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Movies like Penelope Pulls It Off (1975)

The best movies like Penelope Pulls It Off (1975) are Hard to Die (1990), The Overnight (2015) and Pocket Listing (2016). If Penelope Pulls It Off hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Hard to Die (1990)

    While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series of killings six months previously, is at the bottom of the whole thing. Little do they know the real horror that they face in the end.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  2. The Overnight (2015)

    Alex, Emily, and their son, RJ, are new to Los Angeles. A chance meeting at the park introduces them to the mysterious Kurt, Charlotte, and Max. A family “playdate” becomes increasingly interesting as the night goes on.

    Why it matches: Recommended by TMDB viewers · both comedy

  3. Pocket Listing (2016)

    A satirical thriller about L.A.'s real estate roller coaster. Double crosses, adultery, murder, mistaken identity, and revenge ensues when a mysterious power player and his sultry wife hire a disgraced Los Angeles property broker to discreetly market and sell their Malibu villa.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  4. Who Is Cletis Tout? (2001)

    With a hitman’s gun aimed at him, Finch tells the story of how he broke out of jail, fell in love, and took the identity of a man wanted by the Mafia.

    Why it matches: Recommended by TMDB viewers · both comedy

  5. The Horse's Mouth (1958)

    Gulley Jimson is a boorish aging artist recently released from prison. A swindler in search of his next art project, he hunkers down in the penthouse of would-be patrons the Beeders while they go on an extended vacation; he paints a mural on their wall, pawns their valuables and, along with the sculptor Abel, inadvertently smashes a large hole in their floor. Jimson's next project is an even larger wall in an abandoned church.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  6. South Park (Not Suitable for Children) (2023)

    After it's discovered that a teacher at South Park Elementary has an OnlyFans page, Randy is compelled to take a closer look at the seedy underbelly of the world of online influencers.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  7. Shane Gillis: Beautiful Dogs (2023)

    In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  8. Ricky Gervais: Armageddon (2023)

    Ricky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  9. Novocaine (2001)

    A dentist finds himself a murder suspect after a sexy patient seduces him into prescribing her drugs.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  10. Ricky Gervais: Mortality (2025)

    Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  11. Cotton Comes to Harlem (1970)

    Harlem's African-American population is being ripped off by the Rev. Deke O'Malley, who dishonestly claims that small donations will secure parcels of land in Africa. When New York City police officers Gravedigger Jones and Coffin Ed Johnson look into O'Malley's scam, they learn that the cash is being smuggled inside a bale of cotton. However, the police, O'Malley, and lots of others find themselves scrambling when the money goes missing.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  12. 68 Kill (2017)

    Chip's problem is that he can't say no to beautiful women. This weakness gets him into a world of trouble when he agrees to help his girlfriend steal $68,000.

    Why it matches: Recommended by TMDB viewers · both comedy

  13. Louis C.K.: Oh My God (2013)

    Filmed at the Celebrity Theatre in Phoenix, AZ on February 15th and 16th, 2013, Oh My God is Louis C.K.'s fifth stand-up special, his first for HBO since 2007's Shameless, and his first since winning a Emmy Award for writing on his acclaimed show on FX, Louie. Performed in the round in front of a live audience, he discusses such topics as the food chain, animals, divorce, strange anecdotes, broken morality, murder and mortality.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  14. Pink Flamingos (1972)

    Notorious Baltimore criminal and underground figure Divine goes up against Connie & Raymond Marble, a sleazy married couple who make a passionate attempt to humiliate her and seize her tabloid-given title as "The Filthiest Person Alive".

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  15. Bill Burr: Drop Dead Years (2025)

    In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  16. Dave Chappelle: The Unstoppable... (2025)

    Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Smokin' Aces (2006)

    When a Las Vegas performer-turned-snitch named Buddy Israel decides to turn state's evidence and testify against the mob, it seems that a whole lot of people would like to make sure he's no longer breathing.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. Pretty Persuasion (2005)

    A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.

    Why it matches: Recommended by TMDB viewers · both comedy

  19. Accident Man (2018)

    Mike Fallon, the Accident Man, is a stone cold killer. When a loved one is murdered by his own crew, Fallon is forced to avenge the one person who actually meant something to him.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Pulp Fiction (1994)

    A burger-loving hit man, his philosophical partner, a drug-addled gangster's moll and a washed-up boxer converge in this sprawling, comedic crime caper. Their adventures unfurl in three stories that ingeniously trip back and forth in time.

    Why it matches: Recommended by TMDB viewers · both comedy

    Absolute CinemaMovies like this
  21. Another Gay Movie (2006)

    Andy is your typical All-American eighteen-year-old gay virgin. Like everyone else, he's dying to have sex. Totally out of the closet and mad-crazy horny, this naïve high school senior is caught in that awkward vortex between child and adult. Much to the dismay of his mom (who wonders why all her carrots and cucumbers keep disappearing), Andy spends much of his private time practicing for the big moment when he'll finally take the plunge.

    Why it matches: Similar story and style · both comedy

  22. That Touch of Mink (1962)

    Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  23. Big Stan (2007)

    A weak con man panics when he learns he's going to prison for fraud. He hires a mysterious martial arts guru who helps transform him into a martial arts expert who can fight off inmates who want to hurt or love him.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  24. Buying the Cow (2002)

    A commitment-averse man frantically hits the dating scene after his girlfriend starts pressuring him to pop the question.

    Why it matches: Similar story and style · both comedy

  25. Sex Drive (2008)

    A high school senior drives cross-country with his best friends to hook up with a babe he met online.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  26. A Dirty Shame (2004)

    Sylvia Stickles runs a convenience store with her husband and mother-in-law. One day, Sylvia is hit on the head and transforms from an uptight prude to a sex-crazed lunatic. As she goes on a rampage through town, Sylvia attracts the attention of Ray Ray, a sexual healer and tow truck driver in search of the world's greatest orgasm. Their sexual revolution, however, causes a class war in their tiny Baltimore community.

    Why it matches: Similar story and style · both comedy

  27. Screwballs (1983)

    Welcome to T & A High, where the entire student body including campus virgin Purity Busch, chronic masturbator Melvin Jerkovski, repressed Principal Stuckoff and blonde bombshell Bootsie Goodhead all must rise to the challenges of freshman breast exams, bikini cheerleader attacks, inappropriate uses of bowling ball holes and much more.

    Why it matches: Similar story and style · both comedy

  28. Jumpin' at the Bedside (1976)

    The head of a big engineering firm is a workaholic who neglects his pretty young wife - leading to her joining an "escort" service as a means of sexual relief. All is well, until the escort service is hired to entertain the engineering firm's clients at a swingers' party.

    Why it matches: Similar story and style · both comedy

  29. Bedside Highway (1972)

    In this Danish sex comedy, precisely opposite goals lead a young official of the Department of Roads and Traffic and all the women of the local village to end up in the sack. His goal is to get them to sign papers allowing a new highway to go through the middle of town. Their goal is to get him to re-route the highway.

    Why it matches: Similar story and style · both comedy

  30. The Big Bet (1985)

    A high school student obsessed with sex tries to seduce both his beautiful older neighbor and the shy new girl in school over a bet, only to end up falling in love.

    Why it matches: Similar story and style · both comedy

Like Penelope Pulls It Off and something else?

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

Frequently asked questions

What are the best movies like Penelope Pulls It Off?

The closest matches to Penelope Pulls It Off are Hard to Die (1990), The Overnight (2015) and Pocket Listing (2016). Below are 27 more, each with the reason it matches.

What should I watch after Penelope Pulls It Off?

Start with Hard to Die (1990), the closest match to Penelope Pulls It Off.

What is the highest-rated movie like Penelope Pulls It Off?

Pulp Fiction (1994), rated 8.5/10 by 31,289 TMDB users.

What is the newest movie like Penelope Pulls It Off?

Ricky Gervais: Mortality (2025) is the most recent release on this list.

Are there German movies like Penelope Pulls It Off?

The closest matches are in other languages.

How are movies similar to Penelope Pulls It Off chosen?

First come films that Trakt’s viewers watch alongside Penelope Pulls It Off, 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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