Once upon a time, I was an Abercrombie & Fitch wearing teenager who spent all of her babysitting money on A & F polos bearing the moose emblem. I did so all in the name of preppiness. This was a precursor of the Aspiring Socialite journey I would embark on as a young adult in New York City. Over the years, I have found preppy style to be as timeless as a tennis foursome. Preppy fashion is not a requirement of being a socialite, it is an inevitability of the high life.  These looks are as classic and versatile as men’s suits or the little black dress.

Popularized by the Kennedys, America’s Royal Family, preppy fashion with its iconic collars, plaids, and argyles is as distinctive as the East Coast Ivys where it originated. Even if you have never played tennis or golf, you have probably worn the clothes or at least an inspired style. These virtually unchanging looks give us a much-needed element of dressy casual. If it were up to me, we would all participate in athletics photo ready with a color coordinated collared shirt and matching bottoms? If there is anything I have learned in my 24 years on this Earth, it is that it is always better to be overdressed than under dressed. What separates a true prep from the rest of society is that a true prep is never under dressed no matter what the circumstances may be.

For a photo tutorial on how preppiness has stood the test of time check out Take Ivy: