66. Tootsie (1982)

Dustin Hoffman plays Michael Dorsey, a brilliant actor who is impossible to work with. Sounds a lot like Dustin Hoffman! When his agent bets him that he can't land a job, Michael Dorsey becomes Dorothy Michaels, a Southern belle who's sassy attitude lands her a role on a popular daytime soap opera. Hilarity ensues!

The cast is a wealth of talent. Hoffman is superb and even though the transformation is more Dame Edna than RuPaul, it is actually convincing and you start to believe in Dorothy and like her a lot more than Michael. Jessica Lange has a nice touch as the weird love interest. Dorothy's best friend who Michael is falling in love with. The weird lesbian connotation is awkward, but wonderfully farcical.
Bill Murray plays Michael's roommate and is quite a highlight. More so than Terri Garr who was Oscar nominated for her role as Michael's emotional girlfriend. Dabney Coleman, Charles Durning, George Gaynes and even Geena Davis pop up to round out a sterling casting.

This really is an excellent comedy. It heralds back to farce and 50s screwball comedies, but director Sidney Pollack(who also plays the agent) keeps it up-to-date. It is superbly written and a definite must-see.

"That is one nutty hospital!"

How Bill Murray was overlooked for a supporting Oscar nod is a massive Academy gaffe.