Insignificance (1985) - Although it stars the forgettable Theresa Wright and is definitely not for everybody, I loved this wildly offbeat offering that examines the tantalizing possibilities were Marilyn Monroe, Joe DiMaggio, Joe McCarthy and (!) Albert Einstein to meet.
Here Comes Mr. Jordan (1941) - This is the film that Warren Beatty's “Heaven Can Wait” remade, but it is vastly superior to the modern version, especially considering Beatty's annoyingly stammering performance. Robert Montgomery plays a prizefighter who dies before his time and is sent back to earth in a different body. Don't miss it.
Intermezzo (1939) - An old-fashioned, Madame X-type tearjerker concerning a pianist (Ingrid Bergman) and her love for the virtuoso violinist she accompanies on tour (Leslie Howard). Not a very good movie, but there are some full-faucet moments that make “Terms of Endearment” look almost rational (emphasis on the almost) and some wonderful music.
Smoke (1995) - A beautiful, almost hypnotic slice-of-life movie centered on a Brooklyn tobacco shop run by neighborhood philosopher and raconteur Auggie Wren (Harvey Keitel). There's no plot to speak of, and the individual stories don't even intertwine very much, but Keitel's performances is understatedly stellar and it's one of the best examples of the virtues of taking your time. The only thing that would make this movie better is if it were eight hours long.