Gallery: Our Favorite Preppy Looks

In this month’s Vanity Fair, Lisa Birnbach, author of The Official Preppy Handbook, circa 1980, reopens the question of the Prep and offers an excerpt from her new book, True Prep, which outlines how to keep the WASP-y style going now and for 30 years to come.

In honor of that, here are some of our favorite preppy looks:

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    • porkchop

      wow, I did just get schooled by Cindy McCain. There’s no way my forehand translates from the tennis court to ship-christening.