Best Romantic Comedies of All Time

Source: Courtesy of Warner Bros.

20. Auntie Mame (1958)
> Score: 2.69 — #303 highest out of 17,179 movies in all genres
> Starring: Rosalind Russell, Forrest Tucker, Coral Browne, Fred Clark

Auntie Mame Dennis (Russell) raises her young nephew, Patrick, after the boy’s father dies. When the 1929 stock market crash bankrupts Mame, she and Patrick go on a series of adventures as the free-spirited aunt tries to get Patrick to loosen up and live life to the fullest, despite the protests of the straitlaced trustee of his fortune. Mame loves and loses one husband, but never loses her zest for life.

Source: Courtesy of Paramount Pictures

19. Ruggles of Red Gap (1935)
> Score: 2.70 — #295 highest out of 17,179 movies in all genres
> Starring: Charles Laughton, Mary Boland, Charles Ruggles, Zasu Pitts

Snobbish butler Marmaduke Ruggles finds himself in the remote Washington state town of Red Gap in 1908 after his employer, a British earl, loses his services in a card game to millionaires Egbert and Effie Floud. At first, Ruggles doesn’t fit in with the rough American crowd, but soon finds himself falling in love with his adopted homeland, where he can be what he wants to be.

Source: Courtesy of Metro-Goldwyn Distributing Corporation

18. The Navigator (1924)
> Score: 2.70 — #286 highest out of 17,179 movies in all genres
> Starring: Buster Keaton, Kathryn McGuire, Frederick Vroom, Clarence Burton

Two rich, pampered socialites (Keaton and McGuire) find themselves stranded on a cruise ship. Although McGuire had previously rejected Keaton’s proposal, the two learn how to survive together — and fall in love — during a series of comedic missteps in this silent classic.

Source: Courtesy of Columbia Pictures

17. Holiday (1938)
> Score: 2.71 — #233 highest out of 17,179 movies in all genres
> Starring: Katharine Hepburn, Cary Grant, Doris Nolan, Lew Ayres

Sibling rivalry factors into the plot of this rom-com as Johnny (Grant) plans to marry rich Julia (Nolan), but falls instead for her sister, Linda (Hepburn). Johnny wavers between wanting to please his future in-laws by getting a job, or taking a holiday. In the end, he chooses freedom and Linda.

Source: Courtesy of RKO Radio Pictures

16. Ball of Fire (1941)
> Score: 2.71 — #233 highest out of 17,179 movies in all genres
> Starring: Gary Cooper, Barbara Stanwyck, Oskar Homolka, Henry Travers

Proper grammar professor Bertram Potts (Cooper) meets nightclub performer Katherine “Sugarpuss” O’Shea to study American slang. The two are attracted to each other, and she hides in his home to escape questioning by the police, who are after her mob boss boyfriend. After Bertram busts up a wedding between Sugarpuss and the mobster, Sugarpuss says she isn’t good enough for the professor. His kisses convince her of his love.

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