Woody Allen's seminal 1977 romantic comedy "Annie Hall" is not only laugh-out-loud funny (with some of the most quotable dialogue ever written for the screen...this is the "Casablanca" of comedies, folks) but also sweet and charming (due in large part because of Diane Keaton's smashing performance as the title character, the flighty singer from Wisconsin with a quirky fashion sense and "neat" outlook on life) without ever turning trite or sappy like so many romantic comedies tend to do. Allen wisely deconstructed the genre with his non-linear story-line (something that was later done to even greater effect with a more recent and profound look at relationships, "Eternal Sunshine of the Spotless Mind") and charming little theatrical tricks like talking to the audience or pulling extras into the scene for their opinions on what's been going on. It keeps the viewer off guard and allows for a free flow of comedic and philosophical ideas that might otherwise not have found their way into a more traditional film.
In his latter years, Allen's best work has been when he is not part of the cast (my personal favorites being "Bulletts over Broadway," "Sweet and Lowdown," and the recent "Match Point"). "Annie Hall" was made in his heyday when he could still pull off playing a neurotic New York Jewish comedienne with charm and panache. There's something innocent and benign about his obsessions here, as this was long before the Woody/Soon-Yi fiasco and the days of grossly miscasting himself against younger female co-stars. Yes, Mr. Allen has been artsier (witness "Manhattan") and more satirical (witness "Zelig") but here, with Diane Keaton as his muse, he was never more charming or funnier.