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Since its origin in the 1930s, the penny loafer has been one of the most versatile shoes in fashion. It earned its name thanks to the split-lip strap, commonly used as a way to add a decorative or functional touch (like a penny) to a pair. Appropriate for both men and women, casual and formal, this style is truly timeless.
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Tod’s Men’s Penny Loafer (Dk Red)$490$369.00 -
testoni BASIC Men’s Welly Loafer (Tan)$525$199.00 -
Tod’s Men’s Loafer (Brown)$442$329.00 -
Joseph Abboud Men’s Damon Loafer (Black)$125$49.00 -
Joseph Abboud Men’s Damon Loafer (Chestnut)$125$49.00 -
Bruno Magli Men’s Partie Penny Moccasin (Black)$425$199.00 -
Bruno Magli Men’s Partie Penny Moccasin (Bordeaux)$425$199.00 -
Bruno Magli Men’s Partie Penny Moccasin (Brown)$425$199.00 -
Salvatore Ferragamo Men’s Triumph Loafer (Black)$550$359.00 -
Salvatore Ferragamo Men’s Triumph Loafer Slip-On (Brown)$450$289.00 -
Salvatore Ferragamo Men’s Alain 2 Loafer Slip-On (Navy)$595$379.00 -
Mezlan Men’s Slip on Driver with Strap and Buckle (Brown)$325$112.00 -
Mezlan Men’s Slip on Driver with Strap and Buckle (Olive/Brown)$325$112.00 -
Mezlan Men’s Slip on Driver with Strap and Buckle (Taupe/Brown)$325$112.00 -
Mezlan Men’s Penny Loafer Driving Moc (Brown/Tan)$325$112.00 -
Mezlan Men’s Penny Loafer Driving Moc (Taupe/Bone)$325$112.00 -
Robert Wayne Men’s Reese Loafer (Black Leather)$100$47.00 -
Robert Wayne Men’s Reese Loafer (Grey Suede)$100$47.00 -
Stacy Adams Men’s Quinton Loafer (Cement)$90$34.00 -
J. Artola Men’s Stillwell Loafer (Dark Brown)$215$64.00 -
J. Artola Men’s Stillwell Loafer (Stone)$215$64.00 -
Salvatore Ferragamo Men’s Busto Loafer (Dark Navy)$550$359.00 -
Salvatore Ferragamo Men’s Andover 2 Loafer Slip-On (Brown)$650$399.00 -
testoni BASIC Men’s Welly Loafer (Moka)$540$157.00 -
testoni BASIC Men’s Welly Loafer (Nero Calf)$430$157.00 -
testoni BASIC Men’s Lord Slip-On (Nero)$135$224.00 -
Giorgio Armani Men’s Embossed Moc-Toe Slip On (Dark Brown)$695$169.00 -
Rush by Gordon Rush Men’s Kent Driver Penny (Brown)$230$39.00 -
Antonio Maurizi Men’s Penny Loafer (Nero)$230$173.00 -
Eastland Men’s Stratton 1955 Flat Strap Penny Loafer (Black)$230$119.00 -
Eastland Men’s Stratton 1955 Flat Strap Penny Loafer (Burgundy)$230$119.00 -
Florsheim by Duckie Brown Men’s Penny Loafer (Avocado)$230$115.00 -
Florsheim by Duckie Brown Men’s Penny Loafer (Red)$230$115.00 -
Florsheim by Duckie Brown Men’s Penny Loafer (Yellow)$570$115.00 -
Florsheim by Duckie Brown Men’s Penny Loafer (Mouse Grey)$425$99.00 -
Donald J Pliner Men’s Evana Loafer (White Sport Suede)$425$318.00 -
Dino Bigioni Men’s Penny Loafer (Old Anil Black)$100$199.00 -
Dino Bigioni Men’s Penny Loafer (Tiziano 213 Bro.)$492$199.00 -
Tommy Hilfiger Men’s Vance Loafer (Dark Brown)$574$52.00 -
Tod’s Men’s Leather Driver (Brown)$415$369.00 -
Tod’s Men’s Suede Driver (Taupe)$558$429.00 -
Tod’s Men’s Loafer (Brown)$506$309.00 -
Tod’s Men’s Suede Loafer (Brown)$491$419.00 -
Tod’s Men’s Medallion Loafer (Dark Brown)$110$379.00 -
Tod’s Men’s Apron Toe Loafer (Brown)$178$369.00 -
Sebago Men’s Grant Penny Loafer (Burnt Ivory)$425$54.00 -
Kenneth Cole New York Men’s Big Winner Loafer (Black)$425$69.00 -
Bruno Magli Men’s Partie Penny Moccasin (Black)$465$189.00 -
Bruno Magli Men’s Partie Penny Moccasin (Brown)$395$189.00 -
Bruno Magli Men’s Partie Penny Moccasin (Black Suede)$395$225.00 -
Bruno Magli Men’s Partie Penny Moccasin (Grey)$550$179.00 -
Bruno Magli Men’s Partie Penny Moccasin (Navy)$$179.00 -
Alejandro Ingelmo Men’s Hank Penny Loafer Sneaker (Burgundy)$$165.00