• Rollie

    Mens Derbys

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    Most Coveted: Loafers

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    Rollie x Jesse Boykins III Derby Step Mens
    Rollie x Jesse Boykins III Derby Step Mens

    Rollie x Jesse Boykins III Derby Step Mens

    $305 USD

    Rollie x Jesse Boykins III Derby Step Mens

    $305 USD

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    Best Seller
    Gibson Mens Vintage Cognac
    Gibson Mens Vintage Cognac

    Gibson Mens Vintage Cognac

    $210 USD

    Gibson Mens Vintage Cognac

    $210 USD

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    Best Seller New
    Gibson Mens Vintage Brown
    Gibson Mens Vintage Brown

    Gibson Mens Vintage Brown

    $210 USD

    Gibson Mens Vintage Brown

    $210 USD

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    Best Seller
    Derby Mens Step Black Sleek
    Derby Mens Step Black Sleek

    Derby Mens Step Black Sleek

    $290 USD

    Derby Mens Step Black Sleek

    $290 USD

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    Brogue Gibson Mens Black Tumble
    Brogue Gibson Mens Black Tumble

    Brogue Gibson Mens Black Tumble

    $240 USD

    Brogue Gibson Mens Black Tumble

    $240 USD

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    Best Seller
    Derby Mens Punch Stack Navy
    Derby Mens Punch Stack Navy

    Derby Mens Punch Stack Navy

    $210 USD

    Derby Mens Punch Stack Navy

    $210 USD

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    New
    Derby Mens Stack Taupe
    Derby Mens Stack Taupe

    Derby Mens Stack Taupe

    $210 USD

    Derby Mens Stack Taupe

    $210 USD

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    New
    Derby Mens Stack Dark Brown
    Derby Mens Stack Dark Brown

    Derby Mens Stack Dark Brown

    $210 USD

    Derby Mens Stack Dark Brown

    $210 USD

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    Best Seller New
    Gibson Mens All Black
    Gibson Mens All Black

    Gibson Mens All Black

    $210 USD

    Gibson Mens All Black

    $210 USD

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    New
    Derby Mens Stack Black
    Derby Mens Stack Black

    Derby Mens Stack Black

    $210 USD

    Derby Mens Stack Black

    $210 USD

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    Best Seller
    Derby Mens Punch Stack Khaki
    Derby Mens Punch Stack Khaki

    Derby Mens Punch Stack Khaki

    $210 USD

    Derby Mens Punch Stack Khaki

    $210 USD

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    Best Seller
    Derby Mens Punch Stack Dark Brown
    Derby Mens Punch Stack Dark Brown

    Derby Mens Punch Stack Dark Brown

    $210 USD

    Derby Mens Punch Stack Dark Brown

    $210 USD

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    29% off Best Seller New
    Rollie Derby Mens Punch Stack Merlot — men's leather lace-up shoe, side profile
    Rollie Derby Mens Punch Stack Merlot — men's leather lace-up shoe, detail view

    Derby Mens Punch Stack Merlot

    $210 $150 USD

    FINAL SALE
    FINAL SALE
    29% off New
    Rollie Derby Mens Punch Stack Powder Blue — men's leather lace-up shoe, side profile
    Rollie Derby Mens Punch Stack Powder Blue — men's leather lace-up shoe, detail view

    Derby Mens Punch Stack Powder Blue

    $210 $150 USD

    FINAL SALE
    FINAL SALE

    Men's Derby Shoes

    Our mens derbys are built for real life. Easy to wear and ready for whatever comes next—from morning meetings to evening plans—they move with you through the day without complaint. The silhouette's timeless, the cut's clean, and they work with almost anything in your wardrobe. No fuss, just shoes that belong. Lightweight and built to last, each pair steps beyond the ordinary without screaming for attention. We make honest shoes for people who value simple, quality things done well. Wear them day after day and they'll feel better with time, breaking in just right. They're the kind of shoe you reach for again and again. Shop our collection online with free shipping and free returns across Australia. Find your perfect pair and join Rollie.

    Our mens derbys are built for real life. Easy to wear and ready for whatever comes next—from morning meetings to evening plans—they move with you through the day without complaint. The silhouette's timeless, the cut's...