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Original Penguin Men’s Dress & Casual Shirts

Look nice and stay true to the vintage look you love – shop Original Penguin men’s shirts to get the casual and dress shirts you need.

Shop Original Penguin Men’s Shirts

As a Penguin guy, you love to stand apart from the crowd – you’re anything but a conformist. Find men’s casual and dress shirts that can do the same, without sacrificing style. Original Penguin men’s shirts offer so many colors and patterns to choose from, such as our vintage plaid shirts, you’ll want to take them all home. Proudly display Pete the Penguin at his dapper best by pairing Penguin men’s shirts with crisp khakis or Original Penguin denim.


  • Plaid in Bed

    Plaid in Bed

    $89.00
    [more colors available]
    • 1


  • Ball Parz

    Ball Parz

    $69.00
    [more colors available]
    • 1


  • Midday

    Midday

    $89.00
    [more colors available]
    • 1


  • Cross Out

    Cross Out

    $89.00
    [more colors available]
    • 1


  • Plaiduroy

    Plaiduroy

    $89.00
    [more colors available]
    • 1

    • 1


  • Shadowed

    Shadowed

    $89.00
    [more colors available]
    • 1


  • Layerd

    Layerd

    $89.00
    [more colors available]
    • 1


  • Missed Out

    Missed Out

    $69.00
    [more colors available]
    • 1


  • Held Up

    Held Up

    $89.00
    [more colors available]
    • 1


  • Time In

    Time In

    $89.00
    [more colors available]
    • 1


  • Plaid Straight Up

    Plaid Straight Up

    $89.00
    [more colors available]
    • 1


  • Ruled Out

    Ruled Out

    $89.00
    [more colors available]
    • 1


  • The Bloke

    The Bloke

    $89.00
    [more colors available]
    • 1


  • Retouch

    Retouch

    $89.00
    [more colors available]
    • 1


  • All Lines

    All Lines

    $89.00
    [more colors available]
    • 1


  • Twizit

    Twizit

    $89.00
    [more colors available]
    • 1


  • Brown

    Brown

    $89.00
    [more colors available]
    • 1

    • 1


  • Cotton Check Shirt

    Cotton Check Shirt

    $79.00
    [more colors available]
    • 1


  • Seersucker Plaid Shirt

    Seersucker Plaid Shirt

    $89.00
    [more colors available]
    • 1


  • Cotton Stripe Shirt

    Cotton Stripe Shirt

    $89.00
    [more colors available]
    • 1


  • Plaid Shirt

    Plaid Shirt

    $89.00
    [more colors available]
    • 1


  • Down to the Feeling

    Down to the Feeling

    $89.00
    [more colors available]
    • 1


  • The Halfway Mini

    The Halfway Mini

    $89.00
    [more colors available]
    • 1


  • Mr Pip Pop

    Mr Pip Pop

    $89.00
    [more colors available]
    • 1


  • Double Nugget

    Double Nugget

    $89.00
    [more colors available]
    • 1


  • Starring Tonight

    Starring Tonight

    $89.00
    [more colors available]
    • 1


  • Cheeky Chappy

    Cheeky Chappy

    $89.00
    [more colors available]
    • 1


  • Optic Illusion

    Optic Illusion

    $89.00
    [more colors available]
    • 1


  • HUNTINGTON

    HUNTINGTON

    $79.00
    [more colors available]
    • 1

    • 1


  • BUCKLED IN - ROLL UP SLEEVE

    BUCKLED IN - ROLL UP SLEEVE

    $79.00
    [more colors available]
    • 1

    • 1


  • HOME RUN - SHORT SLEEVE

    HOME RUN - SHORT SLEEVE

    $69.00
    [more colors available]
    • 1


  • FILL LAT - ROLL UP SLEEVE

    FILL LAT - ROLL UP SLEEVE

    $79.00
    [more colors available]
    • 1


  • STOCKED UP - LONG SLEEVE

    STOCKED UP - LONG SLEEVE

    $79.00
    [more colors available]
    • 1


  • WINGEB - ROLL UP SLEEVE

    WINGEB - ROLL UP SLEEVE

    $79.00
    [more colors available]
    • 1


  • FILLED UP - SHORT SLEEVE

    FILLED UP - SHORT SLEEVE

    $59.00
    [more colors available]
    • 1

    • 1


  • LEFT OUT - LONG SLEEVE

    LEFT OUT - LONG SLEEVE

    $79.00
    [more colors available]
    • 1


  • THE WEEKENDER - SHORT SLEEVE

    THE WEEKENDER - SHORT SLEEVE

    $49.99 $69.00
    [more colors available]
    • 1


  • MERCURY DROP

    MERCURY DROP

    $49.99 $79.00
    [more colors available]
    • 1


  • MACQUIRKY

    MACQUIRKY

    $49.99 $79.00
    [more colors available]
    • 1


  • FRAT BOY

    FRAT BOY

    $49.99 $79.00
    [more colors available]
    • 1


  • SKIP OUT

    SKIP OUT

    $39.99 $59.00
    [more colors available]
    • 1


  • PRANKSTER

    PRANKSTER

    $49.99 $69.00
    [more colors available]
    • 1


  • UNDER WRAPS

    UNDER WRAPS

    $49.99 $69.00
    [more colors available]
    • 1


  • JIVE JUICE

    JIVE JUICE

    $49.99 $69.00
    [more colors available]
    • 1


  • MINT JULEP

    MINT JULEP

    $49.99 $69.00
    [more colors available]
    • 1


  • NAP TIME

    NAP TIME

    $49.99 $69.00
    [more colors available]
    • 1


  • DNA ASAP

    DNA ASAP

    $39.99 $79.00
    [more colors available]
    • 1



About Shirts

Original Penguin Men’s Dress & Casual Shirts

Look nice and stay true to the vintage look you love – shop Original Penguin men’s shirts to get the casual and dress shirts you need.

Shop Original Penguin Men’s Shirts

As a Penguin guy, you love to stand apart from the crowd – you’re anything but a conformist. Find men’s casual and dress shirts that can do the same, without sacrificing style. Original Penguin men’s shirts offer so many colors and patterns to choose from, such as our vintage plaid shirts, you’ll want to take them all home. Proudly display Pete the Penguin at his dapper best by pairing Penguin men’s shirts with crisp khakis or Original Penguin denim.

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