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| Best Seller  | Men's To Boot New York Zenith Penny Loafer - Brown - Loafers A woven upper and classic penny keeper create modern dimension on an Italian leather loafer grounded by a cushioned footbed for comfortable wear. Cushioned footbed with arch support Leather... ... more | FREE shipping go to store |
 | Sync Collapsible Heel Penny Loafer Men's Dune Sync Collapsible Heel Penny Loafer - Brown - Loafers A penny keeper strap and apron toe lend classic sophistication to this crisp leather loafer outfitted with a collapsible heel for a versatile modern twist. Leather upper/textile... ... more | FREE shipping go to store |
| Best Seller  | J. Crew Shoes | J Crew Rowan Penny Loafers In Brown Leather | Color: Brown/Tan | Size: 6 Step Into Cooler Weather With A Chunky-Heeled Penny Loafer That Toes The Line Between Classic And Modern Perfectly. This Leather Was Sourced From A Tannery That's Certified By The Leather Working Group (Lwg), An Organization That Works To Promote... ... more | go to store |
 | J. Crew Shoes | J. Crew Rowan Penny Loafers In Leather* | Color: Brown/Tan | Size: 5 Step Into Cooler Weather With A Chunky-Heeled Penny Loafer That Toes The Line Between Classic And Modern Perfectly. This Leather Was Sourced From A Tannery That's Certified By The Leather Working Group (Lwg), An Organization That Works To Promote... ... more | go to store |
 | J. Crew Shoes | J. Crew Rowan Penny Loafers In Leather And Calf Hair* | Color: Black/Tan | Size: 5.5 Step Into Cooler Weather With A Chunky-Heeled Penny Loafer That Perfectly Toes The Line Between Classic And Modern. Bonus: This Pair Is Made With Luxe Italian Calf Hair. Leather/Calf-Hair Upper. Leather Lining. Man-Made Sole. Import. Select Stores.... ... more | go to store |
 | Xane Driving Penny Loafer - Gray - Bruno Magli Slip-Ons Men's Bruno Magli Xane Driving Penny Loafer - Gray - 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 |
 | Halie Slingback Moc Toe Loafer - Black - Donald J Pliner Flats Women's Donald J Pliner Halie Slingback Moc Toe Loafer - Black - Loafers A classic moc-toe penny loafer gets a modern update with a slingback strap and lightweight, lugged EVA-platform sole. 1 1/4" heel Memory foam cushioning Leather upper and... ... more | 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 |
 | Men's Eastland Bristol Penny Loafer - Black - Loafers A classic penny keeper and glossy leather upper lend modern sophistication to a luxe loafer set on a cushioned footbed and slip-resistant sole. Memory foam cushioning Slip-resistant sole Leather... ... more | FREE shipping go to store |
 | Cruise Knit Driver Penny Loafers Men's Peter Millar Cruise Knit Driver Penny Loafers - Blue Peter Millar "Cruise" classic meets modern designed polyester and nylon knit driver penny loafers. Breathable performance knit uppers, a machinewashable design and a timeless loafer shape offer... ... more | FREE shipping go to store |
 | Men's Bruno Magli Xane Driving Penny Loafer - Blue - Loafers Supple suede 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 |
 | Men's Bruno Magli Xane Driving Penny Loafer - Brown - Loafers Supple suede 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 |
 | Men's Eastland Bristol Penny Loafer - Black - Loafers A classic penny keeper and glossy leather upper lend modern sophistication to a luxe loafer set on a cushioned footbed and slip-resistant sole. Memory foam cushioning Slip-resistant sole Leather... ... more | FREE shipping go to store |
 | 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 |
 | Men's Hush Puppies Leo Penny Loafer - Yellow - Loafers The classic penny loafer gets a modern upgrade with the Leo. Featuring an unbelievably soft nubuck leather upper and a sleek two-toned midsole for a pair you can dress up or down with your whole... ... more | FREE shipping go to store |
 | Cruise Knit Driver Penny Loafers Men's Peter Millar Cruise Knit Driver Penny Loafers - Brown Peter Millar "Cruise" classic meets modern designed polyester and nylon knit driver penny loafers. Breathable performance knit uppers, a machinewashable design and a timeless loafer shape... ... more | FREE shipping go to store |
 | Men's Bruno Magli Xane Driving Penny Loafer - Gray - 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 |
 | Men's Bruno Magli Xane Driving Penny Loafer - Brown - Loafers Supple suede 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 |
 | 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 Hush Puppies Leo Penny Loafer - Brown - Loafers The classic penny loafer gets a modern upgrade with the Leo. Featuring an unbelievably soft nubuck leather upper and a sleek two-toned midsole for a pair you can dress up or down with your whole... ... more | FREE shipping go to store |
 | Men's Hush Puppies Leo Penny Loafer - Green - Loafers The classic penny loafer gets a modern upgrade with the Leo. Featuring an unbelievably soft nubuck leather upper and a sleek two-toned midsole for a pair you can dress up or down with your whole... ... more | FREE shipping go to store |
 | Men's Hush Puppies Leo Penny Loafer - Blue - Loafers The classic penny loafer gets a modern upgrade with the Leo. Featuring an unbelievably soft nubuck leather upper and a sleek two-toned midsole for a pair you can dress up or down with your whole... ... 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 |
 | J. Crew Shoes | J. Crew Rowan Penny Loafers In Leather And Calf Hair 9.5 | Color: Black | Size: 9.5 Step Into Cooler Weather With A Chunky-Heeled Penny Loafer That Perfectly Toes The Line Between Classic And Modern. Bonus: This Pair Is Made With Luxe Italian Calf Hair. Leather/Calf-Hair Upper. Leather Lining. Man-Made Sole. Item Bk483. Excellent... ... more | go to store |
 | Men's COACH Cooper Loafer - Black - Loafers Editors Notes: A modern twist on the classic style, these dress loafers for men are updated with an elevated platform and a penny keeper detailed with our Signature coin for an iconic Coach look Smooth... ... more | go to store |
 | Men's Ferragamo Fergal Logo Debossed Loafers - Black Ferragamo mens loafers. Ferragamo mens black fergal logo debossed loafers. Crafted from smooth, sleek leather with a glossy finish, this pair of modern loafers boasts a classic penny loafer design,... ... more | $895.00 $398.00 FREE shipping go to store |
 | Men's Ted Baker Parliament Loafer - Brown - Loafers Get going in the modern-classic look of the Ted Baker Parliament loafer. A supple leather and penny slot bring out the classy appeal of the round-toe loafer. Memory foam comfort footbed and flexible... ... more | FREE shipping go to store |
 | Men's Ted Baker Parliament Loafer - Black - Loafers Get going in the modern-classic look of the Ted Baker Parliament loafer. A supple leather and penny slot bring out the classy appeal of the round-toe loafer. Memory foam comfort footbed and flexible... ... more | FREE shipping go to store |
 | Men's Ted Baker Parliament Loafer - Blue - Loafers Get going in the modern-classic look of the Ted Baker Parliament loafer. A supple leather and penny slot bring out the classy appeal of the round-toe loafer. Memory foam comfort footbed and flexible... ... more | FREE shipping go to store |
 | Men's Ted Baker Parliament Loafer - Brown - Loafers Get going in the modern-classic look of the Ted Baker Parliament loafer. A supple leather and penny slot bring out the classy appeal of the round-toe loafer. Memory foam comfort footbed and flexible... ... 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 |
 | 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 |
 | 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 |
 | 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 |
 | Men's Thom Browne Thom E Classic Penny Loafers - Black Calfskin suede loafers in navy. ... 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 |
 | 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 |
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