5. Singin’ in the Rain (1952)

A silent film star falls for a chorus girl just as he and his delusionally jealous screen partner are trying to make the difficult transition to talking pictures in 1920s Hollywood. I firmly believe that this film has stood the test of time and remains on this list because it is a near perfect look and commentary on what happened during the transition from silent … Continue reading 5. Singin’ in the Rain (1952)

11. City Lights (1931)

With the aid of a wealthy erratic tippler, a dewy-eyed tramp who has fallen in love with a sightless flower girl accumulates money to be able to help her medically. Okay. I’m going to be completely honest: I have not been able to figure out why this particular Charlie Chaplin film is this high on the list. The reason can’t merely be that Chaplin decided … Continue reading 11. City Lights (1931)