This is a much more difficult task than the music was, especially if trying to stick to the old and/or obscure... still fun, though.
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Being There: Jerzy Kosinski presages the GW Bush presidency 21 years early, with Peter Sellers as the illiterate twit.

Destry Rides Again: Jimmy Stewart and Marlene Dietrich in the essential "bad guy's comin' to town" Western.

Mr. Smith goes to Washington: Stewart again, in Frank Capra's best use of him.

[in fact (see also Tom's post, and Frank's) anything with Jimmy Stewart]

Roman Holiday and Sabrina: Audrey Hepburn ~sigh~ my first movie star crush.

Fail Safe: Definitive Cold War doomsday

[yeah, yeah, OK... anything with Henry Fonda, including...]

On Golden Pond: When I'm really really old, I want a marriage like that -- and while we're on the subject...

Anything with Kate Hepburn and Spencer Tracy

What Dreams May Come: The most intense (and most visually enthralling) "love conquers all" movie ever made.

Big fan of Zulu (thanks, alcaray!) but I'll nominate Sleuth as another favorite from among Caine's career.

Guilty pleasures: The Last Starfighter, Independence Day, Soylent Green, Them, The Wizard of Oz, Captain Blood (yup! Errol Flynn, 1935), and all adaptations of A Christmas Carol including the Muppets, excepting the Patrick Stewart one.