Skip to content

Movies like Rosa's Dilemma (2025)

The best movies like Rosa's Dilemma (2025) are Hitch (2005), Madame (2017) and You Will Meet a Tall Dark Stranger (2010). If Rosa's Dilemma hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Hitch (2005)

    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 fail to work on Sara Melas, a tabloid reporter digging for dirt on Allegra Cole's love life. When Sara discovers Hitch's connection to Albert – now Allegra's boyfriend – it threatens to destroy both relationships.

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

    Popcorn FlickMovies like this
  2. Madame (2017)

    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 as a noblewoman to even out the number of guests. When the maid runs off with a wealthy guest, Anne must chase her around Paris to thwart the joyous and unexpected love affair.

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

  3. You Will Meet a Tall Dark Stranger (2010)

    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 from abandonment, decides to follow the advice of a psychic. Sally, the daughter of Alfie and Helena, is unhappy in her marriage and develops a crush on her boss, while her husband, Roy, falls for a woman engaged to be married.

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

  4. An Unexpected Christmas (2021)

    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 ruining Christmas for his family.

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

    Popcorn FlickMovies like this
  5. Bronco Billy (1980)

    An idealistic, modern-day cowboy struggles to keep his Wild West show afloat in the face of hard luck and waning interest.

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

    Popcorn FlickMovies like this
  6. Jolly Good Christmas (2022)

    David is an American architect who relocates across the pond to take up a job at a prestigious London firm. As the clock counts down to Christmas Day, David is running out of time to buy his girlfriend – who also happens to be his boss’s daughter – a thoughtful present so he resorts to buying her a somewhat uninspired gift card.

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

    Popcorn FlickMovies like this
  7. Platinum Blonde (1931)

    Ann Schuyler is an upper-crust socialite who bullies her reporter husband into conforming to her highfalutin ways. The husband chafes at the confinement of high society, though, and yearns for a creative outlet. He decides to write a play and collaborates with a fellow reporter.

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

    Popcorn FlickMovies like this
  8. To All the Boys: P.S. I Still Love You (2020)

    Lara Jean and Peter have just taken their romance from pretend to officially real when another recipient of one of her love letters enters the picture.

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

    Popcorn FlickMovies like this
  9. The Grass Is Greener (1960)

    Victor and Hillary are down on their luck to the point that they allow tourists to take guided tours of their castle. But Charles Delacro, a millionaire oil tycoon, visits, and takes a liking to more than the house. Soon, Hattie Durant gets involved and they have a good old fashioned love triangle.

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

    Popcorn FlickMovies like this
  10. 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
  11. 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
  12. All Things Valentine (2016)

    Avery, a blogger with a string of disappointing Valentine’s Days, is ready to give up on love when she meets handsome veterinarian Brenden. When Avery finds out Brenden blames his recent break up on her blog and is the one leaving her angry comments, she begins to question whether the bond they’ve began to build is a true love story or yesterday’s news.

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

  13. Persuasion (2007)

    Anne Elliot was once in love with Frederick Wentworth, a commander in the Royal Navy who was rejected by her snobby parents eight years ago. When the family hits hard times and are forced to rent out their mansion to his brother-in-law, Frederick returns as a captain - but will he remember Anne?

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

    Worth the HypeMovies like this
  14. Christmas with You (2022)

    Feeling career burnout, pop star Angelina escapes to grant a young fan's wish in small-town New York, where she not only finds the inspiration to revitalize her career but also a shot at true love.

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

  15. The Other End of the Line (2007)

    An employee at an Indian call-center travels to San Francisco to be with a guy she falls for over the phone.

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

    Popcorn FlickMovies like this
  16. A Valentine's Match (2020)

    Fired from her job as a reality TV host, Natalie returns home for Valentine's Day, only to find herself running the town festival's auction with her ex-fiancé thanks to two scheming mothers.

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

    Worth the HypeMovies like this
  17. 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
  18. I Love You Again (1940)

    Boring businessman Larry Wilson recovers from amnesia and discovers he's really a con man...and loves his soon-to-be-ex wife.

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

    Worth the HypeMovies like this
  19. The Smiling Lieutenant (1931)

    An amorous lieutenant is forced to marry a socially awkward princess, though he tries to keep his violin-playing girlfriend on the side.

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

    Popcorn FlickMovies like this
  20. Persuasion (1995)

    In early 19th-century England, dire financial straits reacquaint the aristocratic Anne Elliot with her wealthy ex-fiance Frederick Wentworth. The two must choose between either putting the past behind them or listening to their hearts.

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

    Worth the HypeMovies like this
  21. City Lights (1931)

    A tramp falls in love with a beautiful blind flower girl. His on-and-off friendship with a wealthy man allows him to be the girl's benefactor and suitor.

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

    Absolute CinemaMovies like this
  22. Pink Guinea Pig (2014)

    A student forms the Trio Detective Group to solve the Demonic Pink Guinea Pig case that is threatening the school -- and to attract a girl’s attention.

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

  23. Shakespeare in Love (1998)

    Young William Shakespeare is forced to stage his latest comedy, 'Romeo and Ethel, the Pirate's Daughter', before it's even written. When lovely noblewoman Viola de Lesseps auditions for a role, they fall into forbidden love — and Shakespeare's play finds a new life (and title). As their relationship intensifies, the comedy soon transforms into tragedy.

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

    Popcorn FlickMovies like this
  24. Doctor Zhivago (1965)

    The life of a Russian physician and poet who, although married to another, falls in love with a political activist's wife and experiences hardship during World War I and then the October Revolution.

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

    Worth the HypeMovies like this
  25. Same Day with Someone (2025)

    Trapped in a time loop, a picture-perfect museum curator relives her worst day ever and must figure out how to break free from the vicious cycle.

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

  26. The Best Years of Our Lives (1946)

    It's the hope that sustains the spirit of every GI: the dream of the day when he will finally return home. For three WWII veterans, the day has arrived. But for each man, the dream is about to become a nightmare.

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

    Worth the HypeMovies like this
  27. Love in Slow Motion (2026)

    When Haya's best friend Jawad gets engaged, her chronically-single world unravels — because who knew true love could be hiding in the friend zone?

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

  28. Gloomy Sunday (1999)

    Budapest in the 1930s. Restaurant owner Laszlo hires pianist András to play in his restaurant. Both men fall in love with the beautiful waitress Ilona who inspires András to his only composition. His song of Gloomy Sunday is, at first, loved and then feared, for its melancholic melody sets off a chain of suicides. The fragile balance of the erotic ménage à trois is sent off kilter when the German Hans falls in love with Ilona as well.

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

    Worth the HypeMovies like this
  29. The Dreamers (2003)

    When Isabelle and Theo invite Matthew to stay with them, what begins as a casual friendship ripens into a sensual voyage of discovery and desire in which nothing is off limits and everything is possible.

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

    Worth the HypeMovies like this
  30. 3-Iron (2004)

    A drifter lives in people's houses while they are away and repays them by doing chores for them. His life changes when he meets a beautiful woman who wants to escape her unhappy marriage.

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

    Worth the HypeMovies like this

Like Rosa's Dilemma and something else?

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

Frequently asked questions

What are the best movies like Rosa's Dilemma?

The closest matches to Rosa's Dilemma are Hitch (2005), Madame (2017) and You Will Meet a Tall Dark Stranger (2010). Below are 27 more, each with the reason it matches.

What should I watch after Rosa's Dilemma?

Start with Hitch (2005), the closest match to Rosa's Dilemma.

What is the highest-rated movie like Rosa's Dilemma?

City Lights (1931), rated 8.2/10 by 2,591 TMDB users.

What is the newest movie like Rosa's Dilemma?

Love in Slow Motion (2026) is the most recent release on this list.

Are there English movies like Rosa's Dilemma?

Yes: Hitch (2005), Madame (2017) and You Will Meet a Tall Dark Stranger (2010).

How are movies similar to Rosa's Dilemma chosen?

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

↑ ↓ to move · Enter to open · Full search page