5. Duck Soup (1933)
> Starring: Groucho Marx, Harpo Marx, Chico Marx, Zeppo Marx
The Marx Brothers’ chaotic masterpiece features Groucho as the leader of a bankrupt nation about to go to war with a neighboring country. Among the memorable scenes is the “mirror moment” when Harpo, playing a spy, breaks the mirror in Groucho’s room and pretends to be Groucho’s image.
4. Annie Hall (1977)
> Starring: Woody Allen, Diane Keaton, Tony Roberts, Carol Kane
Woody Allen directed and starred in this story about the complications of relationships. The film holds a 96% Freshness rating and was named American Film Institute’s No. 2 romantic comedy. “Annie Hall” won four Academy Awards in 1978.
3. Dr. Strangelove or: How I Learned to Stop Worrying and Love the Bomb (1964)
> Starring: Peter Sellers, George C. Scott, Sterling Hayden, Keenan Wynn
This Black comedy about nuclear armageddon features Peter Sellers playing multiple roles, including a German-accented adviser to the president, also played by Sellers. The film, directed by Stanley Kubrick, came out after a thriller with the same theme, “Fail Safe,” was released the same year.
2. Tootsie (1982)
> Starring: Dustin Hoffman, Jessica Lange, Teri Garr, Dabney Coleman
Out-of-work actor Dustin Hoffman dons a dress to boost his career and becomes a soap-opera star. The Sydney Pollack-directed farce enjoys a 90% Freshness rating on Rotten Tomatoes and grossed more than $177 million worldwide. Jessica Lange took home the Best Supporting Actress Oscar in 1983.
1. Some Like It Hot (1959)
> Starring: Marilyn Monroe, Tony Curtis, Jack Lemmon, George Raft
Tony Curtis and Jack Lemmon play two jazz musicians forced to become cross-dressing members of an all-women band to avoid being killed by mobsters after witnessing the St. Valentine’s Day Massacre. Directed by Billy Wilder, “Some Like It Hot” is an homage to gangster movies, screwball comedies, and silent films. It was named BBC Culture’s funniest comedy film of all time.
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