Dan makes elaborate plans to impress Serena on their first official date. On the same night, Jenny is invited to the infamous Blair Waldorf sleepover and finds herself in a high-stakes game of Truth or Dare. Meanwhile, when Lily discovers that Eric (recurring guest star CONNOR PAOLO) is missing from his treatment center, she seeks help from her ex-boyfriend, Rufus.
Blair is thrilled when her mother chooses her to be the new face of her clothing line. However, Blair's happiness soon turns to feelings of betrayal and jealousy when Serena moves into the...
Devastated by the state of her relationship with Nate and still dealing with the guilt from a recent indiscretion, Blair puts on a happy face for her 17th birthday party and attempts to hide the...
Dan is torn between two girls when his childhood friend, Vanessa (recurring guest star JESSICA SZOHR), returns home and declares her feelings for him, just as he and Serena are trying to figure out...
After surviving their relationship's on-again/off-again genesis, Serena and Dan finally acknowledge that they are crazy about each other, despite their polar-opposite worlds that constantly...