Popular Preppy Clothing for Women & Men

2235 products

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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 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 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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Dancing Bears Needlepoint Belt in Navy by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
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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Kentucky Derby Life Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
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per 
Vineyard Madras Pants by Country Club Prep
Regular Price
$ 145.00
Sale Price
$ 145.00
Regular Price
$ 145.00
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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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Dancing Bears Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
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 
Maryland Flag Crab Needlepoint Belt in Classic Navy by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Southern Methodist University Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Island Time Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Ole Miss Needlepoint Belt in Navy and Crimson 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 
Auburn University Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Clemson Needlepoint Belt in Purple by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
University of Georgia Bulldog Needlepoint Belt in Black by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Grateful Dead Moondance Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
University of Georgia Needlepoint Flask in Black by Smathers & Branson
Regular Price
$ 79.50
Sale Price
$ 79.50
Regular Price
$ 79.50
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 
Red Seersucker Pants by Country Club Prep
Regular Price
$ 135.00
Sale Price
$ 135.00
Regular Price
$ 135.00
Unit Price
per 
Kiawah Vail Bit Driver by Country Club Prep
Regular Price
$ 250.00
Sale Price
$ 250.00
Regular Price
$ 250.00
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 
Pampas Pattern Leather Tab Belt by Country Club Prep
Regular Price
$ 59.50
Sale Price
$ 59.50
Regular Price
$ 59.50
Unit Price
per 
Dancing Bear Needlepoint Sunglass Straps in Oatmeal by Smathers & Branson
Regular Price
$ 79.50
Sale Price
$ 79.50
Regular Price
$ 75.00
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 
Black Labs Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Chicago Cubs Cooperstown Needlepoint Belt in Navy by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Mulligan Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Elephant Martini Needlepoint Belt in Navy by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Atlanta Braves Cooperstown Needlepoint Belt in Blue by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Texas Flag Needlepoint Belt in Blue by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
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 
American Flag Needlepoint Belt in Navy by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
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 

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!