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Movies Like On the Sunny Side

If you liked On the Sunny Side (1962), a music and comedy movie directed by Ralf Kirsten, 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. 1Cover Girl

    Cover Girl (1944)

    ★ 6.4/10Also music and comedy

    A nightclub dancer makes it big in modeling, leaving her dancer boyfriend behind.

  2. 2¿Quieres ser mi hijo?

    ¿Quieres ser mi hijo? (2023)

    ★ 8.4/10Also comedy and romance

    Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.

  3. 3Sex Appeal

    Sex Appeal (2022)

    ★ 6.6/10Also comedy and romance

    Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.

  4. 4Desperados

    Desperados (2020)

    ★ 6/10Also comedy and romance

    A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.

  5. 5Mr. Jealousy

    Mr. Jealousy (1998)

    ★ 5.9/10Also comedy and romance

    After his first date at age 15 ended with the girl making out with another man at a party, aspiring writer Lester Grimm has treated all his girlfriends with jealousy and suspicion. While dating Ramona Ray, paranoia…

  6. 6The Incredible Jessica James

    The Incredible Jessica James (2017)

    ★ 6.1/10Also romance and comedy

    Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.

  7. 7Nightlife

    Nightlife (2020)

    ★ 6.1/10Also comedy and romance

    Milo works as a bartender in Berlin and one night gets to know his dream woman Sunny through a series of coincidences. The two meet for a date, but the perfect romantic evening so far.

  8. 8Players

    Players (2024)

    ★ 6.1/10Also romance and comedy

    New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing…

  9. 9How to Be Single

    How to Be Single (2016)

    ★ 6.3/10Also comedy and romance

    New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions…

  10. 10Cuban Fury

    Cuban Fury (2014)

    ★ 6.1/10Also comedy and romance

    Beneath Bruce Garrett's under-confident, overweight exterior, the passionate heart of a salsa king lies dormant. Now, one woman is about to reignite his Latin fire.

  11. 11Dinner in America

    Dinner in America (2022)

    ★ 7.8/10Also romance and comedy

    An on-the-lam punk rocker and a young woman obsessed with a local band go on an unexpected and epic journey together through the decaying suburbs of the American Midwest.

  12. 12My Fake Boyfriend

    My Fake Boyfriend (2022)

    ★ 5.9/10Also comedy and romance

    A young man in a tricky situation follows the advice of his unconventional best friend and uses social media to create a fake boyfriend to keep his awful ex-lover out of his life. But everything backfires when he meets…

  13. 13My Sassy Girl

    My Sassy Girl (2008)

    ★ 6.8/10Also comedy and romance

    A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

  14. 14A Nice Girl Like You

    A Nice Girl Like You (2020)

    ★ 5.8/10Also comedy and romance

    Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey…

  15. 15French Girl

    French Girl (2024)

    ★ 6.2/10Also romance and comedy

    Sweet Gordon, an affable English teacher in Brooklyn, has beaten the odds; a French Girl has fallen in love with him and he’s fallen even harder back. But their future is thrown into limbo when she interviews for an…

  16. 16Romance & Cigarettes

    Romance & Cigarettes (2006)

    ★ 6/10Also comedy and music

    Ironworker Nick lives with his wife, Kitty, and three daughters. When he meets a significantly younger woman, Tula, he starts an affair with her, much to the chagrin of his wife, and his life is thrown into upheaval…

  17. 17One Night Only

    One Night Only (2026)

    ★ 6.4/10Also romance and comedy

    Two love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.

  18. 18Bye Bye Love

    Bye Bye Love (1995)

    ★ 6.1/10Also comedy and romance

    With varying degrees of success, recently divorced friends Dave, Vic and Donny are trying to move on with their lives. Vic feels vilified by his ex-wife's parents, while Donny has a shaky bond with his teen daughter…

  19. 19We Broke Up

    We Broke Up (2021)

    ★ 5.9/10Also romance and comedy

    Lori and Doug break up right before Lori's sister's wedding and decide to pretend they're still together for the weekend as to not disrupt the fun.

  20. 20The List

    The List (2023)

    ★ 5.9/10Also romance and comedy

    After her fiance sleeps with a celebrity on his free pass list, Abby Meyers, with nothing but five names and a fantasy shared by millions, sets out for Los Angeles to sleep with someone from hers.

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