Original Air Date: 19 May 2008
Blair takes matters into her own hands to help Serena deal with the manipulative and evil Georgina Sparks who threatens to expose Serena’s secret. Lily, while keeping Rufus in her mind, prepares for her wedding with Bart Bass that is designed to be the Upper East Side’s social event of the year. Serena finally tells Dan the whole truth about her past and about Georgnia and they try to work things out. But Dan is guilt-ridden after having cheated on Serena with Georgina and wonders if it is already too late. An unexpected guest shows up at Lily and Bart’s wedding. Also Blair manipulates matters so that Georgina goes “somewhere where she can do no harm”. As the end of the school year approaches, Blair plans to go somewhere with Chuck.

Original Air Date: 12 May 2008
Serena reveals to Blair true reason why she left Manhattan: to avoid being implicated in an accidental drug overdose of a school friend in which Georgina was also present. Serena goes back into her old habits of drinking and drugs. Blair, Nate, and Chuck are forced to team up to try to help Serena. Unfortunately, Serena is too ashamed to share the truth with Dan about her mistake, therefore he assumes the worse about his girlfriend. Blair also discovers from Vanessa that Georgina, under her alias ‘Sara’, is still hounding them pretending to be their friends. Meanwhile, Rufus is excited when his band is invited to perform at a Rolling Stones sponsored concert. But Lily is the last person on Earth he expects to see at the performance, especially since her wedding rehearsal dinner is on the same night.

Original Air Date: 5 May 2008
Georgina tells Serena that she can reveal a deep dark secret from Serena’s past, but no one is prepared for what Georgina does next. Meanwhile, Blair and Jenny’s power struggle continues when each of them start spreading false and scandalous rumors about each other on Gossip Girl’s blog. Dan sees Jenny’s new beau Asher cheating on her and tells her, but Jenny refuses to believe Dan. Rufus goes to Lily for advice on how to handle Jenny’s new rebellious behavior. Serena tries to confront Georgina, but she skips town before Serena has a chance. After this, Serena tells Lily and everyone she and Georgina are not friends after discovering that Georgina has been lying to everyone, claiming that she and Serena are still friends.