Winona Ryder, Ethan Hawke and Ben Stiller star this wildly romantic comedy that looks at life, love and the pursuit of gainful employment through the eyes of a generation sandwiched somewhere between The Brady Bunch and Melrose Place! As her college valedictorian, Lelaina Pierce (Ryder) should be destined for greatness. In reality she is a lonely production assistant for an obnoxious TV morning show host (John Mahoney). In her free time, Lelaina is making a biting, often outrageous video documentary about her peers: promiscuous, 70s-crazed roommate Vickie (Janeane Garofalo), sexually repressed Sammy (Steve Zahn) and best friend Tray (Hawke), a brilliant but unmotivated rebel. Meanwhile, Lelaina meets Michael (Stiller), an ambitious video executive who wants to showcase her documentary on In Your Face TV. Suddenly, she finds herself at the centre of a very odd love triangle with dependable, fast-track Michael on the one side and a sexy, brooding Tray on the other.