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

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I Love You Again

1940

★★★

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

Intolerable Cruelty

2003

★★★

Intolerable Cruelty is inspired by the comedy of remarriage subgenre that The Awful Truth is the pinnacle of. 

Anchorman: The Legend of Ron Burgundy

2004

★★★

A witty newsroom battle of the sexes.

Kiss Me Kate

1953

★★★½

Based off of The Taming of the Shrew. Other notable adaptations of The Taming of the Shrew include Woman of the Year and Moonlighting’s Atomic Shakespeare.

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. 

The Hudsucker Proxy

1994

★★★½

The Hudsucker Proxy is a pastiche of screwball comedies and the works of Frank Capra, referencing His Girl Friday, Meet John Doe, Mr. Deeds Goes to Town, Mr. Smith Goes to Washington, and It’s a Wonderful Life. There are also similarities to Metropolis, How to Succeed in Business Without Really Trying, and The Sweet Smell of Success

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How to Lose a Guy in 10 Days

2003

★★★½

A witty battle of the sexes with elements of comedies of remarriage, reminiscent of old Hollywood screwballs and sex comedies. 

Come Live with Me

1941

★★★★

Similar elements include green card marriage, the publishing industry, and a grandmother who helps get the couple together. 

Love Affair

1939

★★★★

Love Affair was remade the same director, Leo McCarey as An Affair to , which is directly referenced throughout Sleepless in Seattle. 

Pillow Talk

1959

★★★★

Besides the aforementioned, similar movies include Send Me No Flowers, Move Over Darling, That Touch of Mink, and Man’s Favorite Sport.

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Cactus Flower

1969

★★★★

Cactus Flower was remade as the inferior Just Go With It.

The Awful Truth

1937

★★★★

Other comedies of remarriage include The Philadelphia Story, My Favorite Wife, The Palm Beach Story, Love Crazy, and their countless remakes. 

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The Parent Trap

1998

★★★★

This version of The Parent Trap emphasizes the comedy of remarriage aspect through references to My Favorite Wife.

I Married a Witch

1942

★★★★

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