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Movies Like Where or When

If you liked Where or When (1989), a comedy and romance movie directed by Robert Katz, 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. 1Sex 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.

  2. 2Puppy Love

    Puppy Love (2023)

    ★ 7/10Also comedy and romance

    After a disastrous first date, wild-child Nicole and socially-anxious Max vow to lose each other’s numbers until they learn that their dogs found a love match, and now puppies are on the way! The hilariously mismatched…

  3. 3A 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…

  4. 4Good Advice

    Good Advice (2001)

    ★ 5.9/10Also comedy and romance

    An investment banker loses everything and must discover what's really important in life.

  5. 5Watching the Detectives

    Watching the Detectives (2007)

    ★ 6.3/10Also comedy and romance

    Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets…

  6. 6Let'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.

  7. 7¿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.

  8. 8The 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…

  9. 9Easy 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.

  10. 10Gidget

    Gidget (1959)

    ★ 6/10Also comedy and romance

    Due to an accident while swimming in the sea, Francis meets the surfer Moondoggie. She's fascinated with his sport and starts to hang out with his clique. Although they make fun of her at first, they teach her to surf…

  11. 11Yoh! Bestie

    Yoh! Bestie (2026)

    ★ 6.3/10Also 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.

  12. 12The 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.

  13. 13The Long Weekend

    The Long Weekend (2005)

    ★ 5.8/10Also comedy and romance

    Cooper is an actor who sees life as one big party, while Ed is in advertising and takes life too seriously. When Ed gets stressed over a deadline he has to meet, his brother Cooper works hard in trying to get his…

  14. 14Players

    Players (2024)

    ★ 6/10Also 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…

  15. 15Girl on a Bicycle

    Girl on a Bicycle (2013)

    ★ 5.9/10Also comedy and romance

    Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day…

  16. 16The Farmer's Daughter

    The Farmer's Daughter (1947)

    ★ 7.2/10Also comedy and romance

    After leaving her family's farm to study nursing in the city, a young woman finds herself on an unexpected path towards politics.

  17. 17Long Weekend

    Long Weekend (2021)

    ★ 6.8/10Also romance and comedy

    Bart's chance encounter with the enigmatic Vienna leads to a whirlwind weekend together. The two fall fast and hard, but both carry secrets that could be their undoing or the chance for a fresh start.

  18. 18The Color Wheel

    The Color Wheel (2012)

    ★ 6.3/10Also comedy and romance

    JR, an aspiring news-anchor, forces her younger brother Colin to embark on a road trip to move her belongings out of her professor-turned-lover’s place. Traveling through New England, they uncomfortably run into old…

  19. 19Sundown

    Sundown (2016)

    ★ 5.8/10Also romance and comedy

    High school seniors Logan and Blake prepare for an epic Spring Break as they travel to the beautiful and exotic Mexican beach resort of Puerto Vallarta hoping to hook up with their high school crushes. Surrounded by…

  20. 20Desperados

    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.

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