Born Yesterday (1950)
I saw the gin rummy scene from Born Yesterday years before I ever got a chance to see the whole movie, so it surprised me how very much not a knee-slapper it is -- how sad and loud and lonely parts of it are. That gin scene, for instance, is really intimate and touching (and of course, hilarious), revealing how vulnerable the loudmouth Harry is and how he and Billie could probably have been happy maybe. Plus the William Holden character is kind of a smug jerk.
Judy Holliday is absolutely wonderful in this movie and she *did* win the Best Actress Oscar for 1950. The common wisdom around the Academy Awards that year was that the vote between Bette Davis for All About Eve and Gloria Swanson for Sunset Boulevard was split, resulting in Judy Holliday winning the award for this picture. Bunk. She won it because she was amazing, because she was a gifted actress with great comic timing and she deserved it.
Sadly, her career ended too soon. Judy Holliday died of breast cancer in 1965 at the age of 43. On a lighter note, here's Steve Hayes' tribute to the movie: