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| Best Seller  | 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. 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 |
| Best Seller  | 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. more | FREE shipping go to store |
 | J. Crew Shoes | J Crew Rowan Penny Loafers In Leather Bk482 | Color: Black | Size: Various 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 | Jcrew Rowan Penny Loafers In Leather Item Bk482 | Color: 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 Bk482 | Color: Brown | Size: Various 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 |
 | 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. more | FREE shipping go to store |
 | Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Black - 8.5 It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more | go to store |
 | Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Brown - 9 It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more | go to store |
 | Sandro Moscoloni Abruzo Handsewn Tan Penny Loafer - Brown - 7.5D Loafer shoes are perfect for the modern men. Being simple and practical, it can quickly improve your outfit. Recommend it for any occasions where you might need a "casual but classic look". If you are a practical man, with a strong personality who... more | $150.00 $89.90 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 |
 | Talie Loafer Pump - Purple - Dolce Vita Heels Women's Dolce Vita Talie Loafer Pump - Purple - Pumps A classic penny keeper and embossed-leather upper lend modern sophistication to a loafer-inspired pump lifted by a stacked block heel. more | 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 | $140.00 $98.00 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 - 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 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 | $140.00 $98.00 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 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 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 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 |
 | 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 |
 | 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 |
 | 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 |
 | Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Black - 10.5 It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more | go to store |
 | Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Brown - 10.5 It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more | go to store |
 | Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Brown - 8 It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more | go to store |
 | Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Brown - 11 It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more | go to store |
 | Sandro Moscoloni Abruzo Handsewn Tan Penny Loafer - Brown - 8D Loafer shoes are perfect for the modern men. Being simple and practical, it can quickly improve your outfit. Recommend it for any occasions where you might need a "casual but classic look". If you are a practical man, with a strong personality who... more | $150.00 $89.90 go to store |
 | Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Brown - 12 It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more | go to store |
 | Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Brown - 9.5 It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more | go to store |
 | Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Black - 12 It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more | go to store |
 | Sandro Moscoloni Abruzo Handsewn Tan Penny Loafer - Brown - 11.5 Loafer shoes are perfect for the modern men. Being simple and practical, it can quickly improve your outfit. Recommend it for any occasions where you might need a "casual but classic look". If you are a practical man, with a strong personality who... more | $150.00 $89.90 go to store |
 | Sandro Moscoloni Abruzo Handsewn Tan Penny Loafer - Brown - 10.5D Loafer shoes are perfect for the modern men. Being simple and practical, it can quickly improve your outfit. Recommend it for any occasions where you might need a "casual but classic look". If you are a practical man, with a strong personality who... more | $150.00 $89.90 go to store |
 | Sandro Moscoloni Abruzo Handsewn Tan Penny Loafer - Brown - 10D Loafer shoes are perfect for the modern men. Being simple and practical, it can quickly improve your outfit. Recommend it for any occasions where you might need a "casual but classic look". If you are a practical man, with a strong personality who... more | $150.00 $89.90 go to store |
 | Sandro Moscoloni Abruzo Handsewn Tan Penny Loafer - Brown - 11D Loafer shoes are perfect for the modern men. Being simple and practical, it can quickly improve your outfit. Recommend it for any occasions where you might need a "casual but classic look". If you are a practical man, with a strong personality who... more | $150.00 $89.90 go to store |
 | Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Black - 13 It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more | go to store |
 | Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Brown - 8.5 It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more | go to store |
 | Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Brown - 13 It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more | go to store |
 | Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Black - 9.5 It's the prime time for classic slip-on loafers. The Watkins by Thomas & Vine is an effortless dress shoe crafted with authentic leather uppers detailed with a padded tongue. A modern EVA outsole paired with an 8 mm Comfort Foamâ„¢ insole finishes this... more | go to store |
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