Popular Preppy Clothing for Women & Men

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    Reversible Sherpa Pants by Nordic Fleece - Country Club Prep
    Reversible Sherpa Pants by Nordic Fleece
    $ 45.00
    $ 45.00
    $ 48.00
    Save 48%
    Gingham Sleeper Pant with Embroidered Christmas Tree by Castaway Clothing - Country Club Prep
    Gingham Sleeper Pant with Embroidered Christmas Tree by Castaway Clothing
    $ 40.95
    $ 40.95
    $ 78.00
    SOLD OUT
    Hanover Oxford Boxers in Wharf Purple by Southern Marsh - Country Club Prep
    Hanover Oxford Boxers in Wharf Purple by Southern Marsh
    $ 24.00
    $ 24.00
    $ 24.00
    SOLD OUT
    Hanover Oxford Boxers in Melon by Southern Marsh - Country Club Prep
    Hanover Oxford Boxers in Melon by Southern Marsh
    $ 24.00
    $ 24.00
    Sleeper Pant with Martini Candy Cane by Castaway Clothing - Country Club Prep
    Sleeper Pant with Martini Candy Cane by Castaway Clothing
    $ 78.00
    $ 78.00
    Barefoot Boxer in Royal Stewart by Castaway Clothing - Country Club Prep
    Barefoot Boxer in Royal Stewart by Castaway Clothing
    $ 36.00
    $ 36.00
    SOLD OUT
    Hanover Oxford Boxers in Jockey Green by Southern Marsh - Country Club Prep
    Hanover Oxford Boxers in Jockey Green by Southern Marsh
    $ 24.00
    $ 24.00
    Hanover Flamingos Boxer in Sage & Pink by Southern Marsh - Country Club Prep
    Hanover Flamingos Boxer in Sage & Pink by Southern Marsh
    $ 24.00
    $ 24.00
    Barefoot Boxer in Blackwatch Tartan by Castaway Clothing - Country Club Prep
    Barefoot Boxer in Blackwatch Tartan by Castaway Clothing
    $ 36.00
    $ 36.00
    SOLD OUT
    Mint Julep & Horseshoes Hanover Boxer in Light Blue by Southern Marsh - Country Club Prep
    Mint Julep & Horseshoes Hanover Boxer in Light Blue by Southern Marsh
    $ 24.00
    $ 24.00
    Flannel Sleeper Pant in Blackwatch Plaid by Castaway Clothing - Country Club Prep
    Flannel Sleeper Pant in Blackwatch Plaid by Castaway Clothing
    $ 65.00
    $ 65.00
    SOLD OUT
    SEAWASH™ Joggers in Navy by Southern Marsh - Country Club Prep
    SEAWASH™ Joggers in Navy by Southern Marsh
    $ 59.00
    $ 59.00
    SOLD OUT
    Melange Buffalo Check Flannel Pant in Charcoal by True Grit - Country Club Prep
    Melange Buffalo Check Flannel Pant in Charcoal by True Grit
    $ 68.00
    $ 68.00
    SOLD OUT
    Sighting Area Boxer Shorts by Southern Tide - Country Club Prep
    Sighting Area Boxer Shorts by Southern Tide
    $ 24.50
    $ 24.50
    SOLD OUT
    Wide Gingham Barefoot Boxer in Red with Woody & Christmas Tree by Castaway Clothing - Country Club Prep
    Wide Gingham Barefoot Boxer in Red with Woody & Christmas Tree by Castaway Clothing
    $ 36.00
    $ 36.00
    SOLD OUT
    Hanover Oxford Boxers in Blue & Green Tartan by Southern Marsh - Country Club Prep
    Hanover Oxford Boxers in Blue & Green Tartan by Southern Marsh
    $ 24.00
    $ 24.00
    SOLD OUT
    Fairway Dunes Stripe Performance Boxer in Deep Water by Southern Tide - Country Club Prep
    Fairway Dunes Stripe Performance Boxer in Deep Water by Southern Tide
    $ 34.50
    $ 34.50
    SOLD OUT
    Skipjack Boxer in Deep Water by Southern Tide - Country Club Prep
    Skipjack Boxer in Deep Water by Southern Tide
    $ 24.50
    $ 24.50
    SOLD OUT
    Shadow Plaid Flannel Boxer in Blue by True Grit - Country Club Prep
    Shadow Plaid Flannel Boxer in Blue by True Grit
    $ 35.00
    $ 35.00
    SOLD OUT
    Lures Hanover Boxers in Antigua Blue by Southern Marsh - Country Club Prep
    Lures Hanover Boxers in Antigua Blue by Southern Marsh
    $ 24.00
    $ 24.00
    $ 24.00
    SOLD OUT
    Dakota Plaid Flannel Pant in Indigo by True Grit - Country Club Prep
    Dakota Plaid Flannel Pant in Indigo by True Grit
    $ 68.00
    $ 68.00
    SOLD OUT
    Shadow Plaid Flannel Pant in Blue by True Grit - Country Club Prep
    Shadow Plaid Flannel Pant in Blue by True Grit
    $ 68.00
    $ 68.00
    SOLD OUT
    Shadow Plaid Flannel Pant in Barn Red by True Grit - Country Club Prep
    Shadow Plaid Flannel Pant in Barn Red by True Grit
    $ 68.00
    $ 68.00
    SOLD OUT
    Puremeso Joggers in Charcoal by The Normal Brand - Country Club Prep
    Puremeso Joggers in Charcoal by The Normal Brand
    $ 75.00
    $ 75.00
    SOLD OUT
    Skipjack Boxer Shorts by Southern Tide - Country Club Prep
    Skipjack Boxer Shorts by Southern Tide
    $ 24.50
    $ 24.50
    SOLD OUT
    Sonar Stripe Performance Boxer Shorts by Southern Tide - Country Club Prep
    Sonar Stripe Performance Boxer Shorts by Southern Tide
    $ 34.50
    $ 34.50
    SOLD OUT
    Lime & Sandals Hanover Boxer in Camellia by Southern Marsh - Country Club Prep
    Lime & Sandals Hanover Boxer in Camellia by Southern Marsh
    $ 24.00
    $ 24.00
    SOLD OUT
    Shadow Plaid Flannel Boxer in Barn Red by True Grit - Country Club Prep
    Shadow Plaid Flannel Boxer in Barn Red by True Grit
    $ 35.00
    $ 35.00
    SOLD OUT
    Dakota Plaid Flannel Boxer in Blue by True Grit - Country Club Prep
    Dakota Plaid Flannel Boxer in Blue by True Grit
    $ 35.00
    $ 35.00
    SOLD OUT
    Ultra Plush Lounge Shorts by The Southern Shirt Co. - Country Club Prep
    Ultra Plush Lounge Shorts by The Southern Shirt Co.
    $ 40.00
    $ 40.00
    SOLD OUT
    Blue Dolphins Hanover Boxer in Wharf Purple by Southern Marsh - Country Club Prep
    Blue Dolphins Hanover Boxer in Wharf Purple by Southern Marsh
    $ 24.00
    $ 24.00
    SOLD OUT
    Crossroads Plaid Flannel Pant in Blue by True Grit - Country Club Prep
    Crossroads Plaid Flannel Pant in Blue by True Grit
    $ 68.00
    $ 68.00
    SOLD OUT
    Re-Spun Lounge Jogger by Marine Layer - Country Club Prep
    Re-Spun Lounge Jogger by Marine Layer
    $ 110.00
    $ 110.00
    SOLD OUT
    Don't Be Jelly Boxer Shorts by Southern Tide - Country Club Prep
    Don't Be Jelly Boxer Shorts by Southern Tide
    $ 24.50
    $ 24.50
    SOLD OUT
    Crossroads Plaid Flannel Boxer in Blue by True Grit - Country Club Prep
    Crossroads Plaid Flannel Boxer in Blue by True Grit
    $ 35.00
    $ 35.00
    SOLD OUT
    Hanover Gingham Boxers in Lilac & Pink by Southern Marsh - Country Club Prep
    Hanover Gingham Boxers in Lilac & Pink by Southern Marsh
    $ 24.00
    $ 24.00
    $ 24.00

    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!