SOME LIKE IT HOT (1959)

I had, um, some issues with this comedy about cross-dressing and/or dudes that want to sleep with Marilyn Monroe.

NORTH BY NORTHWEST (1959)

Alfred Hitchcock and Cary Grant invented the James Bond movie three years before it was a thing.

SINGIN’ IN THE RAIN (1952)

This all-timer of a movie musical is completely bonkers, but still impresses through sheer strength of will (and dancing)

ON THE WATERFRONT (1954)

On the Waterfront is known for Marlon Brando’s revolutionary performance, but does it still work out of its very specific context?