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

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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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Bringing Up Baby

1938

★★★★★
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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I Love You Again

1940

★★★

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

Anora

2024

★★★★½
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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Singin' in the Rain

1952

★★★★★
Come Live with Me

1941

★★★★

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

It Happened One Night

1934

★★★★½

Inspired countless remakes and the blueprint for romantic comedies such as, Roman Holiday, It’s a Wonderful World, The Philadelphia Story, and Leap Year

Trouble in Paradise

1932

★★★★½
The Princess Bride

1987

★★★★½

Both films are fairytale deconstructions inspired by Tristan & Isolde, which also inspired Vertigo and Mulan/Aurora’s romance in Once Upon a Time

His Girl Friday

1940

★★★★★

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

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Ball of Fire

1941

★★★★½
Something Wild

1986

★★★★½

Itself inspired by Bringing Up Baby. Similar ‘80’s movies include Who’s That Girl and After Hours

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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Love Affair

1939

★★★★

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

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 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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Intolerable Cruelty

2003

★★★

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

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 Doom Generation

1995

★★★★½

Plot inspired by a plot twist in Something Wild.

Cactus Flower

1969

★★★★

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

I Married a Witch

1942

★★★★

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

When Harry Met Sally...

1989

★★★★½
Down with Love

2003

★★★★★

Down With Love is an affectionate parody of 50s/60s sex comedies, specifically Pillow Talk and Lover Come Back (both starring Doris/Rock/Tony) and Sex and the Single Girl. Tony Randall cameos in his final role. 

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