Popular Preppy Clothing for Women & Men

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Men's Outer Banks Thong Sandal in Tan Leather by Sperry
Regular Price
$ 55.00
Sale Price
$ 55.00
Regular Price
$ 55.00
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Power Boats Needlepoint Belt in Dark Navy by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
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per 
Save 47%
Vintage Burnout Tank in Pink Lemonade by The Southern Shirt Co.
Regular Price
$ 17.95
Sale Price
$ 17.95
Regular Price
$ 34.00
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per 
Save 47%
Highland Alpaca Vest in Light Gray by Southern Marsh
Regular Price
$ 44.95
Sale Price
$ 44.95
Regular Price
$ 85.00
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Sunday Funday Needlepoint Hat in Navy by Smathers & Branson
Regular Price
$ 45.00
Sale Price
$ 45.00
Regular Price
$ 39.50
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per 
Save 48%
Women's Lykke Sherpa Lounge Set in Ivory
Regular Price
$ 50.95
Sale Price
$ 50.95
Regular Price
$ 98.00
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Authentic Flag Tee in Light Gray by Southern Marsh
Regular Price
$ 35.00
Sale Price
$ 35.00
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Indiana University Coasters in Red by Smathers & Branson
Regular Price
$ 125.00
Sale Price
$ 125.00
Regular Price
$ 95.00
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Women's Scouts Breeze Flip Flop by Hari Mari
Regular Price
$ 70.00
Sale Price
$ 70.00
Regular Price
$ 65.00
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Atlantic Cable Pom Pom Beanie by Nordic Fleece
Regular Price
$ 75.00
Sale Price
$ 75.00
Regular Price
Unit Price
per 
Save 47%
Signal Flag Bow Tie in Orange by Anchored Style
Regular Price
$ 30.95
Sale Price
$ 30.95
Regular Price
$ 58.00
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Budweiser Vintage Bow Tie Key Fob by Smathers & Branson
Regular Price
$ 35.00
Sale Price
$ 35.00
Regular Price
$ 32.50
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per 
Save 48%
Isabel Grace Dress by Southern Tide
Regular Price
$ 97.95
Sale Price
$ 97.95
Regular Price
$ 188.00
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Old Course Needlepoint Flask by Smathers & Branson
Regular Price
$ 79.50
Sale Price
$ 79.50
Regular Price
$ 79.50
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Women's Scouts Flip Flop in Navy & Yellow by Hari Mari
Regular Price
$ 65.00
Sale Price
$ 65.00
Regular Price
$ 65.00
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per 
Jolly Roger Needlepoint Bi-Fold Wallet by Smathers & Branson
Regular Price
$ 145.00
Sale Price
$ 145.00
Regular Price
$ 130.00
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per 
Save 47%
Waterline Swim Trunk by Southern Tide
Regular Price
$ 44.95
Sale Price
$ 44.95
Regular Price
$ 85.00
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per 
Let's Dink Needlepoint Bottle Opener by Smathers & Branson
Regular Price
$ 35.00
Sale Price
$ 35.00
Regular Price
$ 32.50
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per 
Longshanks Tee Shirt in Seafoam Green by Country Club Prep
Regular Price
$ 30.00
Sale Price
$ 30.00
Regular Price
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per 
Save 48%
Custom Everyday Should Feel This Good Long Sleeve Tee in White by Vineyard Vines
Regular Price
$ 24.95
Sale Price
$ 24.95
Regular Price
$ 48.00
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Ohana Print Cisco Short by Castaway Clothing
Regular Price
$ 110.00
Sale Price
$ 110.00
Regular Price
Unit Price
per 
Save 20%
Women's Camlodge Quilted Jacket by Dubarry of Ireland
Regular Price
$ 119.00
Sale Price
$ 119.00
Regular Price
$ 149.00
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per 
Big Texas Flag Toiletry Bag by Smathers & Branson
Regular Price
$ 155.00
Sale Price
$ 155.00
Regular Price
$ 155.00
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per 
Slopes Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
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per 
Save 52%
M3 Travel Twill Pants in Navy by Bill's Khakis
Regular Price
$ 79.00
Sale Price
$ 79.00
Regular Price
$ 165.00
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per 
Hampden-Sydney College Needlepoint Key Fob in Garnet by Smathers & Branson
Regular Price
$ 35.00
Sale Price
$ 35.00
Regular Price
$ 32.50
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per 
Collegiate Authentic Tee in Orange with Purple Duck by Southern Marsh
Regular Price
$ 35.00
Sale Price
$ 35.00
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Fishbones Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
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per 
Natalie Button Down by Marine Layer
Regular Price
$ 125.00
Sale Price
$ 125.00
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Save 48%
Straight Wharf Button Down in Chino Khaki With Harvest Plaid Trim by Castaway Clothing
Regular Price
$ 61.95
Sale Price
$ 61.95
Regular Price
$ 118.00
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per 
Save 47%
Isla Tunic in Kiawah Floral by Southern Tide
Regular Price
$ 57.95
Sale Price
$ 57.95
Regular Price
$ 110.00
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per 
Save 47%
Kappa Delta iPhone 4/4s Cover by Lilly Pulitzer
Regular Price
$ 14.95
Sale Price
$ 14.95
Regular Price
$ 28.00
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per 
Save 29%
Printed Ruched Swim Dress and Swim Bottoms Set
Regular Price
$ 34.95
Sale Price
$ 34.95
Regular Price
$ 49.00
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University of Tennessee Power T Toiletry Bag by Smathers & Branson
Regular Price
$ 155.00
Sale Price
$ 155.00
Regular Price
$ 155.00
Unit Price
per 
Save 48%
Polka Dot Mock Neck Sweater by 525 America
Regular Price
$ 45.95
Sale Price
$ 45.95
Regular Price
$ 88.00
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Maclay Tartan Leather Tab Belt by Country Club Prep
Regular Price
$ 64.50
Sale Price
$ 64.50
Regular Price
$ 64.50
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!