20 romantic movies and TV shows that'll help you build up to Valentine's Day

Modified Jan 23, 2025 06:54 ET

Silver Linings Playbook (2012) | Image Source: The Weinstein Company

8. 10 Things I Hate About You (1999)

10 Things I Hate About You (1999) | Image Source: Buena Vista Pictures

A modern version of Shakespeare's The Taming of the Shrew, the movie brought together Heath Ledger and Julia Stiles in one of the most iconic teen romances of the 1990s. Ledger singing "Can't Take My Eyes Off You" remains a moment to remember, while his mischievous charm won him an instant star status. Interesting fact? The paintball scene was totally ad-libbed between the leads; one could already sense the good chemistry between the two leads. This is a high-school rom-com brimmed with nostalgia and a perfect mix of wit, humor, and romance.