Popular Preppy Clothing for Women & Men

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    Mulligan "Prep-Formance" Shorts in Stone by Johnnie-O
    Regular Price
    $ 85.00
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    $ 85.00
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    The Skipjack 9" Short in Stone by Southern Tide
    Regular Price
    $ 85.00
    Sale Price
    $ 85.00
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    Backrush Heather Lounge Short by Southern Tide
    Regular Price
    $ 69.50
    Sale Price
    $ 69.50
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    The Regatta 8" Short in Blue Seersucker by Southern Marsh
    Regular Price
    $ 69.00
    Sale Price
    $ 69.00
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    Stretch Twill Cisco Short with Surfing Santa by Castaway Clothing
    Regular Price
    $ 98.00
    Sale Price
    $ 98.00
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    The Skipjack 9" Short in Sandstone Khaki by Southern Tide
    Regular Price
    $ 85.00
    Sale Price
    $ 85.00
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    Stretch Twill Cisco Short with Embroidered Christmas Trees by Castaway Clothing
    Regular Price
    $ 98.00
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    $ 98.00
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    Summer Weight 7" Channel Marker Shorts in Stone by Southern Tide
    Regular Price
    $ 79.50
    Sale Price
    $ 79.50
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    Mulligan "Prep-Formance" Shorts in Khaki by Johnnie-O
    Regular Price
    $ 85.00
    Sale Price
    $ 85.00
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    The Tarpon Flats Fishing Short in Audubon Tan by Southern Marsh
    Regular Price
    $ 55.00
    Sale Price
    $ 55.00
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    The Tarpon Flats Fishing Short in Slate by Southern Marsh
    Regular Price
    $ 55.00
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    $ 55.00
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    The Regatta 8" Short Flat Front in Khaki by Southern Marsh
    Regular Price
    $ 59.00
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    $ 59.00
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    Wyatt Prep-Formance Shorts by Johnnie-O
    Regular Price
    $ 46.95
    Sale Price
    $ 46.95
    Regular Price
    $ 89.00
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    The Regatta 6" Short Flat Front in Washed Gray by Southern Marsh
    Regular Price
    $ 59.00
    Sale Price
    $ 59.00
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    The Regatta 8" Short Flat Front in Audobon Tan by Southern Marsh
    Regular Price
    $ 59.00
    Sale Price
    $ 59.00
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    Channel Marker Classic 7" Summer Short in Sandstone Khaki by Southern Tide
    Regular Price
    $ 79.50
    Sale Price
    $ 79.50
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    Mulligan "Prep-Formance" Shorts in Cloud Break by Johnnie-O
    Regular Price
    $ 85.00
    Sale Price
    $ 85.00
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    The Regatta 6" Short Flat Front in Audubon Tan by Southern Marsh
    Regular Price
    $ 59.00
    Sale Price
    $ 59.00
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    Mulligan "Prep-Formance" Shorts in Pacific by Johnnie-O
    Regular Price
    $ 85.00
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    $ 85.00
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    Women's Fave Lite Shorts in TNF Medium Grey Heather by The North Face
    Regular Price
    $ 40.00
    Sale Price
    $ 40.00
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    Mulligan "Prep-Formance" Shorts by Johnnie-O
    Regular Price
    $ 44.95
    Sale Price
    $ 44.95
    Regular Price
    $ 85.00
    Unit Price
    per 
    SOLD OUT
    The Tarpon Flats Fishing Short in Khaki by Southern Marsh
    Regular Price
    $ 55.00
    Sale Price
    $ 55.00
    Regular Price
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    per 
    SOLD OUT
    The Regatta 6" Short Flat Front in Khaki by Southern Marsh
    Regular Price
    $ 59.00
    Sale Price
    $ 59.00
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    SOLD OUT
    Wyatt Prep-Formance Shorts in Stone by Johnnie-O
    Regular Price
    $ 89.00
    Sale Price
    $ 89.00
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    SOLD OUT
    The Regatta 6" Short in Blue Seersucker by Southern Marsh
    Regular Price
    $ 69.00
    Sale Price
    $ 69.00
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    SOLD OUT
    PC Short in OG by Southern Proper
    Regular Price
    $ 69.50
    Sale Price
    $ 69.50
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    Everyone likes to stand out in a crowd, but there's wisdom in large numbers. These are the most popular preppy products on our site, and by extension, on the planet!