7. The Big Sleep No More

Complete story — includes the ending

Several of the group attend a performance of Punchdrunk's provocative theater experience, "Sleep No More", which involves masks, anonymity and some surprising romantic twists by the end of the evening. Dorota follows Blair to the performance to stop her from trying to prove that Chuck's attempts to reform himself into a better man are a scam. Meanwhile, Diana sets her sights to snag Serena a job at The Spectator as part of her twisted quest to ruin Gossip Girl's website. Charlie/Ivy's ex-boyfriend, Max, arrives in town to look for her, and ends up as Serena's date to the performance. Diana sets about manipulating Max, Serena, Charlie, and Nate, hoping to cause a major confrontation for her own deranged enjoyment. Elsewhere, Dan sets out on his book tour, but Rufus and Lily discover that he is not exactly having the experience that he claims. At the end, more shocking twists are revealed as the evil Diana and Nate's crooked grandfather, William van der Bilt, are revealed to have been working together to orchestrate Nate's employment with Diana as part of sinister grand plan for Nate, while Max, sent away by Diana on a ruse, accidentally discovers Ivy's double life of impersonating Serena's cousin Charlie. Title reference: The 1946 film The Big Sleep and the 2011 theatrical production Sleep No More.