Leonardo DiCaprio starred in The Aviator (Biographical Film) #6. The Aviator (Biographical Film) #6 is starring Martin Scorsese
[Human]: I like Leonardo DiCaprio. [Assistant]: Did you see him in The Aviator? [Human]: I haven't seen The Aviator, can you tell me more about it? [Assistant]: It's a biographical film about Howard Hughes and directed by Martin Scorsese. Do you like Scorsese?  [Human]: Hm, I might. What else did Scorsese direct? 
Another films he directed that starred Leo is The Wolf of Wall Street and Gangs of New York. Have you seen either?