Richard Simmon. Horror movies might never be the same.
Hermione Granger?
Good answer, but once again the contest grinds to a halt for lack of a second name. You have to suggest a new character, folks. Sigh. Okay, I’ll take up the slack:
Annie Oakley from Annie Get Your Gun
Hermione Granger?
Shirley Temple.
Austin Powers?
Eddie Deezen as Austin Powers
Freddy Krueger
Desi Arnaz
Mrs. Danvers from Rebecca?
Actually, i change my vote, have the “actor” that played Torgo from “Manos; Hands of Fate” play Austin Powers…
the… Mas…TEr waNTs… tO …kNOw iF i… maKe… yOu …hOR…nY or RAN…dY?
gets up off floor with both sides in searing pain
I think you win! 
What am I, invisible? 
Here’s mine again:
Joe/Josephine and Jerry/Daphne from Some Like it Hot.
Pauly Shore and Arnold Schwartzenegger
The Terminator.
Oh! I’ll answer my own: Danny DeVito
Jake from Chinatown.
Adam Sandler.
Overlooked from above: Annie Oakley in Annie Get Your Gun
Capucine.
Overlooked from above: Mrs. Danvers in Rebecca.
Brilliant! I’ll assume that Ah-nuld will be Jerry/Daphne (“I’m a girl!”) and Pauly will be Joe/Josephine/Junior (“You’re a boy!”)
But who should play Sugar Kane?
Lisa Kudrow.
Paul Newman and Robert Redford in Butch Cassidy and the Sundance Kid
Actually I just thought of a sureally awful answer to this…
Chris Kattan and Rob Schneider
James Bond
Jerry Lewis
M’hey, nice LADY!, the name’s Bond, James Bond, GLAVIN!
or; Kane Hodder in his Jason Voorhees setup
oops, forgot to post the next one, sorry, how about…
Dirty Harry
For the only unanswered one I see, Sugar Kane from Some Like It Hot: Patricia Arquette.
Sam Spade, in The Maltese Falcon
Dirty Harry: Gene Kelly.
Sam Spade
Don Knotts
Wolfgang Amadeus Mozart in Amadeus