15. 'Celebrity' (1998)
Woody Allen's homage to Fellini's La Dolce Vita, in which Kenneth Branagh does his best Woody Allen impersonation as a hotshot magazine journalist whose insecurities get the best of him. Once you look beyond Branagh's too-nebbish-by-half performance, the film is actually a pretty funny, semi-cutting portrait of modern celebrity culture. But even its detractors agree that DiCaprio is the best thing in the film, playing an entitled, bratty movie star who invites the writer-hero to witness, and participate in, his debauched shenanigans.You may draw your own conclusions, folks.