Hilary Duff in Gossip Girls

Basically, the show Gossip Girl follows a cast of wealthy young adults living in New York's Upper East Side. Their lives are told through the eyes of (you guessed it,) Gossip Girl, who maintains a blog (gossipgirl.net) about the lives of the main characters: Blair, Serena, Jenny, Vaneessa, Dan, Nate. The whole series revolves around the crazy and privileged life of these young adults and what comes along with it, including relationships.