As the summer draws to a close in the Hamptons, Serena and Nate have everyone fooled into thinking they are a couple to cover up the fact that Nate has been hooking up with an older, married woman named Catherine (guest star Madchen Amick). Blair returns from abroad with a hot guy on her arm [...]
Blair is over the moon that she is dating royalty and has every intention of becoming a royal herself, but a scheming Chuck has other plans for Blair and her new love. Meanwhile, Nate learns thedownside to having an affair with Catherine when he keeps getting caught in his lies and learns [...]
In a humorous twist, Blair questions the lack of passion in her relationship with Marcus, while at the same time Chuck appears to have lost his “passion” for any woman other than Blair. Meanwhile, Nate struggles between his feelings for Vanessa and his more-complicated-by-the-day relationship with Catherine. Jenny risks losing her internship [...]
Blair and her minions decide to befriend the new girl Amanda (guest star Laura-Leigh) in order to sabotage her. Vanessa discovers a scandalous secret about Catherine and enlists Blair’s scheming expertise to use the information to help Nate. Meanwhile, Lily finds herself drawn back to her ex, Rufus, once again.
In the midst of Fashion Week, a furious Blair learns that her mother, Eleanor, at the suggestion of her protege Jenny, has given Serena and her new socialite friend, Poppy Lifton (guest star Tamara Feldman), front row seats to the Eleanor Waldorf show . Hurt once again by Serena’s popularity and her mother’s betrayal, Blair [...]
After Blair and Serena get into a catfight, Serena decides to get even with Blair, who has always dreamed of attending Yale, by ditching her plans to visit Brown, and instead accepting the Dean of Yale’s personal invitation to visit the school. After discovering that none of his recommendation letters for Yale were ever [...]
Vanessa uses the scandalous picture of Catherine and Marcus to blackmail Blair into being a nicer person, so Blair seeks revenge by enticing Chuck to seduce Vanessa. Lily and Bart throw an extravagant housewarming party and expect their children to make them proud in front of the attending press, but a rebellious Serena [...]
Jenny befriends a young model, Agnes (guest star Willa Holland), who encourages Jenny to not only explore her wild side, but also confront her boss, Eleanor Waldorf, who is attempting to “borrow” Jenny’s designs. Serena meets an artist, Aaron Rose (guest star John Patrick Amedori), and realizes they have an instant chemistry. Blair attempts [...]
Serena invites Aaron to be her guest at a charity gala honoring Lily and Bart, but after discovering a secret that Aaron has been keeping from her she begins to question whether Aaron is the guy she thought he was. Hoping it will help her chances of getting into Yale, Blair naively agrees to babysit [...]
Blair does not approve of the new man, Cyrus Rose (guest star Wallace Shawn), in her mother’s life, so she makes it her mission to break up the lovebirds by any means necessary. Jenny moves in with Agnes as the friends move forward with their plans for a fashion line. Serena continues to [...]
