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Movies Like The Grass Is Greener

If you liked The Grass Is Greener (1960), a comedy and romance movie directed by Stanley Donen, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

  1. 1She's Funny That Way

    She's Funny That Way (2015)

    ★ 5.9/10Also comedy and romance

    On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.

  2. 2Bluebeard's Eighth Wife

    Bluebeard's Eighth Wife (1938)

    ★ 7/10Also comedy and romance

    American multi-millionaire Michael Brandon marries his eighth wife, Nicole, the daughter of a broke French Marquis. But she doesn't want to be only a number in the line of his ex-wives and undertakes her own strategy…

  3. 3Yoh! Bestie

    Yoh! Bestie (2026)

    ★ 6.2/10Also romance and comedy

    Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.

  4. 4That Touch of Mink

    That Touch of Mink (1962)

    ★ 6.5/10Also comedy and romance

    Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a…

  5. 5Pillow Talk

    Pillow Talk (1959)

    ★ 7.1/10Also comedy and romance

    Playboy songwriter Brad Allen's succession of romances annoys his neighbor, interior designer Jan Morrow, who shares a telephone party line with him and hears all his breezy routines. After Jan unsuccessfully lodges a…

  6. 6Love Is in the Air

    Love Is in the Air (2023)

    ★ 6.2/10Also romance and comedy

    A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.

  7. 7How to Marry a Millionaire

    How to Marry a Millionaire (1953)

    ★ 6.8/10Also comedy and romance

    Three women set out to find eligible millionaires to marry, but find true love in the process.

  8. 8Pretty Woman

    Pretty Woman (1990)

    ★ 7.4/10Also romance and comedy

    Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges…

  9. 9Intolerable Cruelty

    Intolerable Cruelty (2003)

    ★ 6/10Also comedy and romance

    A revenge-seeking gold digger marries a womanizing Beverly Hills lawyer with the intention of making a killing in the divorce.

  10. 10The Royal Treatment

    The Royal Treatment (2022)

    ★ 6.7/10Also romance and comedy

    Isabella runs her own salon and isn’t afraid to speak her mind, while Prince Thomas runs his own country and is about to marry for duty rather than love. When Izzy and her fellow stylists get the opportunity of a…

  11. 11High Society

    High Society (1956)

    ★ 6.8/10Also comedy and romance

    With socialite Tracy Lord about to remarry, her ex-husband - with the help of a sympathetic reporter - has 48 hours to convince her that she really still loves him.

  12. 12The Palm Beach Story

    The Palm Beach Story (1942)

    ★ 7/10Also comedy and romance

    A New York inventor, Tom Jeffers, needs cash to develop his big idea, so his adoring wife, Gerry, decides to raise it by divorcing him and marrying an eccentric Florida millionaire, J. D. Hackensacker III.

  13. 13The Distinguished Gentleman

    The Distinguished Gentleman (1992)

    ★ 6/10Also comedy

    A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows…

  14. 14That Uncertain Feeling

    That Uncertain Feeling (1941)

    ★ 6.6/10Also comedy and romance

    A happily married woman sees a psychoanalyst and develops doubts about her husband.

  15. 1550 First Dates

    50 First Dates (2004)

    ★ 6.9/10Also comedy and romance

    Henry is a player skilled at seducing women. But when this veterinarian meets Lucy, a girl with a quirky problem when it comes to total recall, he realizes it's possible to fall in love all over again…and again, and…

  16. 16Cousins

    Cousins (1989)

    ★ 6/10Also comedy and romance

    When Larry and Maria learn that their respective spouses are cheating on them, they try to turn the tables on them by pretending to have an affair. However, they soon find themselves falling in love.

  17. 17The Wrong Paris

    The Wrong Paris (2025)

    ★ 6.7/10Also romance and comedy

    Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.

  18. 18Keeping the Faith

    Keeping the Faith (2000)

    ★ 6.1/10Also comedy and romance

    Best friends since they were kids, Rabbi Jacob Schram and Father Brian Finn are dynamic and popular young men living and working on New York's Upper West Side. When Anna Reilly, once their childhood friend and now…

  19. 19Electric Dreams

    Electric Dreams (1984)

    ★ 6.4/10Also romance and comedy

    Miles Harding buys a state-of-the-art computer that starts expressing conscious thought and emotion after an interaction with spilled champagne. Things begin getting out of hand when both Miles and Edgar, the computer…

  20. 20Your Christmas or Mine?

    Your Christmas or Mine? (2022)

    ★ 6.4/10Also comedy and romance

    Students Hayley and James are young and in love. After saying goodbye for Christmas at a London train station, they both make the same mad split-second decision to swap trains and surprise each other. Passing each…

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