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.