10 Things I Hate About You (1999) is a teen romantic comedy directed by Gil Junger and starring Julia Stiles, Heath Ledger and Joseph Gordon-Levitt. Loosely based on Shakespeare’s The Taming of the Shrew, the film follows a high school student who tries to win over the younger sister of a classmate by finding someone to date her strong-willed older sister first. Set in a modern-day high school, the film became a beloved staple of 1990s teen cinema.