Singin’ in the Rain (1952) G This classic musical comedy is pure entertainment. Set in the 1920s, Singin’ in the Rain shows the awkward transition from silent films to talkies. Everything works in this film – the skits, the songs, and the stars. The greatest movie musical of all time (according to the American Film Institute) stars Gene Kelly, Donald O’Connor, Debbie Reynolds, and Jean Hagen. Read Roger Ebert’s take on the film. Check out TCM to watch movie clips and featurettes.