Tinsley Mortimer
Tinsley Mortimer created her own brand of Upper East Side socialite in the 2000s, riding the wave of reality TV fame and devoting time to philanthropic causes. Sure, High Society may not have been the hit Mortimer intended, but who can forget her cameo on Gossip Girl?
Some stars inevitably dim. Tinsley posed for a mugshot this spring when she was arrested for trespassing on her ex-boyfriend's property and yelling. We've all been there, but thank god we don't have a CW show and paparazzi documenting our downfall.
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