By Dan Humphrey, originally published in The Spectator
“The Upper East Side was like something from Fitzgerald or Thackeray. Teenagers acting like adults. Adults acting like teenagers, guarding secrets, writing gossip all with the trappings of truly opulent wealth. And membership in this community was so elite, you couldn’t even buy your way in. It was a birth right. A birth right I didn’t have, and my greatest achievements would never earn me.
All I had to compare to this world was what I read in books, but that gave me the idea. I wasn’t born into this world – maybe I could write myself into it. I overheard enough conversations to be able to mimic the language of the Constance girls, but every writer needs his muse and it wasn’t until that photo of Serena in that white dress that I knew I had something strong enough to actually create a legend and launch a website.
Within weeks, I was getting dozens of emails with stories about Upper East Siders, so I posted them anonymously, and then I got more. Before long, it was a monster– everyone was sending tips. And when Serena came back from boarding school, I wrote my first post about me: Lonely Boy, the outsider, the underdog. I might have been a joke, but at least people were talking about me.”
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