#13: 10 Things I Hate About You (1999)
Modern twists on literary adaptations were all the rage in the 1990s, and this teen romantic comedy became one of the most successful. This film launched the careers of both Health Ledger and Julia Stiles and catapulted Heath to heartthrob status after his scene where he serenades Julia Stiles with a rendition of “Can’t Take My Eyes Off You” belted into the soccer field’s PA system.
