Popular Preppy Clothing for Women & Men

96 products

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    Ribbed Pullover in Smoke by Simply Southern - Country Club Prep
    Ribbed Pullover in Smoke by Simply Southern
    $ 48.50
    $ 48.50
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    Sherpa Pullover in Cream by Simply Southern - Country Club Prep
    Sherpa Pullover in Cream by Simply Southern
    $ 52.50
    $ 52.50
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    Long Sleeve Preppy Mutt Tee in Flamingo by Simply Southern - Country Club Prep
    Long Sleeve Preppy Mutt Tee in Flamingo by Simply Southern
    $ 28.99
    $ 28.99
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    Long Sleeve Owl Christmas Tee in Red by Simply Southern - Country Club Prep
    Long Sleeve Owl Christmas Tee in Red by Simply Southern
    $ 28.99
    $ 28.99
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    Long Sleeve Elf Tee in Aruba by Simply Southern - Country Club Prep
    Long Sleeve Elf Tee in Aruba by Simply Southern
    $ 28.99
    $ 28.99
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    Sherpa Lined Beanie in Grey by Simply Southern - Country Club Prep
    Sherpa Lined Beanie in Grey by Simply Southern
    $ 14.99
    $ 14.99
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    Shortie Merry Christmas Tee in Celedon by Simply Southern - Country Club Prep
    Shortie Merry Christmas Tee in Celedon by Simply Southern
    $ 24.99
    $ 24.99
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    Long Sleeve Merry Tee by Simply Southern - Country Club Prep
    Long Sleeve Merry Tee by Simply Southern
    $ 28.99
    $ 28.99
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    Santa Turtle Tee in Red by Simply Southern - Country Club Prep
    Santa Turtle Tee in Red by Simply Southern
    $ 28.99
    $ 28.99
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    Knit Snap Pullover in Pink Heather by Simply Southern - Country Club Prep
    Knit Snap Pullover in Pink Heather by Simply Southern
    $ 44.50
    $ 44.50
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    Mermaid Sherpa Lined Socks by Simply Southern - Country Club Prep
    Mermaid Sherpa Lined Socks by Simply Southern
    $ 20.00
    $ 20.00
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    Pilot Tee in Marine by Simply Southern - Country Club Prep
    Pilot Tee in Marine by Simply Southern
    $ 28.99
    $ 28.99
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    Long Sleeve Elephant Tee by Simply Southern - Country Club Prep
    Long Sleeve Elephant Tee by Simply Southern
    $ 28.99
    $ 28.99
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    Long Sleeve Christmas Truck Tee by Simply Southern - Country Club Prep
    Long Sleeve Christmas Truck Tee by Simply Southern
    $ 28.99
    $ 28.99
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    Long Sleeve Camo Tee in Black by Simply Southern - Country Club Prep
    Long Sleeve Camo Tee in Black by Simply Southern
    $ 28.99
    $ 28.99
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    Turtle Backpack by Simply Southern - Country Club Prep
    Turtle Backpack by Simply Southern
    $ 39.99
    $ 39.99
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    Long Sleeve Scrubs Tee in Dark Heather Grey by Simply Southern - Country Club Prep
    Long Sleeve Scrubs Tee in Dark Heather Grey by Simply Southern
    $ 28.99
    $ 28.99
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    Ribbed Pullover in Black by Simply Southern - Country Club Prep
    Ribbed Pullover in Black by Simply Southern
    $ 48.50
    $ 48.50
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    Knit Snap Pullover in Pink by Simply Southern - Country Club Prep
    Knit Snap Pullover in Pink by Simply Southern
    $ 44.50
    $ 44.50
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    Bear Sherpa Pullover in Cream by Simply Southern - Country Club Prep
    Bear Sherpa Pullover in Cream by Simply Southern
    $ 52.50
    $ 52.50
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    Striped Cardigan by Simply Southern - Country Club Prep
    Striped Cardigan by Simply Southern
    $ 39.99
    $ 39.99
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    Zebra Toe Sherpa Lined Socks by Simply Southern - Country Club Prep
    Zebra Toe Sherpa Lined Socks by Simply Southern
    $ 20.00
    $ 20.00
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    Long Sleeve Raglan Country Girls Tee in Heather Grey by Simply Southern - Country Club Prep
    Long Sleeve Raglan Country Girls Tee in Heather Grey by Simply Southern
    $ 28.99
    $ 28.99
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    Long Sleeve Mountain Retro Tee in Moonrise by Simply Southern - Country Club Prep
    Long Sleeve Mountain Retro Tee in Moonrise by Simply Southern
    $ 28.99
    $ 28.99
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    Long Sleeve Georgia State Tee by Simply Southern - Country Club Prep
    Long Sleeve Georgia State Tee by Simply Southern
    $ 28.99
    $ 28.99
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    Long Sleeve Virginia State Tee by Simply Southern - Country Club Prep
    Long Sleeve Virginia State Tee by Simply Southern
    $ 28.99
    $ 28.99
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    Beanie in Taupe by Simply Southern - Country Club Prep
    Beanie in Taupe by Simply Southern
    $ 14.99
    $ 14.99
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    Youth Better Tee in Black by Simply Southern - Country Club Prep
    Youth Better Tee in Black by Simply Southern
    $ 19.99
    $ 19.99
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    Long Sleeve Plaids Tee in Marine by Simply Southern - Country Club Prep
    Long Sleeve Plaids Tee in Marine by Simply Southern
    $ 28.99
    $ 28.99
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    Pineapple Sherpa Lined Socks by Simply Southern - Country Club Prep
    Pineapple Sherpa Lined Socks by Simply Southern
    $ 20.00
    $ 20.00
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    Beanie in Grey by Simply Southern - Country Club Prep
    Beanie in Grey by Simply Southern
    $ 14.99
    $ 14.99
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    Youth Y'all Tee in Aruba by Simply Southern - Country Club Prep
    Youth Y'all Tee in Aruba by Simply Southern
    $ 19.99
    $ 19.99
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    Hooded Sherpa Pullover in Pearl by Simply Southern - Country Club Prep
    Hooded Sherpa Pullover in Pearl by Simply Southern
    $ 52.50
    $ 52.50
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    Long Sleeve Maryland State Tee by Simply Southern - Country Club Prep
    Long Sleeve Maryland State Tee by Simply Southern
    $ 28.99
    $ 28.99
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    Long Sleeve Preppy Pineapple Tee in Black by Simply Southern - Country Club Prep
    Long Sleeve Preppy Pineapple Tee in Black by Simply Southern
    $ 28.99
    $ 28.99
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    Shortie Live Southern Tee in Heather Grey by Simply Southern - Country Club Prep
    Shortie Live Southern Tee in Heather Grey by Simply Southern
    $ 24.99
    $ 24.99

    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!