Tootsie by Sydney Pollack, 1982 (R)

with Dustin Hoffman (Barney's Version, Kramer Vs. Kramer), Jessica Lange (The Vow), Teri Garr, Dabney Coleman, Charles Durning, Bill Murray (Ghostbusters, Monsters University, The Monuments Men), Sydney Pollack (Michael Clayton), George Gaynes, Geena Davis
From the director of Out of Africa

Few actors go as far to bag a part as Michael Dorsey (Dustin Hoffman), who transforms himself into a woman to prove he can get hired on a soap opera. But Michael has an enviable problem when his alter ego, Dorothy, becomes daytime television's hottest ticket. His pretty co-star (Jessica Lange) has no idea that her dear friend Dorothy is a man -- and neither does the actress's father (Charles Durning), who falls for Dorothy hook, line and sinker.

Perhaps in 1982, this was the only movie available on that topic, which therefor made it quite interesting. 32 years later, the movie is still funny, with a retro touch to it that is irresistible: no cell phone, cameras who look like star wars robots, fashion that looks like... errrr, what I see the hipster wearing in Williamsburg for the past summer... Yeah, that part somehow is still there. Anyway, it is original, in it own kind of reversed feminism, Dustin Hoffman is as believable in his Dorothy skin and his unemployed male version. Jessica Lange is adorable, although it is weird to see it back to back in Grey Gardens or grabbing Emmys for American Horror Story. Time flies...

watch trailer: