Popular Preppy Clothing for Women & Men

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    Textured Button Down Slit Shirt Dress - Country Club Prep
    Textured Button Down Slit Shirt Dress
    $ 59.00
    $ 59.00
    Julia Faux Suede Sheath Dress in Black by Jude Connally - Country Club Prep
    Julia Faux Suede Sheath Dress in Black by Jude Connally
    $ 298.00
    $ 298.00
    Alyssa Wintertime Spice Plaid Shirt Dress in Navy by Southern Tide - Country Club Prep
    Alyssa Wintertime Spice Plaid Shirt Dress in Navy by Southern Tide
    $ 128.00
    $ 128.00
    Save 48%
    Adrienne Metallic Sweater Dress by Southern Tide - Country Club Prep
    Adrienne Metallic Sweater Dress by Southern Tide
    $ 82.95
    $ 82.95
    $ 158.00
    Renata Dress by Marine Layer - Country Club Prep
    Renata Dress by Marine Layer
    $ 125.00
    $ 125.00
    SOLD OUT
    Tily Dress in Blush by Lauren James - Country Club Prep
    Tily Dress in Blush by Lauren James
    $ 76.95
    $ 76.95
    $ 148.00
    SOLD OUT
    Women's Short Sleeve EZ Tee Dress in Beech Green Heather by The North Face - Country Club Prep
    Women's Short Sleeve EZ Tee Dress in Beech Green Heather by The North Face
    $ 50.00
    $ 50.00
    SOLD OUT
    Deck the Halls Dress by Kiel James Patrick - Country Club Prep
    Deck the Halls Dress by Kiel James Patrick
    $ 128.00
    $ 128.00
    SOLD OUT
    Amongst the Evergreens Dress by Kiel James Patrick - Country Club Prep
    Amongst the Evergreens Dress by Kiel James Patrick
    $ 148.00
    $ 148.00
    SOLD OUT
    Merry Little Christmas Dress by Kiel James Patrick - Country Club Prep
    Merry Little Christmas Dress by Kiel James Patrick
    $ 128.00
    $ 128.00
    SOLD OUT
    Duke of York Ruffneck Dress by Gretchen Scott - Country Club Prep
    Duke of York Ruffneck Dress by Gretchen Scott
    $ 169.00
    $ 169.00
    SOLD OUT
    Kamryn Gameday Intercoastal Performance Dress by Southern Tide - Country Club Prep
    Kamryn Gameday Intercoastal Performance Dress by Southern Tide
    $ 138.00
    $ 138.00
    SOLD OUT
    Alyssa Wintertime Plaid Shirt Dress by Southern Tide - Country Club Prep
    Alyssa Wintertime Plaid Shirt Dress by Southern Tide
    $ 128.00
    $ 128.00
    SOLD OUT
    Chelsea Dress in Charleston by The Southern Shirt Co. - Country Club Prep
    Chelsea Dress in Charleston by The Southern Shirt Co.
    $ 78.00
    $ 78.00
    SOLD OUT
    Autumn Crisp Dress by Kiel James Patrick - Country Club Prep
    Autumn Crisp Dress by Kiel James Patrick
    $ 148.00
    $ 148.00
    SOLD OUT
    Holiday Memories Dress by Kiel James Patrick - Country Club Prep
    Holiday Memories Dress by Kiel James Patrick
    $ 128.00
    $ 128.00
    SOLD OUT
    Carley Wave Print Performance Dress by Southern Tide - Country Club Prep
    Carley Wave Print Performance Dress by Southern Tide
    $ 128.00
    $ 128.00
    SOLD OUT
    Stretch Cotton Plaid Tunic Dress by Sail to Sable - Country Club Prep
    Stretch Cotton Plaid Tunic Dress by Sail to Sable
    $ 198.00
    $ 198.00
    SOLD OUT
    Hand-Embroidered French Knot Dress by Gretchen Scott Designs - Country Club Prep
    Hand-Embroidered French Knot Dress by Gretchen Scott Designs
    $ 189.00
    $ 189.00
    SOLD OUT
    McKenna Dress in Natural by Southern Tide - Country Club Prep
    McKenna Dress in Natural by Southern Tide
    $ 148.00
    $ 148.00
    SOLD OUT
    Rock'n Around the Christmas Tree Dress by Kiel James Patrick - Country Club Prep
    Rock'n Around the Christmas Tree Dress by Kiel James Patrick
    $ 148.00
    $ 148.00
    Save 41%
    Christmas Pompom Trim Knit Skirt - Country Club Prep
    Christmas Pompom Trim Knit Skirt
    $ 29.00
    $ 29.00
    $ 49.00
    SOLD OUT
    Grier Stripe Mix Wrap Dress by Vineyard Vines - Country Club Prep
    Grier Stripe Mix Wrap Dress by Vineyard Vines
    $ 148.00
    $ 148.00
    SOLD OUT
    Dakota Plaid Dress in Ivory by Lauren James - Country Club Prep
    Dakota Plaid Dress in Ivory by Lauren James
    $ 84.50
    $ 84.50
    SOLD OUT
    summer whisper - Country Club Prep
    summer whisper
    $ 139.95
    $ 139.95
    $ 268.00
    SOLD OUT
    Fine Striped Margo Shirt Dress by Vineyard Vines - Country Club Prep
    Fine Striped Margo Shirt Dress by Vineyard Vines
    $ 138.00
    $ 138.00
    SOLD OUT
    Julia Faux Suede Sheath Dress in Camel by Jude Connally - Country Club Prep
    Julia Faux Suede Sheath Dress in Camel by Jude Connally
    $ 298.00
    $ 298.00
    SOLD OUT
    Chelsea Dress in Athens by The Southern Shirt Co. - Country Club Prep
    Chelsea Dress in Athens by The Southern Shirt Co.
    $ 78.00
    $ 78.00
    SOLD OUT
    Dakota Plaid Dress in Navy by Lauren James - Country Club Prep
    Dakota Plaid Dress in Navy by Lauren James
    $ 84.50
    $ 84.50
    SOLD OUT
    Duke of York Button Up Dress by Gretchen Scott - Country Club Prep
    Duke of York Button Up Dress by Gretchen Scott
    $ 87.95
    $ 87.95
    $ 169.00
    SOLD OUT
    Dakota Plaid Dress in Camel by Lauren James - Country Club Prep
    Dakota Plaid Dress in Camel by Lauren James
    $ 84.50
    $ 84.50

    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!