30 Best Preppy Gifts That’ll Make Anyone Feel Like Old Money by Jake Smith

While plenty of retailers would have you believe that they’re basically the definition of prep, actually tracking down the best preppy gifts can be a challenge. (Doubly so if you didn’t grow up around that very specific part of American culture.) But whether you’re shopping for a monogram-happy friend or a pastel-obsessed tween, we’ve done the legwork for you, and all you need to do is click “add to cart.”

Sure, regular gifts for women, presents for husbands, and gifts for teens will work just fine. But if you’re trying to impress someone who goes through multiple pairs of Sperry shoes in a year or knows the difference between Ivy and prep, it pays dividends to get a little more specific in your shopping. From pearl earrings to floral pickleball paddles, trendy toiletry bags to embellished sweaters, these are the very best preppy gifts to give everyone this season.

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Kule Small Tennis Club Tote

Kule’s sporty tote bag features a detachable shoulder strap and plenty of room for tennis rackets—but it’s also a perfect everyday bag, for that matter.