This paper explains that the American Film Institute chose the film "Tootsie" as one of it's one hundred best movies of the
20th Century, not only because of the impeccable comic timing of the ensemble crew, but also because of the ironic content of the story. The author points out that the real irony in this movie comes from the fact that Michael (actor Dustin Hoffman's character), who must dress and act as a woman to get an acting job, at the beginning truly of the film believes himself to be a feminist and a man who understands women. The paper relates that the use of
cross-dressing as a way to bring characters together and to change a character from that of mildly
misogynistic to a more understanding of the feminine condition as seen in "Tootsie" also was used in Billy Wilder's "Some Like it Hot".