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Movies like City Squeeze (1989)

The best movies like City Squeeze (1989) are Love, Weddings & Other Disasters (2020), The Right Kind of Wrong (2013) and ¿Quieres ser mi hijo? (2023). If City Squeeze hooked you with its romance and comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Love, Weddings & Other Disasters (2020)

    A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.

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

    Popcorn FlickMovies like this
  2. The Right Kind of Wrong (2013)

    A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.

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

  3. ¿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
  4. 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

    Popcorn FlickMovies like this
  5. 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
  6. He's a Woman, She's a Man (1994)

    Wing is a devoted fan of popular singer Rose who is involved in a topsy-turvy relationship with her charismatic producer Sam. Willing to go to any length to meet Rose, the willowy Wing disguises herself as a man, and with a twist of fate is chosen to be the next budding star for the record company.

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

    Worth the HypeMovies like this
  7. 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
  8. How I Got Into College (1989)

    High school senior Marlon Bowne is smitten with overachieving classmate Jessica Kailo. But, if he wants to have a shot with her, he'll have to find a way to get into Ramsey College, Jessica's top choice of schools. It won't be easy, since the college is highly selective and Marlon's grades are hardly impressive. That means the lovelorn teen will have to find a way to score high on the SATs and win over the college admissions committee.

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

    Popcorn FlickMovies like this
  9. Dean (2016)

    A comedy about loss, grief, and the redemptive power of love. Dean is a NY illustrator who falls hard for an LA woman while trying to prevent his father from selling the family home in the wake of his mother's death.

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

  10. Wedding Season (2022)

    Pressured by their immigrant parents to find spouses, two Indian-Americans pretend to date in order to survive a summer of weddings – but find themselves falling for each other as they struggle to balance who they are with who their parents want them to be.

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

    Popcorn FlickMovies like this
  11. Boot Camp (2024)

    Unathletic Whitney Carmichael signs up for an intense summer boot camp to reinvent herself and falls for her personal trainer. She then finds the strength to embrace her true self and ignore the others' expectations.

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

    Popcorn FlickMovies like this
  12. Don't Go Breaking My Heart (2011)

    A typical story of the classic romantic triangle, where one person ends up having to choose between two others. This time, it is set against a backdrop of offices in Hong Kong, with a focus on architecture and its designers.

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

    Popcorn FlickMovies like this
  13. The Lucky Guy (1998)

    Lucky Coffee Shop is well-known for its egg tarts and tea. Waiter Sui, named as Prince Egg Tart, attracts lots of girls but only loves Candy. He and his friends, Nam, and Fok, all have love problems. At the same time, the coffee shop may collapse since the landlord is increasing the rent tremendously. Let's see how the lucky guys of the shop can revert this situation.

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

    Popcorn FlickMovies like this
  14. Relationship Goals (2026)

    When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her priorities.

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

    Popcorn FlickMovies like this
  15. 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
  16. Love in the Buff (2012)

    When old flames reunite, will it be second time's the charm or a case of once bitten twice shy? Jimmy and Cherie, two ex-lovers from Hong Kong, cross paths in Beijing and can't seem to forget each other, despite being involved with someone else. Torn between fidelity towards their new partners or following their hearts, they explore the struggles, doubts and fears that exist among modern young couples.

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

    Popcorn FlickMovies like this
  17. 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
  18. 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
  19. This Little Love of Mine (2021)

    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 grandfather – asks Laura to travel to the island and deliver a contract to make Chip his heir, she leaves behind her practice and fiancé Owen to convince her childhood friend to sign a contract that will make him a billionaire.

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

    Popcorn FlickMovies like this
  20. 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

Like City Squeeze and something else?

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

Frequently asked questions

What are the best movies like City Squeeze?

The closest matches to City Squeeze are Love, Weddings & Other Disasters (2020), The Right Kind of Wrong (2013) and ¿Quieres ser mi hijo? (2023). Below are 17 more, each with the reason it matches.

What should I watch after City Squeeze?

Start with Love, Weddings & Other Disasters (2020), the closest match to City Squeeze.

What is the highest-rated movie like City Squeeze?

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

What is the newest movie like City Squeeze?

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

How are movies similar to City Squeeze chosen?

First come films that Trakt’s viewers watch alongside City Squeeze, 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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