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If you like this romcom, watch this older (and probably better) romcom

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There are 21 films in this list released in the 1940s available on Amazon Video US.

The Shop Around the Corner

1940

★★★★★

Both are based off of the play The Parfumerie, which also inspired the MGM musical In the Good Old Summertime and the Broadway musical She Loves Me

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His Girl Friday

1940

★★★★★

A gender bent adaptation of The Front Page. Switching Channels is a direct remake. 

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I Love You Again

1940

★★★

Both romantic comedies feature chaotic couples falling in love again after cases of amnesia. 

The Philadelphia Story

1940

★★★★★

Play loosely inspired by Pride & Prejudice, The Taming of the Shrew, and A Midsummer’s Night’s Dream.

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Ball of Fire

1941

★★★★½
I Married a Witch

1942

★★★★

I Married a Witch inspired the Bewitched TV show. Bell, Book and Candle is also very similar. 

The Pirate

1948

★★★½

Gene Kelly’s character, like Errol Flynn’s Robin Hood, is the blueprint followed by the leading men in The Princess Bride, The Pirates of the Caribbean, and Tangled. Gene Kelly’s character in DuBarry Was a Lady a similar character reminiscent of Robin Hood.