The Bootcut Boyfriend Jeans Carolyn Bessette-Kennedy Wore on Vacation! Carolyn Bessette-Kennedy on Martha’s Vineyard is one of my forever style references. It’s the same minimal, disciplined aesthetic she wore in New York, but relaxed into something effortless and coastal. Think slouchy, worn-in boyfriend jeans with a repaired knee, an oversized white button-down left easy and undone, and that perfectly imperfect, air-dried texture in her hair courtesy of salt, humidity, and ocean wind. Beach waves before beach waves were even a category. Add the black pedicure and the whole look becomes quietly iconic.

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