Popular Preppy Clothing for Women & Men

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    Garment Dyed Oxford Sport Shirt by Southern Tide
    Regular Price
    $ 110.00
    Sale Price
    $ 110.00
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    New England House Flannel by Kiel James Patrick
    Regular Price
    $ 120.00
    Sale Price
    $ 120.00
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    Fairwater Gingham Intercoastal Performance Sport Shirt by Southern Tide
    Regular Price
    $ 125.00
    Sale Price
    $ 125.00
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    Copeland Button Down by Marine Layer
    Regular Price
    $ 50.95
    Sale Price
    $ 50.95
    Regular Price
    $ 98.00
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    Boys' Bluefin Intercoastal Check Shirt by Southern Tide
    Regular Price
    $ 59.50
    Sale Price
    $ 59.50
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    Skysail Plaid Sport Shirt by Southern Tide
    Regular Price
    $ 99.50
    Sale Price
    $ 99.50
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    Alder Longshore Shirt by Vineyard Vines
    Regular Price
    $ 51.95
    Sale Price
    $ 51.95
    Regular Price
    $ 98.50
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    Sullivan's Solid Sport Shirt in Pink by Southern Tide
    Regular Price
    $ 99.50
    Sale Price
    $ 99.50
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    Henning Shirt in Pineneedle & Blue Stone Gingham by Southern Proper
    Regular Price
    $ 51.95
    Sale Price
    $ 51.95
    Regular Price
    $ 99.50
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    Celbridge Brushed Cotton Shirt by Dubarry of Ireland
    Regular Price
    $ 89.00
    Sale Price
    $ 89.00
    Regular Price
    $ 129.00
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    Intercoastal Heather Check Performance Sportshirt by Southern Tide
    Regular Price
    $ 120.00
    Sale Price
    $ 120.00
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    Buffalo Bill Long Sleeve Tech Flannel by AFTCO
    Regular Price
    $ 41.95
    Sale Price
    $ 41.95
    Regular Price
    $ 79.00
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    Glasnevin Tattersall Shirt by Dubarry of Ireland
    Regular Price
    $ 59.00
    Sale Price
    $ 59.00
    Regular Price
    $ 99.00
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    Coastal Passage Boulder Sport Shirt by Southern Tide
    Regular Price
    $ 120.00
    Sale Price
    $ 120.00
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    Henning Button Down Shirt by Southern Proper
    Regular Price
    $ 50.95
    Sale Price
    $ 50.95
    Regular Price
    $ 98.00
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    Eastwood Button Down Shirt by Johnnie-O
    Regular Price
    $ 135.00
    Sale Price
    $ 135.00
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    $ 135.00
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    Crossville Flannel by Southern Marsh
    Regular Price
    $ 44.95
    Sale Price
    $ 44.95
    Regular Price
    $ 85.00
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    The Brushed Twill Hadley Shirt by Southern Point Co.
    Regular Price
    $ 46.95
    Sale Price
    $ 46.95
    Regular Price
    $ 89.50
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    Benjies Shacket in Polarized Grey by Southern Tide
    Regular Price
    $ 135.00
    Sale Price
    $ 135.00
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    Tex Hangin' Out Button Down Shirt by Johnnie-O
    Regular Price
    $ 115.00
    Sale Price
    $ 115.00
    Regular Price
    $ 115.00
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    Southern Flannel by Southern Proper
    Regular Price
    $ 46.95
    Sale Price
    $ 46.95
    Regular Price
    $ 89.50
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    Cutwater Check Button Down Shirt by Southern Tide
    Regular Price
    $ 99.50
    Sale Price
    $ 99.50
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    Beck Long Sleeve 2 Pocket Shirt by True Grit
    Regular Price
    $ 75.95
    Sale Price
    $ 75.95
    Regular Price
    $ 145.00
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    Wedgewood Stripe Sport Shirt in Sail Blue by Southern Tide
    Regular Price
    $ 99.50
    Sale Price
    $ 99.50
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    Harpers Longshore Shirt by Vineyard Vines
    Regular Price
    $ 51.95
    Sale Price
    $ 51.95
    Regular Price
    $ 98.50
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    Chase Shirt in Blue Oxford with Royal Stewart Tartan Trim by Castaway Clothing
    Regular Price
    $ 118.00
    Sale Price
    $ 118.00
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    Hawk Double Pocket Overshirt by The Normal Brand
    Regular Price
    $ 98.00
    Sale Price
    $ 98.00
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    Straight Wharf Shirt in White Oxford with Embroidered Turkey by Castaway Clothing
    Regular Price
    $ 135.00
    Sale Price
    $ 135.00
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    Indigo Blue on Blue Button Up Shirt by The Normal Brand
    Regular Price
    $ 88.00
    Sale Price
    $ 88.00
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    Youth Davidson Washed Check Dress Shirt in Washed Slate & Burnt Orange by Southern Marsh
    Regular Price
    $ 49.00
    Sale Price
    $ 49.00
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    Foxford Checked Shirt by Dubarry of Ireland
    Regular Price
    $ 129.00
    Sale Price
    $ 129.00
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    Classic Gingham Sport Shirt in Cobalt Blue by Southern Tide
    Regular Price
    $ 99.50
    Sale Price
    $ 99.50
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    Redrock Long Sleeve 2 Pocket Shirt by True Grit
    Regular Price
    $ 145.00
    Sale Price
    $ 145.00
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    Henry's Tree Farm Flannel by Kiel James Patrick
    Regular Price
    $ 120.00
    Sale Price
    $ 120.00
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    Frankfort Indigo Plaid Button Up Shirt by The Normal Brand
    Regular Price
    $ 88.00
    Sale Price
    $ 88.00
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    Leeward Textured Grit Shirt in Burnt Taupe by Southern Marsh
    Regular Price
    $ 85.00
    Sale Price
    $ 85.00
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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!