Besides the aforementioned Annie Hall, none of Allen’s films tackle this idea better than the 1979 black-and-white affair Manhattan.
With films like Annie Hall and Hannah and Her Sisters, Allen is a master at deconstructing doomed relationships even when the participating parties have no idea of the fate that awaits them.
A lot of things can be said about Woody Allen’s personal life, but nothing can take away from the fact that the writer-director gave the world some of the best breakup movies of all time.