Tombe les filles et tais-toi!

My first and foremost thought about this movie is that you MUST see "Casablanca" (1942) first, for two reasons:

First, "Play it Again, Sam" contains not only archival footage from the 1942 classic, but numerous dialogic and other references which would be lost on someone who hasn't seen "Casablanca."

Second, and more important, is that the surprise ending of "Casablanca" is revealed in the *very first scene* of "Play it again, Sam."

Beyond that, "Play it again, Sam" is probably second only to "Annie Hall" among the Woody Allen / Diane Keaton films. Woody fans will enjoy the neurotic, psychosexual ramblings of the central character, which are typical of his movies, as well as the numerous elements of physical comedy, which are not as common in Woody Allen films. And watch for the scene in the art gallery -- it's a classic!