10 Things I Hate About You (1999)

Blanca and Kat are two very different sisters: Blanca, the youngest, is one of the most popular in their school, while Kat hates that quality and is more surly. Since Kat is not interested in having a partner, Blanca is not allowed to have a boyfriend. Until the prom comes around and things start to change. The chemistry between Julia Stiles and Heath Ledger makes this a memorable teen comedy.