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Movies like Must Date the Playboy (2015)

The best movies like Must Date the Playboy (2015) are Chasing Papi (2003), The Prince & Me 4: The Elephant Adventure (2010) and Crossing Delancey (1988). If Must Date the Playboy hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Chasing Papi (2003)

    Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  2. The Prince & Me 4: The Elephant Adventure (2010)

    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 marriage to the brooding and sinister Kah and is secretly in love with a young elephant handler named Alu.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  3. Crossing Delancey (1988)

    Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  4. Cuban Fury (2014)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  5. Yoh! Bestie (2026)

    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.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  6. ¿Quieres ser mi hijo? (2023)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Absolute CinemaMovies like this
  7. Splendor (1999)

    Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  8. The Incredible Jessica James (2017)

    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.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  9. Love Is in the Air (2023)

    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.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  10. Sex Appeal (2022)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  11. Desperados (2020)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  12. Someone Great (2019)

    An aspiring music journalist lands her dream job and is about to move to San Francisco when her boyfriend of nine years decides to call it quits. To nurse her broken heart, she and her two best friends spend one outrageous last adventure in New York City.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  13. Puppy Love (2023)

    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 Nicole and Max are forced to become responsible co-parents, but may end up finding love themselves.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  14. Girl on a Bicycle (2013)

    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 turns Paolo's life upside down.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  15. A Nice Girl Like You (2020)

    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 of self-discovery, friendship, and new love.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  16. The Bachelor and the Bobby-Soxer (1947)

    Teenager Susan Turner, with a severe crush on playboy artist Richard Nugent, sneaks into his apartment to model for him and is found there by her sister Judge Margaret Turner. Threatened with jail, Nugent agrees to date Susan until the crush abates.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  17. The Little Rascals (1994)

    When nine-year-old Alfalfa falls for Darla, his "He-Man-Woman-Hating" friends attempt to sabotage their relationship.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  18. You Cast A Spell On Me (2015)

    Despite agreeing to an arranged marriage to a childhood friend, a successful businessman tries to track down a beautiful woman that he met at a Halloween party.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  19. Only the Lonely (1991)

    Danny Muldoon, a Chicago policeman, still lives with his overbearing mother Rose. He meets and falls in love with Theresa Luna, whose father owns the local funeral parlour. Naturally, his mother objects to the relationship, and Danny and Theresa must either overcome her objections or give up the romance.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  20. What's Love Got to Do with It? (2023)

    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.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  21. Monsoon Wedding (2001)

    A stressed father, a bride-to-be with a secret, a smitten event planner, and relatives from around the world create much ado about the preparations for an arranged marriage in India.

    Why it matches: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  22. Bend It Like Beckham (2002)

    Jess Bhamra, the daughter of a strict Indian couple in London, is not permitted to play organized soccer, even though she is 18. When Jess is playing for fun one day, her impressive skills are seen by Jules Paxton, who then convinces Jess to play for her semi-pro team. Jess uses elaborate excuses to hide her matches from her family while also dealing with her romantic feelings for her coach, Joe.

    Why it matches: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  23. FC Venus (2006)

    Anna is persuaded by her boyfriend Paul to move from Berlin to his home town of Imma. What the notorious soccer hater doesn't know, however, is that joining his best friend Steffen's law firm is just a pretext. In reality, Paul and his buddies are there to save the soccer club he co-founded, Eintracht Imma 95, from relegation. Anna soon realizes that the players' wives have nothing to say to their soccer junkies: Artificial turf in the bedroom, Effenberg bedding and weekends on the soccer pitch. When she finds out the real reason for the move, she mobilizes her fellow sufferers to counter-attack after a fierce bout of frustration and challenges Paul and his friends to the ultimate duel on the soccer pitch. The bet is on: women against men. If the women win, soccer is over - and Paul has to go back to Berlin with Anna. Forever. If the men win, there will be no more complaining.

    Why it matches: Similar story and style · both comedy & romance

  24. All for Love (2017)

    When a romance novelist is teamed with a Navy SEAL as research for her book, by a mandate from her publisher, she is less than thrilled and he is more than honest. However, as she works with the SEAL, she has a change of heart and learns to look at her life and writing with a different point of view.

    Why it matches: Similar story and style · both romance & comedy

    Popcorn FlickMovies like this
  25. Taste of Love (2016)

    After an ambiguous Snapchat video featuring Bilel and Adil, rumors start spreading about the two friends. To save their reputation, each of them tries to find a girlfriend. Their hunt for a date doesn’t quite go as expected.

    Why it matches: Similar story and style · both romance & comedy

  26. Goosed (1999)

    Sheltered rich girl Charlene has an over-protective mother who insists that her daughter should marry a rich doctor. After Charlene's psychic predicts that her future lover is named Steven, she heads to L.A. to search for him.

    Why it matches: Similar story and style · both comedy & romance

  27. 36 Fillette (1988)

    A 14-year-old pursues romance with a man while vacationing with her family in Switzerland.

    Why it matches: Similar story and style · both romance

  28. Balcony (2013)

    Jeton, a 10-year-old boy is sitting on the edge of a balcony on the 4th floor. Neighbours and passers-by, terrified by this situation, call the police and firefighters for help. But the situation quickly becomes unmanageable.

    Why it matches: Similar story and style · both comedy

  29. Away from Her (2007)

    Fiona and Grant have been married for nearly 50 years. They have to face the fact that Fiona’s absent-mindedness is a symptom of Alzheimer’s disease. She must go to a specialized nursing home, where she slowly forgets Grant and turns her affection to Aubrey, another patient in the home.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this
  30. Norm Macdonald: Hitler's Dog, Gossip & Trickery (2017)

    Norm Macdonald delivers sly, deadpan observations from an older — and perhaps even wiser — point of view in this special.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this

Like Must Date the Playboy and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Must Date the Playboy?

The closest matches to Must Date the Playboy are Chasing Papi (2003), The Prince & Me 4: The Elephant Adventure (2010) and Crossing Delancey (1988). Below are 27 more, each with the reason it matches.

What should I watch after Must Date the Playboy?

Start with Chasing Papi (2003), the closest match to Must Date the Playboy.

What is the highest-rated movie like Must Date the Playboy?

¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.

What is the newest movie like Must Date the Playboy?

Yoh! Bestie (2026) is the most recent release on this list.

How are movies similar to Must Date the Playboy chosen?

First come films that Trakt’s viewers watch alongside Must Date the Playboy, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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