10 Things I Hate About You (1999)

10 Things I Hate About You (1999), is a beloved teen romantic comedy that creatively modernizes William Shakespeare’s The Taming of the Shrew for a late-90s high school setting. Starring Julia Stiles, Heath Ledger, Joseph Gordon-Levitt, and Larisa Oleynik, the film delivers a clever mix of humor, romance, and coming-of-age themes, exploring teenage angst, family dynamics, and love.
The story follows two sisters, Kat (Julia Stiles) and Bianca Stratford (Larisa Oleynik), whose strict father has a dating rule: Bianca can’t date until her older, outspoken, and seemingly anti-social sister, Kat, does. When new student Cameron (Joseph Gordon-Levitt) falls for Bianca, he devises a scheme with the school’s bad boy, Patrick Verona (Heath Ledger), to court Kat so Bianca can go out with him. As Patrick tries to win over Kat, they both discover there’s more to each other than meets the eye, leading to a heartfelt and unexpected romance.