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Postcards from Billy: High School Reunion Edition

In Fashion on May 13, 2009 at 7:24 am

stampsFor the newly initiated, POSTCARDS is recurring feature with fashion advice from my dear friend Billy, an art consultant with a wicked eye and even wickeder wardrobe. In this edition, he packs his bags for his 20th high school reunion. And for those of you who caught the Gossip Girls ’80s flashback on Monday, the timing couldn’t be better…

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POSTCARD FROM HIGH SCHOOL, AMID SUNNY PLANTATIONS

2009 has thus far been a year of great indecision. Perhaps the stress at work—I fundraise and the current economy doesn’t lend itself to having your hand out—has manifested itself in not being willing or able to make snap decisions. It took an old friend booking a flight to Atlanta to prompt my attending my 20-year high school reunion. I had been sitting on the fence about revisiting the ne’er do well days of my youth.

If you are of my generation, certain films were so integral to our youth—most of them from John Hughes.  Who could forget Molly Ringwald’s moment getting felt up in Sixteen Candles and that über-cool outfit she wore as Claire Standish in The Breakfast Club? But for this trip down memory lane, I am going to refer to a movie that was slightly post-college, Romy and Michelle’s High School Reunion.  As I contemplate this weekend of seeing old friends and acquaintances from two decades past, I wonder, shall I create a fictionalized version of who I am today? Why dwell on the fact that I am not living in the Park Avenue co-op that I thought I would be in at 38 and instead find myself in a rented Atlanta apartment?  So what if I am not running a successful art consulting business out of a chic Watergate-style highrise.  I might as well dress the part and let no one be the wiser.

FOR BILLY’S WARDROBE PICKS FOR THE 20-YEAR REUNION, CLICK “READ MORE” BELOW…

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