A fine place to start is by viewing: Some Like it Hot (1959). An extremely funny film; one of the best ever made. Great script and cast. It stars Jack Lemmon, Marilyn Monroe and Tony Curtis.
Watch this and then see these other four films.
Monkey Business (1952) A witty comedy starring Cary Grant, Ginger Rogers and Marilyn Monroe.
Avanti (1972) A romantic comedy set in Italy with Jack Lemmon and Juliet Mills in the lead roles.
The Apartment (1960) A comedy with Jack Lemmon and Shirley MacLaine.
Irma La Douce (1963) Another comedy with Jack Lemmon and Shirley MacLaine.
*Contributed by: "Nina M." Date: Thurs, Nov 24 2005 / 16:48:49 PST
1959 Nominated for Writing - Screenplay (Based on Material from Another Medium): SOME LIKE IT HOT
1960 Won Best Achievement in Writing - Story and Screenplay (Written Directly For The Screen): THE APARTMENT
1966 Nominated for Best Achievement in Writing - Story and Screenplay (Written Directly For The Screen): THE FORTUNE COOKIE