h2g2 The Hitchhiker's Guide to the Galaxy: Earth Edition

James Bond: Skyfall

Starring:
Gollum as James Bond
Miss Piggy as M
Lord Voldemort as Mallory
Homer Simpson as Raoul Silva

I'd watch that.

I would, too.

Strangely enough, I think of Katherine Ross in that other time travel flick, "Donnie Darko." Cellar door.

The Arnie thing has me thinking.

Twins with Jack Palance and Mickey Rooney

(not sure I wouldn't prefer Victor Mature in both this and the Terminator remake mind - had the body and was probably about on par with Arnie as an actor - if (far) less charisma)

Mind you, if wanting to watch it is a criterion then - yeah Jack Palance. Definitely not Victor Mature

George Reeves [Superman] and Herve Villechaiz [Fantasy island]?

Pulp Fiction:

Pumpkin/Ringo ("Everybody be cool this is a robbery!"): Michael Caine.
Honeybunny/Yolanda ("Any of you ****ing *****s move and I'll execute every mother****ing last one of you"): Jane Fonda.
Jules Winfield ("Ezekiel 25:17"): Jim Kelly
Vincent Vega ("Royale with cheese"): Dean Martin
Mia Wallace ("I do believe Marsellus Wallace, my husband, your boss, told you to take ME out and do WHATEVER I WANTED. Now I wanna dance, I wanna win. I want that trophy, so dance good."): Marilyn Monroe (too obvious?)
Marsellus Wallace ("I'ma get mediaeval on yo ass"): Sidney Poitier
Butch Coolidge ("Zed's dead baby. Zed's dead."): Marlon Brando
Winston Wolf ("I solve problems."): Jimmy Cagney
Captain Koons ("And now, little man, I give the watch to you."): Jack Palance (him again).

"Wizard of Oz" with Shirley Temple as Dorothy, an Groucho Marx as the Wizard. [No, I'm not serious, though that casting was what the studio originally wanted. ]