Just Jared's Favorite 90s Teen Movies!

10 Things I Hate About You

Year: 1999

Cast: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik

Synopsis: A new kid has a crush on a girl. However, the girl is unable to date unless her older sister, who happens to be the meanest girl in school, dates someone first. He hatches a plan by setting up the ill-tempered sister with another school outcast in this sweet romantic comedy.