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Movies like The Generous Lover (1990)

The best movies like The Generous Lover (1990) are Don't Think Twice (2016), Better Living Through Chemistry (2014) and It Runs in the Family (2003). If The Generous Lover 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. Don't Think Twice (2016)

    An improv group deals with several crises, including the loss of their lease and one member hitting the big time.

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

    Popcorn FlickMovies like this
  2. Better Living Through Chemistry (2014)

    A straight-laced pharmacist's uneventful life spirals out of control when he starts an affair with a trophy wife customer who takes him on a joyride involving sex, drugs and possibly murder.

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

  3. It Runs in the Family (2003)

    This is the story of a dysfunctional New York family, and their attempts to reconcile

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

    Popcorn FlickMovies like this
  4. The Trip to Italy (2014)

    Years after their successful restaurant review tour of Northern England, Steve Coogan and Rob Brydon are commissioned for a new tour in Italy.

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

    Popcorn FlickMovies like this
  5. Chloe and Theo (2015)

    A young woman, Chloe, living by her wits on the streets of New York City, has a chance meeting with a wise Inuit Eskimo, Theo, who was sent to New York by his elders to provide a message to the people of the world – We either change our destructive was or be destroyed by them. Chloe, who has been searching for something to believe in, becomes inspired by Theo and , with the help of a kind lawyer, Monica, the three of them present Theo’s story to the United Nations in hopes of creating a better future for all of us.

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

  6. The Good Half (2024)

    Renn Wheeland returns home to Cleveland for his mother's funeral. Once there, he forges new relationships while healing old ones, before confronting his problems and trying to face his grief.

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

    Popcorn FlickMovies like this
  7. Madea Goes to Jail - The Play (2006)

    Madea returns in another hilarious story in which she gets sent to the big house. But regardless of the circumstances, she gives her trademark advice and wisdom to her friends and family as they learn the importance of letting go, moving on, and forgiveness.

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

    Worth the HypeMovies like this
  8. Feel the Beat (2020)

    After failing to make it on Broadway, April returns to her hometown and reluctantly begins training a misfit group of young dancers for a competition.

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

    Worth the HypeMovies like this
  9. Best Man Down (2012)

    A newlywed couple cancels their honeymoon and returns to the snowy Midwest to make the funeral arrangements for their best man, who died unexpectedly after their ceremony.

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

    Popcorn FlickMovies like this
  10. Roll Bounce (2005)

    In the summer of 1978, a teenager and his group of friends face new challenges when their neighborhood roller-skating rink closes, forcing them to visit a different rink.

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

    Popcorn FlickMovies like this
  11. Mr. Morgan's Last Love (2013)

    A widowed professor living in Paris develops a special relationship with a younger French woman.

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

    Popcorn FlickMovies like this
  12. Wild Oats (2016)

    Everything changes for Eva when she receives an insurance settlement check accidentally made out for $5,000,000 instead of the expected $50,000. She and her best friend take the money and head out for the adventure of a lifetime.

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

    Popcorn FlickMovies like this
  13. The Way to the Heart (2024)

    Ava, an award-winning chef at a big-city restaurant, has lost her spark. Her boss sends her out to find herself to save her menu and her job. She returns home and finds little to inspire her, but when she reunites with her childhood friend Logan, Ava has to get her head out of the clouds and her foot out of her mouth to rediscover her passion for food.

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

    Absolute CinemaMovies like this
  14. Free Rein: The Twelve Neighs of Christmas (2018)

    As Bright Fields preps for its Mistletoe Ball, a broken ornament leads Zoe to a family secret, while Gaby finds herself at the mercy of new boss Mia.

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

    Popcorn FlickMovies like this
  15. Chang Can Dunk (2023)

    Chang, a 16-year-old, Asian American, bets the high school basketball star that he can dunk by Homecoming. The bet leads 5' 8" Chang on a quest to learn to dunk—not only to impress his crush, Kristy, but to gain the respect of his high school peers too. But before he can rise up and truly throw one down, he'll have to reexamine everything he knows about himself, his friendships and his family.

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

    Popcorn FlickMovies like this
  16. The Marriage Escape (2020)

    Jan has been married to Gedda for 35 years. Gedda loves Jan so much that she smothers him: before he can grab a glass from the table, she has already given him one. She picks out his clothing, his friends, his vacations and all their other activities. In an attempt to get some space Jan concocts a strange plan that literally transforms his marriage into a locked ward. Their daughter finds herself in a similar predicament with her exacting and jealous boyfriend.

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

    Worth the HypeMovies like this
  17. Strike! (1998)

    In 1963 New England, a group of friends at an all-girls academy learn that they're going to be combined with a nearby all-boys institution. They concoct a plan to save their school while dealing with everyday problems along the way.

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

    Popcorn FlickMovies like this
  18. The Trouble with Angels (1966)

    Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pranks on both the unsuspecting nuns and their unpleasant classmates, becoming a constant thorn in Mother Superior's side. However, as the years pass, Mary and Rachel slowly mature and begin to see the nuns in a different light.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. Gabriel Iglesias: Aloha Fluffy (2013)

    ALOHAAAAA! Internationally acclaimed comedian, Gabriel Iglesias, returns to Comedy Central with his latest stand-up special taped at Honolulu’s Hawaii Theatre Center. Watch as Fluffy brings the house down yet again in this complete special with his unique and animated show that has made him popular among fans of all ages. Aloha Fluffy is sure to be a comedy classic, making this extended and uncensored special a must-own.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  20. Adventures in Public School (2018)

    A socially-awkward, home-schooled kid forces his way into public school against his suffocating, but loving, mother's wishes.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  21. Fine (2016)

    A short film about the endless fight of two woman. A Mexican and Bosnian co-production set in Sarajevo.

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

  22. Wilbur Wants to Kill Himself (2002)

    The strange comedy film of two close brothers; one, Wilbur, who wants to kill himself, and the other, Harbour, who tries to prevent this. When their father dies leaving them his bookstore they meet a woman who makes their lives a bit better yet with a bit more trouble as well.

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

    Popcorn FlickMovies like this
  23. Zoo (1988)

    Martina lives in the Rome's zoo, because her father is the guardian. She becomes friend with a young Slavic escaped from a gypsy camp. When the police arrives searching for the kid, they run away riding an elephant!

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

  24. My Life Without Me (2003)

    A fatally ill mother with only two months to live creates a list of things she wants to do before she dies without telling her family of her illness.

    Why it matches: Similar story and style · both drama

    Popcorn FlickMovies like this
  25. Open Hearts (2002)

    Cecilie and Joachim are about to get married when a freak car accident leaves Joachim disabled, throwing their lives into a spin. The driver of the other car, Marie, and her family don’t get off lightly, either. Her husband Niels works in the hospital where he meets Cecilie and falls madly in love with her.

    Why it matches: Similar story and style · both drama

    Worth the HypeMovies like this
  26. The Secret Life of Words (2005)

    A solitary nurse bonds with a badly burned patient who survived an accident on an oil rig.

    Why it matches: Similar story and style · both drama

    Worth the HypeMovies like this
  27. Boys Don't Cry (1999)

    A young transgender man explores his gender identity and searches for love in rural Nebraska.

    Why it matches: Similar story and style · both drama

    Worth the HypeMovies like this
  28. Butch Jamie (2008)

    The film follows the story of Jamie, a struggling butch lesbian actress who gets cast as a man in a film. The main plot is a romantic comedy between Jamie's male alter-ego, "Male Jamie," and Jill, a heterosexual woman on set. The film's subplots include Jamie's bisexual roommate Lola and her cat actor Howard, Lola's abrasive butch German girlfriend Andi, and Jamie's gay Asian friend David.

    Why it matches: Similar story and style · both comedy

  29. Cargo (2019)

    Aboard a spaceship where souls of the deceased are readied for reincarnation, a lone crew member's rigid existence is disrupted by a spry new assistant.

    Why it matches: Similar story and style · both drama

  30. Killing the Devil (1970)

    A lonely woman gets more than she bargained for when she begins wooing Mr Devil, an insatiable glutton who turns out to be the boyfriend from Hell.

    Why it matches: Similar story and style · both comedy

Like The Generous Lover and something else?

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

Frequently asked questions

What are the best movies like The Generous Lover?

The closest matches to The Generous Lover are Don't Think Twice (2016), Better Living Through Chemistry (2014) and It Runs in the Family (2003). Below are 27 more, each with the reason it matches.

What should I watch after The Generous Lover?

Start with Don't Think Twice (2016), the closest match to The Generous Lover.

What is the highest-rated movie like The Generous Lover?

Feel the Beat (2020), rated 7.5/10 by 1,187 TMDB users.

What is the newest movie like The Generous Lover?

The Good Half (2024) is the most recent release on this list.

How are movies similar to The Generous Lover chosen?

First come films that Trakt’s viewers watch alongside The Generous Lover, 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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