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

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There are 127 films in this list available on Apple TV US.

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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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.

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

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. 

Shrek

2001

★★★★½

Lord Farquaad is inspired by Prince Humperdinck.

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

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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Love Affair

1939

★★★★

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

Anora

2024

★★★★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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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.

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. 

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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Bringing Up Baby

1938

★★★★★
The Parent Trap

1998

★★★★

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

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. 

Anchorman: The Legend of Ron Burgundy

2004

★★★

A witty newsroom battle of the sexes.

His Girl Friday

1940

★★★★★

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

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Groundhog Day

1993

★★★★½

Invented the timeloop trope as we know it. 

I Married a Witch

1942

★★★★

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

The Doom Generation

1995

★★★★½

Plot inspired by a plot twist in Something Wild.

Something Wild

1986

★★★★½

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

Ball of Fire

1941

★★★★½
Singin' in the Rain

1952

★★★★★
When Harry Met Sally...

1989

★★★★½