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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 |
 | 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 |
| Best Seller  | 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 |
 | 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* | 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 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 - 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 - 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 - 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 |
 | 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 |
 | Rockport Classic Loafer Lite Penny - Mens 13 Brown Slip On Medium *Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more | FREE shipping go to store |
 | Rockport Classic Loafer Lite Penny - Mens 9.5 Brown Slip On Medium *Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more | FREE shipping go to store |
 | Rockport Classic Loafer Lite Penny - Mens 11.5 Brown Slip On W *Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more | FREE shipping go to store |
 | 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 |
 | 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 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 $105.00 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 | $140.00 $105.00 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 | $295.00 $189.00 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 |
 | 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 - 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 |
 | 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 |
 | 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 |
 | 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 - 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 - Black - 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 |
 | Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Black - 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 - 10 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 |
 | Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Black - 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 |
 | Thomas and Vine Watkins Wide Width Embossed Penny Loafer - Black - 10 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 |
 | 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 |
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