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Slide 10 of 20

Jessica Szohr and Ed Westwick

Blake and Penn weren't the only Gossip Girl alums who dated. Jessica and Ed — who played occasional lovers Vanessa and Chuck — also developed a casual relationship offscreen. The two dated on-and-off between 2009 and 2012, though Jessica left the show as a series regular in 2011, after its fourth season.

The two remained good friends even after their split. Five years after Gossip Girl ended, Ed was accused of sexual assault by several women, and during a November 2017 interview with Cosmopolitan, Jessica said she found the accusations "shocking," especially since she and Ed still had a close relationship. " . . . I have known Ed for years and know how lovely he is, and don't think he would ever put someone in a position like that," she said, later adding, "From the Ed I know and working with him for five years and having a friendship through all of that and after, it was shocking."

Image Source: Getty / Jon Kopaloff