Popular Preppy Clothing for Women & Men

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    Tundra Cooler 65 in White by YETI
    Regular Price
    $ 349.99
    Sale Price
    $ 349.99
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    $ 349.99
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    Tundra Cooler 35 in Pink by YETI
    Regular Price
    $ 249.99
    Sale Price
    $ 249.99
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    $ 249.99
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    Mosaic Fish Needlepoint Belt in Ocean Blue by Smathers & Branson
    Regular Price
    $ 185.00
    Sale Price
    $ 185.00
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    $ 185.00
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    Men's Apex Chromium Thermal Jacket by The North Face
    Regular Price
    $ 160.00
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    $ 160.00
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    ZERØGRAND All-Day Trainer by Cole Haan
    Regular Price
    $ 114.95
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    $ 114.95
    Regular Price
    $ 220.00
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    Chloe Coat in Blush by Lauren James
    Regular Price
    $ 156.00
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    $ 156.00
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    Jolly Roger Needlepoint D-Ring Belt in Black by Smathers & Branson
    Regular Price
    $ 185.00
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    $ 185.00
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    $ 185.00
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    American Flag Needlepoint Watch by Smathers & Branson
    Regular Price
    $ 225.00
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    $ 225.00
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    $ 225.00
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    The Garrett Bag in Brown by The Normal Brand
    Regular Price
    $ 199.00
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    $ 199.00
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    Mistletoe Needlepoint Cummerbund in Black by Smathers & Branson
    Regular Price
    $ 195.00
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    $ 195.00
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    Surfer Stripe Needlepoint Belt in Mint by Smathers & Branson
    Regular Price
    $ 185.00
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    $ 185.00
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    $ 185.00
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    summer whisper
    Regular Price
    $ 139.95
    Sale Price
    $ 139.95
    Regular Price
    $ 268.00
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    Tundra Haul by YETI
    Regular Price
    $ 399.99
    Sale Price
    $ 399.99
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    $ 399.99
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    Beachcomber Corduroy Pant in Khaki with Embroidered Scrooge & Money Bag by Castaway Clothing
    Regular Price
    $ 168.00
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    $ 168.00
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    Blue Hawaii Needlepoint Belt by Smathers & Branson
    Regular Price
    $ 185.00
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    $ 185.00
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    $ 185.00
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    Traditional Leather Duffle By Over Under Clothing
    Regular Price
    $ 286.95
    Sale Price
    $ 286.95
    Regular Price
    $ 550.00
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    Grizz Plaid Sherpa Lined Jacket by Toes on the Nose
    Regular Price
    $ 165.00
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    $ 165.00
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    Vineyard Vines Bass and Lures Needlepoint Belt in Light Blue by Smathers & Branson
    Regular Price
    $ 96.95
    Sale Price
    $ 96.95
    Regular Price
    $ 185.00
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    Tundra 45 in Coral by YETI
    Regular Price
    $ 299.99
    Sale Price
    $ 299.99
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    $ 299.99
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    Tank 85 in Blue by YETI
    Regular Price
    $ 249.99
    Sale Price
    $ 249.99
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    $ 249.99
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    Hopper Flip 12 in Fog Grey and Tahoe Blue by YETI
    Regular Price
    $ 249.99
    Sale Price
    $ 249.99
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    $ 249.99
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    Women's Original Tall Rain Boots by Hunter
    Regular Price
    $ 150.00
    Sale Price
    $ 150.00
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    Beachcomber Corduroy Pant with Embroidered Leg Lamp by Castaway Clothing
    Regular Price
    $ 175.00
    Sale Price
    $ 175.00
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    $ 175.00
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    Winter Moose Needlepoint Gloves by Smathers & Branson
    Regular Price
    $ 155.00
    Sale Price
    $ 155.00
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    $ 155.00
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    Apache Pattern Needlepoint Gloves by Smathers & Branson
    Regular Price
    $ 155.00
    Sale Price
    $ 155.00
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    $ 155.00
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    Hopper Two 30 in Fog Gray and Tahoe Blue by YETI
    Regular Price
    $ 239.99
    Sale Price
    $ 239.99
    Regular Price
    $ 239.99
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    Hamilton Faux Fur Lined Shirt Jacket in Red by Barbour
    Regular Price
    $ 199.00
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    $ 199.00
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    Mustang Fringe Blanket in Grey by True Grit
    Regular Price
    $ 155.00
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    $ 155.00
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    Julia Faux Suede Sheath Dress in Camel by Jude Connally
    Regular Price
    $ 298.00
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    $ 298.00
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    Roadie 20qt in Desert Tan by YETI
    Regular Price
    $ 249.99
    Sale Price
    $ 249.99
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    $ 249.99
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    New England Fall Scene Needlepoint Belt by Smathers & Branson
    Regular Price
    $ 185.00
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    $ 185.00
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    $ 185.00
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    ØriginalGrand Wingtip Oxford by Cole Haan
    Regular Price
    $ 150.00
    Sale Price
    $ 150.00
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    Tundra Cooler 45 in Charcoal by YETI
    Regular Price
    $ 299.99
    Sale Price
    $ 299.99
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    $ 299.99
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    Fancy Pants in Blackwatch by Castaway Clothing
    Regular Price
    $ 198.00
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    $ 198.00
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    Runaway Pack by The Normal Brand
    Regular Price
    $ 155.00
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    $ 155.00
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    Set Sail Needlepoint Belt in Mint by Smathers & Branson
    Regular Price
    $ 185.00
    Sale Price
    $ 185.00
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    $ 185.00
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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!