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Movies Like Enjoy Yourself

If you liked Enjoy Yourself (2008), a comedy and drama movie directed by George Massimillo, 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. 1You Will Meet a Tall Dark Stranger

    You Will Meet a Tall Dark Stranger (2010)

    ★ 5.9/10Also comedy and drama

    Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling…

  2. 2L.A. Without a Map

    L.A. Without a Map (1999)

    ★ 5.8/10Also drama and comedy

    An aspiring Hollywood actress, on a visit to a charming North England town, has a brief fling with the town undertaker, who also writes obituaries for the local paper. Returning home, where she works as a waitress at a…

  3. 3The Other Sister

    The Other Sister (1999)

    ★ 6.4/10Also comedy and drama

    A mentally challenged girl proves herself to be every bit as capable as her "perfect" sister when she moves into an apartment and begins going to college.

  4. 4Madame

    Madame (2017)

    ★ 5.9/10Also romance and comedy

    Anne and Bob, a well-to-do American couple, have just moved to a beautiful manor house in romantic Paris. To impress their sophisticated friends, they decide to host a lavish dinner party, but must disguise their maid…

  5. 5Tall Girl

    Tall Girl (2019)

    ★ 6.3/10Also comedy and drama

    Jodi, the tallest girl in her high school, has always felt uncomfortable in her own skin. But after years of slouching, being made fun of, and avoiding attention at all costs, Jodi finally decides to find the…

  6. 6The Private Lives of Pippa Lee

    The Private Lives of Pippa Lee (2009)

    ★ 5.9/10Also comedy and drama

    After her much older husband forces a move to a suburban retirement community, Pippa Lee engages in a period of reflection and finds herself heading toward a quiet nervous breakdown.

  7. 7What's Love Got to Do with It?

    What's Love Got to Do with It? (2023)

    ★ 6.1/10Also romance and comedy

    Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.

  8. 8Love Sarah

    Love Sarah (2020)

    ★ 6.2/10Also comedy and drama

    A young woman wishes to fulfill her mother's dream of opening her own bakery in Notting Hill, London. To do this, she enlists the help of an old friend and her grandma.

  9. 9Let's Make Love

    Let's Make Love (1960)

    ★ 6.4/10Also comedy and romance

    When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful star of the show, Amanda Dell.

  10. 10Hitch

    Hitch (2005)

    ★ 6.6/10Also comedy and drama

    Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques…

  11. 11The Spectacular Now

    The Spectacular Now (2013)

    ★ 6.7/10Also comedy and drama

    Sutter, a popular party animal, unexpectedly meets the introverted Aimee after waking up on a stranger's lawn. As Sutter deals with the problems in his life and Aimee plans for her future beyond school, an unexpected…

  12. 12The Prince & Me 4: The Elephant Adventure

    The Prince & Me 4: The Elephant Adventure (2010)

    ★ 6.1/10Also comedy and romance

    One year after their royal wedding, King Edvard and Queen Paige of Denmark receive an invitation to attend the wedding of Princess Myra of Sangyoon. Upon their arrival, Paige finds Myra is unhappy with her arranged…

  13. 13This Little Love of Mine

    This Little Love of Mine (2021)

    ★ 6.1/10Also romance and comedy

    Laura Price is a successful San Francisco lawyer on the cusp of promotion – a far cry from her childhood growing up on a tropical island with best friends Chip and Gem. When the firm’s biggest client – Chip’s…

  14. 14Celeste & Jesse Forever

    Celeste & Jesse Forever (2012)

    ★ 6.4/10Also comedy and drama

    Celeste and Jesse met in high school and got married young. They laugh at the same jokes and finish each other’s sentences. They are forever linked in their friends’ minds as the perfect couple – she, a high-powered…

  15. 15Easy Virtue

    Easy Virtue (2008)

    ★ 6.5/10Also comedy and romance

    A young Englishman marries a glamorous American. When he brings her home to meet the parents, she arrives like a blast from the future - blowing their entrenched British stuffiness out the window.

  16. 16Funny Girl

    Funny Girl (1968)

    ★ 7.1/10Also comedy and drama

    The life of famed 1930s comedienne Fanny Brice, from her early days in the Jewish slums of New York, to the height of her career with the Ziegfeld Follies, as well as her marriage to the rakish gambler Nick Arnstein.

  17. 17The Golden Coach

    The Golden Coach (1952)

    ★ 7.1/10Also comedy and drama

    A viceroy, a nobleman and a bullfighter court a comedy-troupe actress in 18th-century Peru.

  18. 18Roll Bounce

    Roll Bounce (2005)

    ★ 6.9/10Also comedy and drama

    In the summer of 1978, a teenager and his group of friends face new challenges when their neighborhood roller-skating rink closes, forcing them to visit a different rink.

  19. 19Jersey Girl

    Jersey Girl (2004)

    ★ 6.2/10Also comedy and romance

    Ollie Trinke is a young, suave music publicist who seems to have it all, with a new wife and a baby on the way. But life deals him a bum hand when he's suddenly faced with single fatherhood, a defunct career and having…

  20. 20An Unexpected Christmas

    An Unexpected Christmas (2021)

    ★ 6.3/10Also comedy and romance

    Jamie hasn’t told his family that he and his now ex-girlfriend Emily broke up. After an inopportune run-in with Emily at the train station in his hometown, Jamie convinces her to pretend they’re still a couple to avoid…

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