I’m not sure when I first saw this film, but I think it was probably on television some time in the 90s. I didn’t do a good rewatch of the film until my first semester of film grad school. One of my instructors used it a lot in his teaching screenplay form (it really is a great model), so on the last day we watched the entire film. Having just rewatched it again, I can’t help but think it really is a perfect film. It’s not the most realistic film (far from it); but it is storytelling at its finest. Tootsie was nominated for ten Academy Awards, winning one: Best Film Editing, Best Cinematography, Best Sound, Best Original Song, Best Original Screenplay, Best Supporting Actress Teri Garr, Best Supporting Actress Jessica Lange (won), Best Actor Dustin Hoffman, Best Director and Best Picture. The other film nominated for Best Picture that year were: E.T. The Extra-Terrestrial, Missing, The Verdict and winner Gandhi.
Joe Gideon: No, nothing I ever do is good enough. Not beautiful enough, it’s not funny enough, it’s not deep enough, it’s not anything enough. Now, when I see a rose, that’s perfect. I mean, that’s perfect. I want to look up to God and say, “How the hell did you do that? And why the hell can’t I do that?”
Angelique: Now that’s probably one of your better con lines.
Joe Gideon: Yeah, it is. But that doesn’t mean I don’t mean it.
Julie: I miss Dorothy.
Michael Dorsey: You don’t have to. She’s right here. And she misses you. [beat] Look, you don’t know me from Adam. But I was a better man with you, as a woman than I ever was with a woman, as a man. You know what I mean? I just gotta learn to do it without the dress. [beat] I mean, at this point in our relationship, there might be an advantage to my wearing pants. [beat] The hard part’s over, you know? We were already. . .good friends.