Country Club Prep Built to Last

Men's Shorts: From Seersucker to Madras & Knee Length to Bare Thighs

52 products

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    Traditional Madras Shorts by Country Club Prep
    Regular Price
    $ 120.00
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    $ 120.00
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    24 total reviews

    Montauk Madras Shorts by Country Club Prep
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    $ 120.00
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    $ 120.00
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    8 total reviews

    Cotuit Madras Shorts by Country Club Prep
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    $ 120.00
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    $ 120.00
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    3 total reviews

    Vineyard Madras Shorts by Country Club Prep
    Regular Price
    $ 120.00
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    $ 120.00
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    2 total reviews

    Pastel Patchwork Madras Shorts by Country Club Prep
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    $ 120.00
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    $ 120.00
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    12 total reviews

    Blue Seersucker Shorts by Country Club Prep
    Regular Price
    $ 120.00
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    $ 120.00
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    8 total reviews

    Tan Seersucker Shorts by Country Club Prep
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    $ 120.00
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    $ 120.00
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    1 total reviews

    Red Seersucker Shorts by Country Club Prep
    Regular Price
    $ 120.00
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    $ 120.00
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    3 total reviews

    The Charlottesville Orange Short by Country Club Prep
    Regular Price
    $ 69.00
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    $ 69.00
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    8 total reviews

    Orange Seersucker Shorts by Country Club Prep
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    $ 120.00
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    $ 120.00
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    3 total reviews

    Pink Seersucker Shorts by Country Club Prep
    Regular Price
    $ 120.00
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    $ 120.00
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    2 total reviews

    Cisco Short in Hingham Patch Madras by Castaway Clothing
    Regular Price
    $ 118.00
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    $ 118.00
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    1 total reviews

    Cisco Short in Osterville Patch Madras by Castaway Clothing
    Regular Price
    $ 118.00
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    $ 118.00
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    The Broad Street Linen Short by Country Club Prep
    Regular Price
    $ 95.00
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    $ 95.00
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    Gingham Party Panel Cisco Short by Castaway Clothing
    Regular Price
    $ 118.00
    Sale Price
    $ 118.00
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    $ 118.00
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    Embroidered Cisco Shorts Blue Seersucker with Martini Glasses by Castaway Clothing
    Regular Price
    $ 110.00
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    $ 110.00
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    2 total reviews

    Stretch Twill Cisco Short with Tee Time in Liberty by Castaway Clothing
    Regular Price
    $ 110.00
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    $ 110.00
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    $ 110.00
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    Stretch Twill Cisco Short with Fin & Tonic in Navy by Castaway Clothing
    Regular Price
    $ 110.00
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    $ 110.00
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    $ 110.00
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    Island Canvas Short with Tequila, Salt & Lime in Dark Denim by Castaway Clothing
    Regular Price
    $ 110.00
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    $ 110.00
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    $ 110.00
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    The Captain Shorts in Grey by Country Club Prep
    Regular Price
    $ 85.00
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    $ 85.00
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    Cross Country PREP-Formance 9.5" Short by Johnnie-O
    Regular Price
    $ 98.00
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    $ 98.00
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    $ 98.00
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    Stretch Twill Cisco Short with Shamrocks in Nantucket Navy by Castaway Clothing
    Regular Price
    $ 110.00
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    $ 110.00
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    Heather T3 Gulf Short by Southern Tide
    Regular Price
    $ 85.00
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    $ 85.00
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    1 total reviews

    The Skipjack 9" Short in Stone by Southern Tide
    Regular Price
    $ 85.00
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    $ 85.00
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    6 total reviews

    T3 Brrrº Gulf Performance Short by Southern Tide
    Regular Price
    $ 99.50
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    $ 99.50
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    2 total reviews

    Tonal Seersucker Skipjack Short by Southern Tide
    Regular Price
    $ 89.50
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    $ 89.50
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    1 total reviews

    Fishing Shorts in Vivid Blue by AFTCO
    Regular Price
    $ 55.00
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    $ 55.00
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    3 total reviews

    Pot Leaf Stretch Twill Cisco Short in Slate by Castaway Clothing
    Regular Price
    $ 98.00
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    $ 98.00
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    1 total reviews

    Leeward Print Cisco Short with by Castaway Clothing
    Regular Price
    $ 118.00
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    $ 118.00
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    Tide to Trail Performance Shorts in Heron Green by Southern Tide
    Regular Price
    $ 79.50
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    $ 79.50
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    The Skipjack 9" Short in Sandstone Khaki by Southern Tide
    Regular Price
    $ 85.00
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    $ 85.00
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    2 total reviews

    The 9" Skipjack Short in True Navy by Southern Tide
    Regular Price
    $ 85.00
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    $ 85.00
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    3 total reviews

    Backrush Heather Lounge Short by Southern Tide
    Regular Price
    $ 69.50
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    $ 69.50
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    Stretch Twill Cisco Short with Surfing Santa by Castaway Clothing
    Regular Price
    $ 98.00
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    $ 98.00
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    Mini Gingham Shorts in Royal Blue by Country Club Prep
    Regular Price
    $ 120.00
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    $ 120.00
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    1 total reviews

    Summer Weight 9" Channel Marker Shorts in Sandstone Khaki by Southern Tide
    Regular Price
    $ 79.50
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    $ 79.50
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    Once upon a time, there was a kingdom full of prepsters called Shortsteros. Its four clans — House Seersucker, House Linen, House Madras and House Chino — constantly quarreled over whose men’s shorts should rule the kingdom, for they were equally as handsome and preppy as the next.

     “Seersucker should be the short of the land,” exclaimed Lord Seersucker, “for its petite pastel stripes in blue, pink, gray and yellow bring out the seaside prep in all gentlemen.” Lord Linen disagreed: “Linen shorts are clearly superior, dear sir, for they are light and protect all wearers against our sacred dragon enemy, Chafing.” Lord Madras interjected, “You are forgetting the strong, fine fabric and trendy plaid patterns that are the madras short, a short fit for a king!” “You’re all wrong,” said Lord Chino, “for none of these shorts are match for the classic twill chino.”

    The row went on for years, until one day a knight rode into the kingdom bearing the emblem of a fox. “I am Sir Longshanks,” he told the lords, “and I propose all the men in the land have access to all of your shorts. This kingdom is built on preppiness, and who are you to deny this of them? I say all bros shall be able to wear all sizes, lengths and colors of shorts at all times.” The idea was a revelation and the lords were overjoyed with Longshanks’ stroke of genius. Shortly thereafter they named Sir Longshanks their king and adopted Country Club Prep as the new name of their kingdom, where guys have been shopping for all kinds of preppy shorts ever since. And they all lived preppily ever after.