North By Northwest was directed by Alfred Hitchcock. I think this might be my second favorite movie (all-time fave being Rear Window). The movie stars Cary Grant and Eva Marie Saint. Grant plays an advertising man who is mistaken for an FBI agent. After getting caught up in the plot and falling for the girl, he ends up getting more than he paid for.
Some Like It Hot features Marilyn Monroe and Jack Lemmon. After becoming involved in a gangster scene, Lemmon and friend Tony Curtis join an all-girl jazz band heading to Florida. Dressed in drag and playing their hearts, Curtis falls for Monroe while he impersonates a million air. The lies build and the gangsters show up, all for a fun ending. Laughs ensue throughout, characteristic of a Lemmon film.
Interestingly enough, both films were released in 1959.