Hoping to impress the elitist theater kids at NYU, Blair sets her sights on landing a private concert with the hottest musical performer of the year, Lady Gaga. Dan and Olivia (Hilary Duff) sign up to write and star in a school play, based on an idea by Blair and directed by Vanessa. With Blair out of the picture, Serena turns to Nate to help her get through a difficult situation. As a favor to Chuck, Jenny agrees to hang out with Damien (guest star Kevin Zegers), the son of an ambassador who is staying at Chuck’s hotel, but the experience proves to be a lot more intriguing than she expected.
Title comes from the 1998 movie "The Last Days of Disco" mixed with the Lady GaGa song lyrics from LoveGame.
Jenny is desperate to shed her Brooklyn past as she feels obligated to fulfill her role in becoming queen of the Upper East side—regardless of compromising friendships and morals. Eric and Jonathan end their relationship due to Eric's change in character. Dan and Vanessa attempt to accomplish a list of college experiences (including a threesome) in hopes that Olivia (Hilary Duff) doesn't leave NYU for a new movie. Olivia receives a text that the movie has been canceled as the three lay in bed together. Blair and Serena's friendship is repaired as Serena confesses she had sought out her estranged father, and failed doing so. Serena and Tripp may become more than just friends.[28]
Title comes from the 1969 movie "They Shoot Horses, Don't They?"
Olivia (Hilary Duff) says something she regrets during her appearance on Jimmy Fallon’s (Fallon playing himself) talkshow and tries to keep Dan from finding out. With election day around the corner, Nate and Vanessa suspects that William will stop at nothing to get Tripp (guest star Aaron Tveit) elected to congress. In the midst of another feud with Serena, Blair befriends who she believes to be the new “it� girl and takes her to Tripp's election party, hoping to make Serena jealous. Vanessa becomes upset with Nate because of his schemes during the election.
Title comes from the 1974 movie "The Godfather: Part II"
It's Halloween on The Upper East Side and in need of publicity for his new hotel, Chuck decides to move up his club’s opening and enlists Serena’s help to get the word out to her celebrity clients. Feeling left out of the planning, Blair attempts to win Chuck’s approval by secretly helping him with a problem concerning opening night. Dan is unnerved when he finally watches one of Olivia’s (Hilary Duff) infamous sex scenes with co-star and real-life boyfriend at the time, Patrick Robinson (guest star Simon Miller). Jenny is forced to choose between her relationship with Eric and her new role as Queen Bee. Meanwhile Rufus gets Lily into the Halloween spirit, but Lily has some plans of her own.
Title comes from the 1967 movie "How to Succeed in Business Without Really Trying"
Vanessa, hoping to finally win her mother Gabriela’s (guest star Gina Torres) approval, desperately vies with Blair for the honor of delivering the freshman toast at NYU, but at what price? Dan invites Olivia (Hilary Duff) to meet Rufus and Lily, which leads to all sorts of problems for the new couple. Serena and Nate team up to help Carter Baizen.
As the summer is drawing to a close, Blair and Chuck are madly in love and adjusting to their new “in a relationship� status, breaking all the traditional rules of dating as would be expected. Chuck and Blair play a game where Chuck pretends to be interested in other girls to have Blair humiliate them, showing that she's Chuck's girlfriend. Serena returns from her European adventure back to her old partying ways and has a complicated relationship with Carter Baizen (guest star Sebastian Stan). Nate returns from his travels with a mysterious brunette, Bree Buckley (guest star Joanna Garcia) in tow. Rufus, Dan and Jenny spent the summer in the Hamptons, adjusting to the van der Woodsens' glamorous lifestyle surprisingly faster than any of them expected.
Title comes from the 1990 movie "Reversal of Fortune"
