Popular Preppy Clothing for Women & Men

122 products

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    Women's Original Tall Gloss Rain Boots by Hunter - Country Club Prep
    Women's Original Tall Gloss Rain Boots by Hunter
    $ 150.00
    $ 150.00
    SOLD OUT
    Men's Hampden Venetian Loafer in Sahara Brown by Sperry - Country Club Prep
    Men's Hampden Venetian Loafer in Sahara Brown by Sperry
    $ 100.00
    $ 100.00
    $ 100.00
    SOLD OUT
    Men's Surfside Flipjacks in Island Orange by Southern Tide - Country Club Prep
    Men's Surfside Flipjacks in Island Orange by Southern Tide
    $ 69.50
    $ 69.50
    SOLD OUT
    Men's Seersucker Stripe Needle Point Flip Flops in Tan Leather by Smathers & Branson - Country Club Prep
    Men's Seersucker Stripe Needle Point Flip Flops in Tan Leather by Smathers & Branson
    $ 89.50
    $ 89.50
    SOLD OUT
    Men's Beachside Flipjacks in Island Orange by Southern Tide - Country Club Prep
    Men's Beachside Flipjacks in Island Orange by Southern Tide
    $ 69.50
    $ 69.50
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    Women's Saltwater 2-Eye Leather Duck Boot by Sperry - Country Club Prep
    Women's Saltwater 2-Eye Leather Duck Boot by Sperry
    $ 99.95
    $ 99.95
    $ 99.95
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    Men's University of Kentucky Needle Point Flip Flops in Tan Leather by Smathers & Branson - Country Club Prep
    Men's University of Kentucky Needle Point Flip Flops in Tan Leather by Smathers & Branson
    $ 89.50
    $ 89.50
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    Men's ZERØGRAND Wingtip Oxford in British Tan & Java by Cole Haan - Country Club Prep
    Men's ZERØGRAND Wingtip Oxford in British Tan & Java by Cole Haan
    $ 98.95
    $ 98.95
    $ 190.00
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    Men's Hibiscus Needle Point Flip Flops in Tan Leather by Smathers & Branson - Country Club Prep
    Men's Hibiscus Needle Point Flip Flops in Tan Leather by Smathers & Branson
    $ 89.50
    $ 89.50
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    Sherpa Fleece Booties in Grey and Charcoal by Live Oak - Country Club Prep
    Sherpa Fleece Booties in Grey and Charcoal by Live Oak
    $ 55.00
    $ 55.00
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    Men's Beer Cans Needlepoint Flip Flops in Tan Leather by Smathers & Branson - Country Club Prep
    Men's Beer Cans Needlepoint Flip Flops in Tan Leather by Smathers & Branson
    $ 89.50
    $ 89.50
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    Men's Gold Cup Authentic Original Boat Shoe in Tan/Gum by Sperry - Country Club Prep
    Men's Gold Cup Authentic Original Boat Shoe in Tan/Gum by Sperry
    $ 159.95
    $ 159.95
    $ 159.95
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    Molly Mid Height Welly Rain Boot by Joules - Country Club Prep
    Molly Mid Height Welly Rain Boot by Joules
    $ 98.50
    $ 98.50
    SOLD OUT
    Somerset Link Bit Loafer by Cole Haan - Country Club Prep
    Somerset Link Bit Loafer by Cole Haan
    $ 83.95
    $ 83.95
    $ 160.00
    SOLD OUT
    Men's Gold Cup A/O 2 Eye Boat Shoe in Brown/Buc Brown by Sperry - Country Club Prep
    Men's Gold Cup A/O 2 Eye Boat Shoe in Brown/Buc Brown by Sperry
    $ 160.00
    $ 160.00
    $ 160.00
    SOLD OUT
    Men's Striper Storm Waterproof Boot by Sperry - Country Club Prep
    Men's Striper Storm Waterproof Boot by Sperry
    $ 59.99
    $ 59.99
    $ 99.95
    SOLD OUT
    Men's Gold Cup Authentic Original Boat Shoe in Navy/White by Sperry - Country Club Prep
    Men's Gold Cup Authentic Original Boat Shoe in Navy/White by Sperry
    $ 159.95
    $ 159.95
    $ 159.95
    SOLD OUT
    Gold Cup Authentic Original Boat Shoe by Sperry - Country Club Prep
    Gold Cup Authentic Original Boat Shoe by Sperry
    $ 159.95
    $ 159.95
    $ 159.95
    SOLD OUT
    Women's Fluff Yeah Slide by UGG - Country Club Prep
    Women's Fluff Yeah Slide by UGG
    $ 100.00
    $ 100.00
    SOLD OUT
    The Fairway Golf Sneaker by Country Club Prep - Country Club Prep
    The Fairway Golf Sneaker by Country Club Prep
    $ 220.00
    $ 220.00
    SOLD OUT
    Women's Coquette Slipper by UGG - Country Club Prep
    Women's Coquette Slipper by UGG
    $ 120.00
    $ 120.00
    SOLD OUT
    Acadia Deerskin Boot by Country Club Prep - Country Club Prep
    Acadia Deerskin Boot by Country Club Prep
    $ 325.00
    $ 325.00
    SOLD OUT
    Women's Original Chelsea Boots by Hunter - Country Club Prep
    Women's Original Chelsea Boots by Hunter
    $ 135.00
    $ 135.00
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    Men's Bonefish Needlepoint Flip Flops in Stream Blue by Smathers & Branson - Country Club Prep
    Men's Bonefish Needlepoint Flip Flops in Stream Blue by Smathers & Branson
    $ 89.50
    $ 89.50
    SOLD OUT
    Men's Leather Flipjack in Seagull Grey by Southern Tide - Country Club Prep
    Men's Leather Flipjack in Seagull Grey by Southern Tide
    $ 69.50
    $ 69.50
    SOLD OUT
    Men's Parsons Stripe Needle Point Flip Flops in Tan Leather by Smathers & Branson - Country Club Prep
    Men's Parsons Stripe Needle Point Flip Flops in Tan Leather by Smathers & Branson
    $ 89.50
    $ 89.50
    SOLD OUT
    Sherpa Fleece Booties in Charcoal and Oatmeal by Live Oak - Country Club Prep
    Sherpa Fleece Booties in Charcoal and Oatmeal by Live Oak
    $ 55.00
    $ 55.00
    SOLD OUT
    Women's Saltwater Quilted Chevron Duck Boot by Sperry - Country Club Prep
    Women's Saltwater Quilted Chevron Duck Boot by Sperry
    $ 119.95
    $ 119.95
    $ 119.95
    SOLD OUT
    Men's University of Texas Needle Point Flip Flops in Tan Leather by Smathers & Branson - Country Club Prep
    Men's University of Texas Needle Point Flip Flops in Tan Leather by Smathers & Branson
    $ 89.50
    $ 89.50
    SOLD OUT
    Barcelona Boot by Charleston Shoe Co. - Country Club Prep
    Barcelona Boot by Charleston Shoe Co.
    $ 78.95
    $ 78.95
    $ 150.00
    SOLD OUT
    Men's Bonefish Needlepoint Flip Flops in Melon by Smathers & Branson - Country Club Prep
    Men's Bonefish Needlepoint Flip Flops in Melon by Smathers & Branson
    $ 89.50
    $ 89.50
    SOLD OUT
    Women's Crest Vibe Sneaker in Navy by Sperry - Country Club Prep
    Women's Crest Vibe Sneaker in Navy by Sperry
    $ 29.99
    $ 29.99
    $ 59.95
    SOLD OUT
    Men's American Flag Needlepoint Flip Flops in Classic Navy by Smathers & Branson - Country Club Prep
    Men's American Flag Needlepoint Flip Flops in Classic Navy by Smathers & Branson
    $ 89.50
    $ 89.50
    SOLD OUT
    Women's Saltwater Winter Luxe Duck Boot by Sperry - Country Club Prep
    Women's Saltwater Winter Luxe Duck Boot by Sperry
    $ 149.95
    $ 149.95
    $ 149.95
    SOLD OUT
    Waterville Three Eye Chukka by Dubarry of Ireland - Country Club Prep
    Waterville Three Eye Chukka by Dubarry of Ireland
    $ 179.00
    $ 179.00
    $ 399.00
    SOLD OUT
    Men's University of Alabama Needle Point Flip Flops in Tan Leather by Smathers & Branson - Country Club Prep
    Men's University of Alabama Needle Point Flip Flops in Tan Leather by Smathers & Branson
    $ 89.50
    $ 89.50

    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!