Manhattan (1979)

Successful TV writer Isaac Davis (Allen) yearns to be a serious writer. He struggles through a series of ill-fated romances, including one with high school senior Tracy (Hemingway) and another with Mary (Keaton), who's also having an on-again, off-again affair with Yale (Murphy), Isaac's best friend. Streep does very well with her role of Jill, Isaac's ex-wife who's come out as a lesbian and written a withering (and successful) account of their marriage. Scathingly serious and comic view of modern relationships in urban America and of the modern intellectual neuroses. Shot in black-and-white to capture the mood of Manhattan and mated with an excellent Gershwin soundtrack.