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Movies like The Pity Card (2006)

The best movies like The Pity Card (2006) are Kissing Jessica Stein (2002), Banana Split (2018) and Driver's Ed (2026). If The Pity Card hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Kissing Jessica Stein (2002)

    Jessica, a Jewish copy editor living and working in New York City, is plagued by failed blind dates with men, and decides to answer a newspaper's personal advertisement. The advertisement has been placed by 'lesbian-curious' Helen Cooper, a thirtysomething art gallerist.

    Why it matches: Recommended by TMDB viewers · both comedy

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  2. Banana Split (2018)

    After a messy breakup with her high school boyfriend, April strikes up an unexpected platonic friendship with his new girlfriend, Clara.

    Why it matches: Recommended by TMDB viewers · both comedy

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  3. Driver's Ed (2026)

    A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.

    Why it matches: Recommended by TMDB viewers · both comedy

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  4. Desperate Living (1977)

    After killing her husband, Peggy Gravel and her murderous maid Grizelda wind up in the crazy town of Mortville, where Queen Carlotta presides over a sleazy collection of misfits.

    Why it matches: Recommended by TMDB viewers · both comedy

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  5. Der Fuehrer's Face (1943)

    A marching band of Germans, Italians, and Japanese march through the streets of swastika-motif Nutziland, serenading "Der Fuehrer's Face." Donald Duck, not living in the region by choice, struggles to make do with disgusting Nazi food rations and then with his day of toil at a Nazi artillery factory. After a nervous breakdown, Donald awakens to find that his experience was in fact a nightmare.

    Why it matches: Recommended by TMDB viewers · both comedy

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  6. The Simpsons in Plusaversary (2021)

    The Simpsons host a Disney+ Day party and everyone is on the list… except Homer. With friends from across the service and music fit for a Disney Princess, Plusaversary is Springfield's event of the year.

    Why it matches: Recommended by TMDB viewers · both comedy

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  7. Iliza Shlesinger: Freezing Hot (2015)

    Smart and brazen comedian Iliza Shlesinger shares her unflinchingly honest observations on the differences between men and women. Filled with hashtag-able catch phrases, this is a laugh-out-loud revelation exposing some of women’s best kept - and ugliest - secrets, including truths about first date attire, fantasy break-ups and the tireless pursuit of not being cold while still looking hot.

    Why it matches: Recommended by TMDB viewers · both comedy

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  8. The Girl Most Likely To... (1973)

    An ugly girl undergoes plastic surgery and becomes beautiful. She then takes revenge on all the people who mistreated her when she was ugly.

    Why it matches: Recommended by TMDB viewers · both comedy

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  9. How High (2001)

    Jamal and Silas, two ordinary guys who smoke something magical, pass their college entrance exams with flying colors and end up at Harvard. Ivy League ways are strange but Silas and Jamal take it in a stride -- until their supply of supernatural smoke runs dry. That's when they have to start living by their wits and rely on their natural resources to make the grade.

    Why it matches: Recommended by TMDB viewers · both comedy

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  10. Heathers (1989)

    A girl who halfheartedly tries to be part of the "in crowd" of her school meets a rebel who teaches her a more devious way to play social politics: by killing the popular kids.

    Why it matches: Recommended by TMDB viewers · both comedy

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  11. How to Irritate People (1969)

    A pre-Monty Python mockumentary, written by and presented by John Cleese, that provides tips on learning how to irritate people.

    Why it matches: Recommended by TMDB viewers · both comedy

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  12. 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
  13. 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

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  14. George Carlin: Back in Town (1996)

    Back in Town is George Carlin's ninth HBO special. It was also released on CD on September 17, 1996. This was also his first of many performances at the Beacon Theater in New York City. He rants about Abortion, The death penalty, prison farms, fart jokes, free floating hostility and words.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  15. One of Them Days (2025)

    When one roommate's boyfriend blows their rent money, two best friends embark on a chaotic race against time to avoid eviction while trying to keep their friendship intact.

    Why it matches: Recommended by TMDB viewers · both comedy

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  16. Mickey's Steam Roller (1934)

    While streetworker Mickey romances Minnie, Mickey's nephews Morty and Ferdie take control of his steamroller and it's full speed ahead on a very destructive ride.

    Why it matches: Recommended by TMDB viewers · both comedy

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  17. Don't Be a Menace to South Central While Drinking Your Juice in the Hood (1996)

    When Ashtray moves to South Central L.A. to live with his father (who appears to be the same age he is) and grandmother (who likes to talk tough and smoke reefer), he falls in with his gang-banging cousin Loc Dog, who along with the requisite pistols and Uzi carries a thermo-nuclear warhead for self-defense. Will Ashtray be able to keep living the straight life?

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  18. Larry David: Curb Your Enthusiasm (1999)

    Mock documentary about Seinfeld writer Larry David featuring contributions from his friends and colleagues. Larry makes a return to stand-up comedy and prepares to film a television special for HBO. This is the original special that gave birth to the long-running award-winning HBO series.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  19. Jimmy Carr: Natural Born Killer (2024)

    Jimmy Carr refutes the idea that you can't joke about anything these days with his edgy takes on gun control, religion, cancel culture and consent.

    Why it matches: Recommended by TMDB viewers · both comedy

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  20. Fun with Dick and Jane (1977)

    When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.

    Why it matches: Recommended by TMDB viewers · both comedy

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  21. YOYO (2017)

    Caroline can't stand that she is a virgin...and then the world ends. In post-apocalyptic LA, after a dust storm has wiped out the planet, she is convinced that Francis was sent as the man to pop her cherry. YOYO is a heartfelt, dark comedy about finding meaning in life, even when life ceases to exist.

    Why it matches: Similar story and style · both comedy

  22. Thousand Year Sleep (2007)

    Samantha, Lydia, Isabella, and Lisa. These four young women are about to learn that humanity is just an irrelevant flame burning nowhere in the vastness of space. Their dreams will be shattered and one man will marvel at the evil he has committed.

    Why it matches: Similar story and style · both comedy

  23. Rules of Reduction (2015)

    Billy is a man child who has developed 'The Pedo Instant', a product that acts as a repellent to those unsuspecting individuals who might invade his personal space. He calls his mom to boast about the product's effectiveness and the ensuing riches that are sure to follow. His mother displays grave concern and attempts to explain to her son why this might not be the best idea.

    Why it matches: Similar story and style · both comedy

  24. I Was a Teenage Werebear (2011)

    A repressed gay teen transforms into a beast after being bitten by a hunky classmate.

    Why it matches: Similar story and style · both comedy

  25. A Joke on Jane (1914)

    The roots of modern television situatuation comedy can be seen in this Beauty brand film. As American grew the Beauty brand was developed to feature actress Margarita Fisher. Her husband, Haryy Pollard, directed the Beauty films and occasionally acted in them. He plays the husband in this one.

    Why it matches: Similar story and style · both comedy

  26. Not Your Average Joe (2016)

    When a recently separated Dad attempts to go into a gay club for the first time pandemonium ensues.

    Why it matches: Similar story and style · both comedy

  27. Bandits (2001)

    After escaping from prison, Joe and Terry go on a crime spree, robbing banks through Oregon and California in order to finance their scheme for a new life south of the border. Unfortunately, things get more complicated when they meet Kate, who runs into them with her car. She joins the bandits on their cross-country spree, and eventually she steals something, too: their hearts.

    Why it matches: Similar story and style · both comedy

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  28. You're Next (1927)

    The three fat boys make the discovery that they are late for the barber school. There they ply their trade on various interesting customers.

    Why it matches: Similar story and style · both comedy

  29. The Most Normal Dude (2025)

    A story about a young man named Joonatan, who seeks closeness and practical physical touch from doctors.

    Why it matches: Similar story and style · both comedy

  30. Monique Will Not Save the World (2024)

    Observations on the life of a boring Belgian transwoman.

    Why it matches: Similar story and style · both comedy

Like The Pity Card and something else?

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

Frequently asked questions

What are the best movies like The Pity Card?

The closest matches to The Pity Card are Kissing Jessica Stein (2002), Banana Split (2018) and Driver's Ed (2026). Below are 27 more, each with the reason it matches.

What should I watch after The Pity Card?

Start with Kissing Jessica Stein (2002), the closest match to The Pity Card.

What is the highest-rated movie like The Pity Card?

Heathers (1989), rated 7.3/10 by 1,988 TMDB users.

What is the newest movie like The Pity Card?

Driver's Ed (2026) is the most recent release on this list.

Are there English movies like The Pity Card?

Yes: Kissing Jessica Stein (2002), Banana Split (2018) and Driver's Ed (2026).

How are movies similar to The Pity Card chosen?

First come films that Trakt’s viewers watch alongside The Pity Card, 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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