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Movies like Around the Pink House (1999)

The best movies like Around the Pink House (1999) are He Said, She Said (1991), Love & Sex (2000) and Walking and Talking (1996). If Around the Pink House hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. He Said, She Said (1991)

    Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.

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

  2. Love & Sex (2000)

    When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of the day. This gets Kate thinking back over her own various experiences, and to wondering if she is in much of a position to write on the subject.

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

    Popcorn FlickMovies like this
  3. Walking and Talking (1996)

    Just as Amelia thinks she's over her anxiety and insecurity, her best friend announces her engagement, bringing her anxiety and insecurity right back.

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

    Popcorn FlickMovies like this
  4. Love Don't Co$t a Thing (2003)

    A high school outcast pays a cheerleader to pose as his girlfriend so he can be considered cool.

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

    Worth the HypeMovies like this
  5. Much Ado About Nothing (2011)

    Two young lovers, Claudio and Hero, are to be married imminently but the devious scheming of a resentful Prince looks set to thwart the nuptials. Meanwhile, marriage seems inconceivable for reluctant lovers Beatrice and Benedick whose endless witty sparring threatens to keep them apart forever. Directed by Josie Rourke, Artistic Director of the Donmar Warehouse, Much Ado About Nothing is one of Shakespeare’s great plays and reminds us all of the failings and triumphs of the human condition in our never ending search for perfect love.

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

    Absolute CinemaMovies like this
  6. Just Before I Go (2015)

    Ted Morgan has been treading water for most of his life. After his wife leaves him, Ted realizes he has nothing left to live for. Summoning the courage for one last act, Ted decides to go home and face the people he feels are responsible for creating the shell of a person he has become. But life is tricky. The more determined Ted is to confront his demons, to get closure, and to withdraw from his family, the more Ted is yanked into the chaos of their lives. So, when Ted Morgan decides to kill himself, he finds a reason to live.

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

    Popcorn FlickMovies like this
  7. How to Please a Woman (2022)

    When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.

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

    Popcorn FlickMovies like this
  8. The Best You Can (2025)

    Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside down by the arrival of sharp but chronically underachieving security guard Stan Olszewski in this smart rom-com that reunites Bacon and Sedgwick on screen for the first time in 20 years.

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

    Worth the HypeMovies like this
  9. Broken English (2007)

    Nora Wilder is freaking out. Everyone around her is either in a relationship, married, or has children, while she's in her thirties, alone with job she's outgrown and a mother who constantly reminds her of it all. Not to mention her best friend Audrey's "perfect marriage". But after a series of disastrous dates, Nora unexpectedly meets Julien, a quirky Frenchman who opens her eyes to a lot more than love.

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

  10. Peace, Love & Misunderstanding (2011)

    A conservative lawyer named Diane takes her two teenage children Jake and Zoe to meet their estranged, hippie grandmother in Woodstock after her husband asks for a divorce.

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

  11. Sidewalks of New York (2001)

    The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.

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

    Popcorn FlickMovies like this
  12. Edges of the Lord (2001)

    A 12-year-old Jewish boy hides with a family of Catholic peasant farmers to escape the Nazis.

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

    Popcorn FlickMovies like this
  13. Enemies, a Love Story (1989)

    A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.

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

    Popcorn FlickMovies like this
  14. 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

  15. Strictly Sexual (2008)

    Two successful women, sick and tired of dating and relationships, decide to keep two young men in their pool house for strictly sexual purposes.

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

    Popcorn FlickMovies like this
  16. Irreplaceable You (2018)

    A stunning cancer diagnosis spurs Abbie to seek a future girlfriend for fiancé and childhood sweetheart Sam, who's clueless when it comes to dating.

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

    Worth the HypeMovies like this
  17. The Giant Mechanical Man (2012)

    An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.

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

    Popcorn FlickMovies like this
  18. Cyrus (2010)

    With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before long, the two are locked in a battle of wits for the woman they both love-and it appears only one man can be left standing when it's over.

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

  19. Breaking & Exiting (2018)

    Harry, a charming house thief, gets more than he bargains for during an attempted burglary when he stumbles upon Daisy and decides to save her from herself, sending both of them into a darkly comedic journey of self discovery and love.

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

    Popcorn FlickMovies like this
  20. L.A. Without a Map (1999)

    An aspiring Hollywood actress, on a visit to a charming North England town, has a brief fling with the town undertaker, who also writes obituaries for the local paper. Returning home, where she works as a waitress at a Japanese restaurant, she tells everyone about the handsome "writer" she met on her trip. Unfortunately, he decides to follow her back to Hollywood, setting up the expected light romantic comedy with asides as the newcomer gains experience about the goings on in Hollywood.

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

  21. 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 & drama

    Popcorn FlickMovies like this
  22. 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 & drama

    Popcorn FlickMovies like this
  23. Bollywood/Hollywood (2002)

    Rahul Seth is a dashing young millionaire who believes he is "western" enough to rebel against his mother and grandmother. They are not too keen about his Caucasian girlfriend Kimberly who, to make matters worse, is a pop star. Before you can say "karmic intervention," Kimberly dies in a freak accident and Rahul is devastated. Instead of allowing him to mourn in peace, Rahul's mother sees the opportunity she's been waiting for. She threatens to call off his sister's wedding unless he finds himself a "nice Indian girl." Rahul enlists the services of Sue, a fiercely independent escort whom he believes to be Hispanic, and therefore not "married" to the conventions taught to young Indian women. With a wink in her eye, Sue accepts the deal to pose as his Indian bride-to-be. She needs the money and having never been a fan of the typical Indian male, she feels her heart is safe. The charade begins....

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

  24. 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 drama & romance

  25. 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 drama & comedy

  26. Desert Hearts (1985)

    While waiting for her divorce papers, a repressed literature professor finds herself unexpectedly attracted by a carefree, spirited young woman named Cay.

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

    Worth the HypeMovies like this
  27. Fire (1997)

    In a barren, arranged marriage to an amateur swami who seeks enlightenment through celibacy, Radha's life takes an irresistible turn when her beautiful young sister-in-law seeks to free herself from the confines of her own loveless marriage.

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

    Popcorn FlickMovies like this
  28. Beyond Silence (1996)

    Beyond Silence is about a family and a young girl’s coming of age story. This German film looks into the lives of the deaf and at a story about the love for music. A girl who has always had to translate speech into sign language for her deaf parents yet when her love for playing music grows strong she must decide to continue doing something she cannot share with her parents.

    Why it matches: Similar story and style · both drama

    Popcorn FlickMovies like this
  29. Grbavica: The Land of My Dreams (2006)

    A woman and her daughter struggle to make their way through the aftermath of the Balkan war.

    Why it matches: Similar story and style · both drama

    Popcorn FlickMovies like this
  30. Cléo from 5 to 7 (1962)

    Agnès Varda eloquently captures Paris in the sixties with this real-time portrait of a singer set adrift in the city as she awaits test results of a biopsy. A chronicle of the minutes of one woman’s life, Cléo from 5 to 7 is a spirited mix of vivid vérité and melodrama, featuring a score by Michel Legrand and cameos by Jean-Luc Godard and Anna Karina.

    Why it matches: Similar story and style · both drama

    Worth the HypeMovies like this

Like Around the Pink House and something else?

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

Frequently asked questions

What are the best movies like Around the Pink House?

The closest matches to Around the Pink House are He Said, She Said (1991), Love & Sex (2000) and Walking and Talking (1996). Below are 27 more, each with the reason it matches.

What should I watch after Around the Pink House?

Start with He Said, She Said (1991), the closest match to Around the Pink House.

What is the highest-rated movie like Around the Pink House?

Love Don't Co$t a Thing (2003), rated 7.7/10 by 743 TMDB users.

What is the newest movie like Around the Pink House?

The Best You Can (2025) is the most recent release on this list.

Are there English movies like Around the Pink House?

Yes: He Said, She Said (1991), Love & Sex (2000) and Walking and Talking (1996).

How are movies similar to Around the Pink House chosen?

First come films that Trakt’s viewers watch alongside Around the Pink House, 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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