It's become our Labor Day, our summer's end, our last ditch effort to let it all hang out of our seersucker trousers—the annual Harriman Cup. Rain or shine, throngs descend upon the Meadowbrook Polo Club from Manhattan and surrounding bed and breakfasts. We roll in off the LIRR in a blaze of vintage Lilly, Ralph Lauren, and Brooks Brothers—the usual suspects. Usually falling on or around the last week of summer, this alumni polo match between Yale and the University of Virginia is the tailgating event of the summer for the prep set (last year's Cup was a ball...

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