Playing the archetypal lovestruck teen confirmed Leo's stardom (and sowed the seeds of Leo-mania).
Baz Luhrmann's flamboyant and energetic update of Shakespeare's best-known play still feels fresh and vital 14 years on. DiCaprio and Danes are the movie's beating heart, managing to convey the overwhelming adolescent emotions with conviction and credibility (Twilight take note). After the flashy, vibrant first half, you'll be sucker-punched by the finale.
Does he die? Well, it is one of Shakespeare's greatest tragedies: the prologue spells out the events to come pretty clearly.