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High school junior Tess Whistle is dealing with a lot of problems, including being deserted by her parents who have gone to live at an outdoor survival camp, and having her best friend sent away for therapy, so she pins all her hopes and anxieties on her new boyfriend Ben Easter, who may or may not be up to the challenge.

Gossip Girl, an unknown narrator, shares the inside scoop on her friends and foes in a privileged private school in New York City, focusing on the return of the beautiful Serena van der Woodsen, who is rumored to have been kicked out of boarding school.