Popular Preppy Clothing for Women & Men

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Men's Bit by a Croc Driving Shoes by Country Club Prep
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 225.00
Unit Price
per 
Save 9%
Classic White Suede Sport Buck by Country Club Prep
Regular Price
$ 200.00
Sale Price
$ 200.00
Regular Price
$ 220.00
Unit Price
per 
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
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Montauk Madras Pants by Country Club Prep
Regular Price
$ 145.00
Sale Price
$ 145.00
Regular Price
Unit Price
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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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Montauk Madras Shorts by Country Club Prep
Regular Price
$ 120.00
Sale Price
$ 120.00
Regular Price
Unit Price
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Men's Key West Penny Loafer Driver Shoes in Briar Brown by Country Club Prep
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 195.00
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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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Dancing Bears Needlepoint Belt in Navy by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Guatemalan Leather Back Belt by Country Club Prep
Regular Price
$ 59.50
Sale Price
$ 59.50
Regular Price
$ 59.50
Unit Price
per 
Caddyshack Needlepoint Belt in Blue and Green by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
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Quack Attack Leather Tab Belt in Green by Country Club Prep
Regular Price
$ 59.50
Sale Price
$ 59.50
Regular Price
$ 59.50
Unit Price
per 
Key West Croco Combo Penny Loafer by Country Club Prep
Regular Price
$ 225.00
Sale Price
$ 225.00
Regular Price
$ 225.00
Unit Price
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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%
American Flag Needlepoint Belgian Loafers by Smathers & Branson
Regular Price
$ 395.00
Sale Price
$ 395.00
Regular Price
$ 425.00
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 
Shamrock Needlepoint Belt in Dark Navy by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Tennessee Life Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Harbor Pant in Liberty with Embroidered Racing Horses by Castaway Clothing
Regular Price
$ 148.00
Sale Price
$ 148.00
Regular Price
Unit Price
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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
Unit Price
per 
Luck of the Irish Shamrock Leather Tab Belt in Navy by Country Club Prep
Regular Price
$ 59.50
Sale Price
$ 59.50
Regular Price
$ 59.50
Unit Price
per 
Carrickfergus Waxed Cotton Jacket by Dubarry of Ireland
Regular Price
$ 349.00
Sale Price
$ 349.00
Regular Price
$ 349.00
Unit Price
per 
Blue Seersucker Shorts by Country Club Prep
Regular Price
$ 120.00
Sale Price
$ 120.00
Regular Price
Unit Price
per 
American Flag Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
Unit Price
per 
Dancing Bears Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
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 
UVA Life Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Georgia 2022 Back to Back National Championship Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 195.00
Unit Price
per 
Save 13%
Men's Young Partner Driving Shoes in Gridiron Brown by Country Club Prep
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 225.00
Unit Price
per 
Fairway Flamingos Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Stars and Stripes Needlepoint Bi-Fold Wallet by Smathers & Branson
Regular Price
$ 145.00
Sale Price
$ 145.00
Regular Price
$ 130.00
Unit Price
per 
Stretch Twill Cisco Short with Shamrocks in Nantucket Navy by Castaway Clothing
Regular Price
$ 110.00
Sale Price
$ 110.00
Regular Price
Unit Price
per 
Pink Seersucker Pants by Country Club Prep
Regular Price
$ 135.00
Sale Price
$ 135.00
Regular Price
$ 135.00
Unit Price
per 
Leather Belt in Dark Brown with Brass Fish Hook Buckle by Country Club Prep
Regular Price
$ 59.50
Sale Price
$ 59.50
Regular Price
$ 59.50
Unit Price
per 
Texas Flag Leather Tab Belt in Navy on Navy Canvas by Country Club Prep
Regular Price
$ 59.50
Sale Price
$ 59.50
Regular Price
$ 59.50
Unit Price
per 
Save 77%
Scarborough Reversible Sherpa Hooded Cardigan by Nordic Fleece
Regular Price
$ 35.00
Sale Price
$ 35.00
Regular Price
$ 155.00
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!