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The Classic Penny Loafer!
Looking for a wise investment? We suggest the penny loafer. These casual dress shoes first came on the scene in the 1930s. It’s suspected they derived their name from the common practice of adding pennies in the slits in case you needed to make an emergency pay phone call. You may not need the pennies anymore, but these styles still effortlessly accompany your wardrobe. Here’s a tip: Soft suede pairs perfectly with denim, while glossy leather is more ideal for suits.

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  • Bruno Magli Men's Partie Penny Moccasin (Black)


    Bruno Magli Men’s Partie Penny Moccasin (Black)

    $425$209.00

  • Bruno Magli Men's Partie Penny Moccasin (Bordeaux)


    Bruno Magli Men’s Partie Penny Moccasin (Bordeaux)

    $425$209.00

  • Bruno Magli Men's Partie Penny Moccasin (Brown)


    Bruno Magli Men’s Partie Penny Moccasin (Brown)

    $425$209.00

  • Bruno Magli Men's Partie Penny Moccasin (Black)


    Bruno Magli Men’s Partie Penny Moccasin (Black)

    $425$189.00

  • Bruno Magli Men's Partie Penny Moccasin (Brown)


    Bruno Magli Men’s Partie Penny Moccasin (Brown)

    $425$189.00

  • testoni BASIC Men's Welly Loafer (Moka)


    testoni BASIC Men’s Welly Loafer (Moka)

    $325$104.00

  • testoni BASIC Men's Welly Loafer (Nero Calf)


    testoni BASIC Men’s Welly Loafer (Nero Calf)

    $325$104.00

  • Mezlan Men's Slip on Driver with Strap and Buckle (Brown)


    Mezlan Men’s Slip on Driver with Strap and Buckle (Brown)

    $325$101.00

  • Mezlan Men's Slip on Driver with Strap and Buckle (Olive/Brown)


    Mezlan Men’s Slip on Driver with Strap and Buckle (Olive/Brown)

    $230$101.00

  • Mezlan Men's Slip on Driver with Strap and Buckle (Taupe/Brown)


    Mezlan Men’s Slip on Driver with Strap and Buckle (Taupe/Brown)

    $230$101.00

  • Eastland Men's Stratton 1955 Flat Strap Penny Loafer (Burgundy)


    Eastland Men’s Stratton 1955 Flat Strap Penny Loafer (Burgundy)

    $230$96.00

  • Florsheim by Duckie Brown Men's Penny Loafer (Avocado)


    Florsheim by Duckie Brown Men’s Penny Loafer (Avocado)

    $230$92.00

  • Florsheim by Duckie Brown Men's Penny Loafer (Red)


    Florsheim by Duckie Brown Men’s Penny Loafer (Red)

    $230$92.00

  • Florsheim by Duckie Brown Men's Penny Loafer (Yellow)


    Florsheim by Duckie Brown Men’s Penny Loafer (Yellow)

    $230$92.00

  • Eastland Men's Stratton 1955 Flat Strap Penny Loafer (Black)


    Eastland Men’s Stratton 1955 Flat Strap Penny Loafer (Black)

    $150$91.00

  • Florsheim by Duckie Brown Men's Penny Loafer (Mouse Grey)


    Florsheim by Duckie Brown Men’s Penny Loafer (Mouse Grey)

    $150$84.00

  • Joseph Abboud Men's Patrick Penny Loafer (Black)


    Joseph Abboud Men’s Patrick Penny Loafer (Black)

    $145$79.00

  • Joseph Abboud Men's Patrick Penny Loafer (Chestnut)


    Joseph Abboud Men’s Patrick Penny Loafer (Chestnut)

    $145$79.00

  • Sebago Men's Classic Suede Loafer (Black Suede)


    Sebago Men’s Classic Suede Loafer (Black Suede)

    $110$69.00

  • Sebago Men's Classic Suede Loafer (Wine)


    Sebago Men’s Classic Suede Loafer (Wine)

    $110$69.00

  • Bed|Stü Men's Jefferson Penny Loafer (Charcoal)


    Bed|Stü Men’s Jefferson Penny Loafer (Charcoal)

    $110$69.00

  • Bed|Stü Men's Jefferson Penny Loafer (Dark Taupe)


    Bed|Stü Men’s Jefferson Penny Loafer (Dark Taupe)

    $110$69.00

  • Florsheim Men's Doon Penny Loafer (Brown Crazy Horse)


    Florsheim Men’s Doon Penny Loafer (Brown Crazy Horse)

    $80$59.00

  • Florsheim Men's Doon Penny Loafer (Gaucho Suede)


    Florsheim Men’s Doon Penny Loafer (Gaucho Suede)

    $80$59.00

  • Nautica Men's Fiesta Penny Loafer (Black)


    Nautica Men’s Fiesta Penny Loafer (Black)

    $80$49.00

  • Nautica Men's Fiesta Penny Loafer (Blue)


    Nautica Men’s Fiesta Penny Loafer (Blue)

    $80$49.00

  • Nautica Men's Fiesta Penny Loafer (Coffee Brown)


    Nautica Men’s Fiesta Penny Loafer (Coffee Brown)

    $100$49.00

  • Nautica Men's Fiesta Penny Loafer (Red)


    Nautica Men’s Fiesta Penny Loafer (Red)

    $100$49.00

  • Steve Madden Men's Nicely Penny Loafer (Black)


    Steve Madden Men’s Nicely Penny Loafer (Black)

    $70$44.00

  • Steve Madden Men's Nicely Penny Loafer (Tan)


    Steve Madden Men’s Nicely Penny Loafer (Tan)

    $70$44.00

  • Nautica Men's Belay Penny Loafer (Brown)


    Nautica Men’s Belay Penny Loafer (Brown)

    $70$39.00

  • Nautica Men's Belay Penny Loafer (Grey)


    Nautica Men’s Belay Penny Loafer (Grey)

    $100$39.00

  • Nautica Men's Belay Penny Loafer (Navy)


    Nautica Men’s Belay Penny Loafer (Navy)

    $80$39.00

  • Tommy Hilfiger Men's Vance Loafer (Dark Brown)


    Tommy Hilfiger Men’s Vance Loafer (Dark Brown)

    $90$38.00

  • Stacy Adams Men's Wainwright Loafer (Bone)


    Stacy Adams Men’s Wainwright Loafer (Bone)

    $$35.00

  • Stacy Adams Men's Quinton Loafer (Cement)


    Stacy Adams Men’s Quinton Loafer (Cement)

    $$31.00

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