Popular Preppy Clothing for Women & Men

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Classic White Suede Sport Buck by Country Club Prep
Regular Price
$ 225.00
Sale Price
$ 225.00
Regular Price
$ 250.00
Unit Price
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Save 13%
Men's Young Partner Bit Driving Shoes in Briar Waxy with Off-White Stitching by Country Club Prep
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 225.00
Unit Price
per 
Save 13%
Men's Bit by a Croc Driving Shoes by Country Club Prep
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 225.00
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Dancing Bears Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
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Dancing Bears Needlepoint Belt in Navy by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Montauk Madras Shorts by Country Club Prep
Regular Price
$ 120.00
Sale Price
$ 120.00
Regular Price
Unit Price
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Vineyard Madras Pants by Country Club Prep
Regular Price
$ 145.00
Sale Price
$ 145.00
Regular Price
$ 145.00
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Flags of our Fathers Needlepoint Belt in Antigua Blue by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Montauk Madras Pants by Country Club Prep
Regular Price
$ 145.00
Sale Price
$ 145.00
Regular Price
Unit Price
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Guatemalan Leather Back Belt by Country Club Prep
Regular Price
$ 59.50
Sale Price
$ 59.50
Regular Price
$ 59.50
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Whiskey Row Leather Tab Belt in Navy by Country Club Prep
Regular Price
$ 59.50
Sale Price
$ 59.50
Regular Price
$ 59.50
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Navy & Red Surcingle Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
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Blue Seersucker Shorts by Country Club Prep
Regular Price
$ 120.00
Sale Price
$ 120.00
Regular Price
Unit Price
per 
Save 7%
Dancing Bears Needlepoint Belgian Loafers by Smathers & Branson
Regular Price
$ 395.00
Sale Price
$ 395.00
Regular Price
$ 425.00
Unit Price
per 
American Flag Needlepoint Belt in Navy by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Light Blue Darcy Stripe Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
Unit Price
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Pastel Patchwork Madras Shorts by Country Club Prep
Regular Price
$ 120.00
Sale Price
$ 120.00
Regular Price
Unit Price
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Caddyshack Needlepoint Belt in Blue and Green by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
State Fill North Carolina Flag Leather Tab Belt by Country Club Prep
Regular Price
$ 59.50
Sale Price
$ 59.50
Regular Price
$ 59.50
Unit Price
per 
Kentucky Derby Life Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Bourbon Bottles Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
University of Virginia Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Save 13%
Men's Young Partner Bit Driving Shoes in Black Waxy with Matching Stitching by Country Club Prep
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 225.00
Unit Price
per 
Red Seersucker Shorts by Country Club Prep
Regular Price
$ 120.00
Sale Price
$ 120.00
Regular Price
Unit Price
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Traditional Madras Shorts by Country Club Prep
Regular Price
$ 120.00
Sale Price
$ 120.00
Regular Price
Unit Price
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Judge Smails Golf Flags Leather Tab Belt in Navy by Country Club Prep
Regular Price
$ 59.50
Sale Price
$ 59.50
Regular Price
$ 59.50
Unit Price
per 
Dancing Bears Needlepoint Belt in Oatmeal by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Texas Christian University Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Black Labs Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
American Flag Needlepoint Belt in Antique Blue by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Booze Hounds Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
University of Virginia Old Logo Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Shamrock Needlepoint Belt in Dark Navy by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Looks Good with Everything Leather Tab Surcingle Stripe Belt Navy/Nantucket Red by Country Club Prep
Regular Price
$ 59.50
Sale Price
$ 59.50
Regular Price
$ 59.50
Unit Price
per 
Men's Bit by a Croc Driving Shoes in Black by Country Club Prep
Regular Price
$ 165.00
Sale Price
$ 165.00
Regular Price
Unit Price
per 
Save 7%
Jolly Roger Needlepoint Belgian Loafers by Smathers & Branson
Regular Price
$ 395.00
Sale Price
$ 395.00
Regular Price
$ 425.00
Unit Price
per 

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!