Gossip Girl - Gossip Girl follows the lives of privileged teenagers on the upper east side. Serena Van Der Woodsen is a blonde and beautiful socialite, Everyone knows Serena. Blair Waldorf is Serena's best friend but it's always about Serena not Blair. Nate Archibald is Blair's boyfriend but ever since Serena came back from boarding school Nate has been acting strange? Chuck Bass a rich and arrogant person. Daniel Humphrey a loney boy from Brooklyn, NY who nobody knows. Follow the lives of this guilty pleasure show.