Blair takes matters into her own hands to help Serena with the manipulative and evil Georgina Sparks. 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 they try to work things but it might be too late?
An unexpected guest shows up at Lily and Bart’s wedding. Georgina goes somewhere where she can do no harm. Blair plans to go somewhere with Chuck.
Serena slips back into her old habits because she is ashamed of her secret. She eventually reveals it and her friends Blair, Nate and Chuck have to put their differences aside, in order to help her. Unfortunately, Serena is too ashamed to share the truth with Dan, therefore he assumes the worse about his girlfriend.
Meanwhile, Rufus is excited when his band is invited to perform at a Rolling Stone-sponsored concert, but Lily is the last person on earth he expects to see at the performance, especially since her wedding rehearsal dinner is the same night
Georgina informs Serena that she can reveal a deep dark secret from Serena’s past, but no one is prepared for what Georgina does next. Blair and Jenny’s power struggle continues when each of them start spreading scandalous rumors about each other on Gossip Girl. Dan sees Jenny’s new beau, Asher, cheating on her, but Jenny doesn’t believe him. Rufus goes to Lily for advice on how to handle Jenny’s new behavior. Serena tries to confront Georgina, but she leaves before Serena has a chance. After this Serena says that she and Georgina are not friends.
Serena’s world descends into chaos when a former friend, the evil Georgina Sparks returns to town. Dan sees Serena preoccupied and he assumes that it has something to do with Chuck, her soon to be step-brother. Nate connects with the last person he expected, Vanessa.
Hazel and Penelope try to recruit Nelly Yuki to be part of their club but it is not easy. Blair supervises the whole operation and hatches a plan to sabotage her biggest rival, Nelly Yuki. When Nelly breaks down after being reminded of her recent break-up with her boyfriend, the ladies find their way in and Nelly comes to the Waldorf penthouse. Then Blair invites the ex-boyfriend over.
Meanwhile Serena goes out with Georgina, but things get so bad that Serena thinks someone spiked her non alcoholic drink. Jenny develops a crush on a dog-walker, Asher Hornsby, who might be her ticket to permanent popularity.
Having been recently dethroned as Queen Bee, Blair returns to school with the support of her BFF, Serena to find she is still on the outs with her old friends. Dan visits his mother over Spring Break, and when he returns Jenny is on the verge of becoming a full-fledged member of the A-List crowd. Jenny must go to dangerous and even illegal lengths to fit in. Serena struggles to adjust to living with Chuck, and receives disturbing packages from an unknown sender.