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 what they mean to each other. At her infamous masked ball, Blair sends Nate on a scavenger hunt, but he is still distracted by his feelings for Serena. Although Blair makes it perfectly clear that outsiders are not welcome, a disguised Jenny and Dan sneak into the ball. Meanwhile, Lily asks Rufus to accompany her to an event hosted by Blair's mother in order to make Chuck's father, who brought a model ("America's Next Top Model" winner CARIDEE ENGLISH) as his date, jealous.
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...
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...
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...