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'Gossip Girl' Reboot to Premiere in July: Meet the Characters By Sarah Hearon of US Weekly | You know you’re going to love them. In true Gossip Girlfashion, the details of the upcoming HBO Max reboot have been under wraps for nearly two years — until now. The cast of the new series posed together for the May issue of Cosmopolitan magazine, detailing their characters for the first time since the streaming service ordered 10 episodes of the new show in 2019. “The dynamic with the cast, from the second we all met, has always been like, ‘Oh, we’ve known each other in different lives,’”