98. Dustin Hoffman, Tootsie (Director: Sydney Pollack, 1982)
This should not have worked. Dustin Hoffman as an out-of-work actor who cross-dresses to get a job on a daytime soap opera. It even sounds ridiculous typing that out. But in the tradition of Tony Curtis and Jack Lemmon in Billy Wilder’s 1959 comedy Some Like It Hot, it totally works.
Hoffman is known for his dramatic chops (see his Oscar wins for Kramer vs Kramer and Rain Man), but more than anything, it’s Hoffman as the comedian that really doesn’t get a lot of love. He manages to steal the show in most of his comedic films; you can tell he’s having a ball not only here, but also in Hook and in Meet the Fockers, two movies that are, by no means, great. Hoffman might never top this performance, but at the very least it was a wonderful to witness Dorothy Michaels in all her glory.
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