13. 'Romeo + Juliet' (1996)
To a generation that came of age with this Shakespeare adaptation, DiCaprio and Clare Danes were the last word in star-crossed pairings, playing the Bard's doomed couple in Baz Luhrmann's histrionic, gang-war-filled modern take on the classic play. The Aussie filmmaker's over-the-top treatment of the material is often laughable — but the chemistry between the leads is undeniably amazing, and Danes gave one of her best early performances in this. DiCaprio, for his part, sounds great and looks even better; his success here helped lay the groundwork for his epochal turn in Titanic a few years later.