round toe Laceup vamp Rubber outsole Lining: Leather Spot clean Made in Italy more | FREE shipping go to store |
 | Club Calfskin Classic Derby Loafers Men's Stuart Weitzman Club Calfskin Classic Derby Loafers - Brown Stuart Weitzman "Club" brushed calf leather classic derby loafers 0.75 in / 20 mm flat heel Round toe Laceup vamp Rubber outsole Lining: Leather Spot clean Made in Italy more | FREE shipping go to store |
 | Club Calfskin Classic Oxford Loafers Men's Stuart Weitzman Club Calfskin Classic Oxford Loafers - Black - Oxfords Stuart Weitzman "Club" brushed calf leather oxford loafers 0.75 in / 20 mm flat heel Round cap toe Laceup vamp Rubber outsole Lining: Leather Spot clean Made in Italy more | FREE shipping go to store |
 | Men's Stuart Weitzman Club Classic Loafer - Black - Loafers Rolled trim highlights the curved topline of this classic loafer crafted from fine leather with a polished finish. Leather upper and lining/rubber sole Made in Italy more | FREE shipping go to store |
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