Tension between Blair and Serena isn't lost on anyone in crowd, since they all live for gossip and scandal-along with fashion, shopping and partying in Manhattan's trendiest hotspots. This is world one has to be born into, full of wealth, power and people like Chuck. Friend of Nate's since childhood, Chuck leads reckless life and constantly pushes Nate to explore his dark side. Dan and Jenny are attending school at insistence of their father, Rufus, who is determined to give his kids a first-class education. Rufus has history with Serena's mother, Lily, socialite who hides her past as dancer and rock groupie. When chance brings Dan to Serena's attention, he finds himself dating the girl of his dreams. The more Dan discovers about real Serena, the more he's challenged to make sense of her world. Jenny is youngest of group and wants desperately to be accepted. Price she'll have to pay for popularity will take toll, but at moment, Jenny is just thrilled to have entry into this glamorous setting.