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Movies like The Saddest Boy in the World (2006)

The best movies like The Saddest Boy in the World (2006) are The Swan (2023), F the Prom (2017) and Chloe and Theo (2015). If The Saddest Boy in the World hooked you with its drama and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Swan (2023)

    Two large, ignorant bullies ruthlessly pursue a small, brilliant boy in this young adult Roald Dahl short story.

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

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  2. F the Prom (2017)

    Maddy and Cole were inseparable friends until high school started and Maddy became the most popular girl on campus. When she starts feeling lonely and heartbroken, she reconnects with Cole and the duo conspire to destroy the ultimate teen popularity contest

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

  3. 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

  4. Bleak Moments (1972)

    Moments from the uncompromisingly bleak existence of a secretary, her intellectually disabled sister, aloof and uneasy teacher boyfriend, bizarre neighbor and irritating workmate.

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

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  5. 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

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  6. Blinded by the Light (2019)

    In 1987, during the austere days of Thatcher’s Britain, a teenager learns to live life, understand his family, and find his own voice through the music of Bruce Springsteen.

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

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  7. 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
  8. Mickey's Birthday Party (1942)

    The gang throws Mickey a surprise birthday party; his present is an electric organ, which Minnie plays while Mickey does a jazzy dance. Goofy bakes the cake, but keeps having trouble with it falling. The gang does a conga line to a Latin tune.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  9. Dug's Special Mission (2009)

    Dug is sent on foolish missions by Alpha, Beta, and Gamma so they can hunt for the Bird of Paradise Falls by themselves. Dug may find that where he belongs is not where he's been looking.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  10. Perfect Day (1929)

    Two families embark on a pleasant Sunday picnic but manage to run into a variety of issues with their temperamental automobile. Each incident requires repeated exits and reboardings by Laurel, Hardy, their wives and grouchy, gout-ridden Uncle Edgar.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  11. Snoopy Presents: Welcome Home, Franklin (2024)

    Franklin is new to town and hoping to make friends, but his usual tactics don't work on the Peanuts gang. When the Soap Box Derby arrives, he's sure it's a chance to impress new pals and teams up with the only other unpartnered kid: Charlie Brown.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  12. Our Wife (1931)

    Oliver is making plans to marry his sweetheart Dulcy with Stan as his best man, but the plans are thwarted when Dulcy's father sees a picture of Ollie and forbids the marriage. The couple plan to elope, and run away to a Justice of the Peace. After typical Laurel and Hardy blundering, they manage to sneak the girl away from her father's house.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  13. Tangled Ever After (2012)

    The kingdom is in a festive mood as everyone gathers for the royal wedding of Rapunzel and Flynn. However, when Pascal and Maximus, as flower chameleon and ring bearer, respectively, lose the gold bands, a frenzied search and recovery mission gets underway. As the desperate duo tries to find the rings before anyone discovers that they’re missing, they leave behind a trail of comical chaos that includes flying lanterns, a flock of doves, a wine barrel barricade and a very sticky finale. Will Maximus and Pascal save the day and make it to the church in time? And will they ever get Flynn’s nose right?

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  14. A Day's Pleasure (1919)

    A father takes his family for an outing, which turns out to be a ridiculous trial.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  15. 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
  16. Me and My Pal (1933)

    On the morning of his wedding to oil baron Peter Cucumber's daughter, Ollie receives a jigsaw puzzle from Stan as a wedding gift. The boys soon become absorbed in the puzzle. A taxi driver, butler, policeman and messenger boy join in as well.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Beau Hunks (1931)

    Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. For the Birds (2000)

    One by one, a flock of small birds perches on a telephone wire. Sitting close together has problems enough, and then comes along a large dopey bird that tries to join them. The birds of a feather can't help but make fun of him—and their clique mentality proves embarrassing in the end.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  19. Dinner for One (1963)

    A very old woman wants to have dinner with her friends. As they are all dead, the butler has to play the role of every guest.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  20. Shanghaied (1915)

    A shipowner intends to scuttle his ship on its last voyage to get the insurance money. Charlie, a tramp in love with the owner's daughter, is grabbed by the captain and promises to help him shanghai some seamen. The daughter stows away to follow Charlie. Charlie assists in the galley and attempts to serve food during a gale.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  21. BEYOND SIGHT (2025)

    In Beyond Sight, Dália is a teenager desperate to belong, even if it means adopting the cruel prejudices of her toxic group of friends. But when an unexpected accident leaves her blind, Dália finds herself on the other side of the judgment she once inflicted. Struggling to adapt, she crosses paths with a mysterious doctor who offers her a chance to regain her sight—through an experimental substance that promises not just vision, but a transformation into her best self: Zoe.

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

  22. Homesick Scientists (2011)

    Four field researchers want to go home. Unfortunately, one of them apparently lost his mind. Since the return is not possible, as long as they remain in this state, ignited a controversy about what to do with him. Where do they come back and what was the object of their research, now becomes a much more important question.

    Why it matches: Similar story and style · both comedy

  23. I'm the Police (2014)

    Two guys in their early twenties, a hitchhiking Dutch student and a Swedish police officer with a broken police car, meet each other on a Swedish country road. On their way to the gas station, their suspicious understanding gradually changes.

    Why it matches: Similar story and style · both comedy

  24. South of Heaven (2019)

    When his boyfriend shows up unannounced, Elias' religious family learns their son's darkest secret.

    Why it matches: Similar story and style · both drama

  25. Peregrine (2023)

    When a boy is pushed by his Father to steal a rare Peregrine egg, he finds strength in the natural world to stand up to his Father and experiences his first sense of freedom.

    Why it matches: Similar story and style · both drama

  26. Kind Mother (2025)

    An estranged mother arrives at the silent retreat that her daughter is attending. When the two women engage in an unusual - and fantastical - power struggle, limits are tested, generational trauma is brought to light, and together they must grapple with mortality and forgiveness.

    Why it matches: Similar story and style · both drama

  27. My Friend Shokat (2018)

    A young Persian-American boy takes matters into his own hands to save his pet goat from being eaten.

    Why it matches: Similar story and style · both drama

  28. Daughter (2016)

    Daughter explores the way women are viewed in society by following three female characters on a Friday night out in St Kilda, who's lives become entwined and affected by an act of violence this fateful night. The award winning short film and an awareness project was inspired by the tragic murder cases of Jill Meagher in Brunswick and St Kilda's own Tracy Connelly, whose occupation as a sex worker was highlighted in the media, leading to her murder and personal story being sadly overshadowed. The main themes explored in the film are violence against women and victim blaming, shown through the eyes of three female leads, lead by Katherine Langford (13 Reasons Why) as Scarlett, Aisha Tara (Heartbreak High) as Jemma and Carolyn Rey as Alethea.

    Why it matches: Similar story and style · both drama

  29. Lilies (2014)

    On a lonely night, at an unnamed town, Charlotte sits in a diner after a long drive from the middle of-nowhere. As she drinks her cup of stale coffee and reminisces about her journey, the door suddenly opens, and in come her ex girlfriend, Cleo, with a new male lover.

    Why it matches: Similar story and style · both drama

  30. Longing (2014)

    When Michal finds out her husband Meir is having an affair with a man, her world collapses. Not only is she is forced to deal with sexual rejection from Meir, she also has to endure social rejection.

    Why it matches: Similar story and style · both drama

Like The Saddest Boy in the World and something else?

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

Frequently asked questions

What are the best movies like The Saddest Boy in the World?

The closest matches to The Saddest Boy in the World are The Swan (2023), F the Prom (2017) and Chloe and Theo (2015). Below are 27 more, each with the reason it matches.

What should I watch after The Saddest Boy in the World?

Start with The Swan (2023), the closest match to The Saddest Boy in the World.

What is the highest-rated movie like The Saddest Boy in the World?

For the Birds (2000), rated 7.5/10 by 1,364 TMDB users.

What is the newest movie like The Saddest Boy in the World?

Kind Mother (2025) is the most recent release on this list.

Are there English movies like The Saddest Boy in the World?

Yes: The Swan (2023), F the Prom (2017) and Chloe and Theo (2015).

How are movies similar to The Saddest Boy in the World chosen?

First come films that Trakt’s viewers watch alongside The Saddest Boy in the World, 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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