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Movies like The Appointments of Dennis Jennings (1988)

The best movies like The Appointments of Dennis Jennings (1988) are Ricky Gervais: Mortality (2025), Taylor Tomlinson: Look at You (2022) and Banana Split (2018). If The Appointments of Dennis Jennings hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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

    Popcorn FlickMovies like this
  2. Taylor Tomlinson: Look at You (2022)

    Breakups. Therapy. Bangs. Taylor's gone through some stuff since her quarter-life crisis, and she spins her mental health journey into insightful comedy.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  3. 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

    Popcorn FlickMovies like this
  4. Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)

    A struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by night.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  5. Ricky Gervais: Humanity (2018)

    In his first special in seven years, Ricky Gervais slings his trademark snark at celebrity, mortality and a society that takes everything personally.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  6. The Wedding Year (2019)

    A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.

    Why it matches: Recommended by TMDB viewers · both comedy

  7. 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

    Popcorn FlickMovies like this
  8. Spa Weekend (2026)

    Four lifelong friends realize that somewhere between careers, relationships, families, and everyday responsibilities, they’ve forgotten how to take care of themselves and each other. Burned out and overdue for a break, the women escape to a luxury spa retreat for an unforgettable weekend dedicated to fun, laughter, and a lot of really bad decisions.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  9. 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
  10. 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

    Popcorn FlickMovies like this
  11. 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
  12. One Night at McCool's (2001)

    On an ordinary night, in an ordinary part of town, a beautiful young woman walks into a bar. Her name is Jewel, and before long she is chatting to bartender Randy. The pair leave together, but he ends up getting into a tussle with her criminal boyfriend, who she then shoots dead, later persuading Randy to take the rap for her. But this isn't the end of it, as both Randy's cousin Carl and the detective assigned to the murder case also fall for Jewel's charms and find themselves caught up in the ensuing events. It seems that any man who meets Jewel falls instantly in love with her, and she's going to use this fully to her own advantage, leaving a trail of havoc in her wake. It also seems that she is going to get away with it - that is, until Randy decides to hire a hitman...

    Why it matches: Recommended by TMDB viewers · both comedy

  13. Eenie Meanie (2025)

    A former teenage getaway driver gets dragged back into her unsavory past when a former employer offers her a chance to save the life of her chronically unreliable ex-boyfriend.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  14. John Mulaney: Baby J (2023)

    A chaotic intervention. An action-packed stay in rehab. After a weird couple of years, John Mulaney comes out swinging in his return to the stage.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  15. Ali Wong: Single Lady (2024)

    After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  16. 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
  17. Die, Mommie, Die! (2003)

    Angela Arden is a washed up, has-been singing star who is trapped in a hateful marriage to film producer Sol Sussman. In an attempt to escape her marriage so that she can be with a hunky layabout, she poisons her husband. However, Angela's manipulative daughter, gay son and alcoholic maid are not going to make it easy for her.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. Living in Oblivion (1995)

    Low-budget independent filmmaker Nick Reve tries to keep everything together as his production is plagued with an insecure actress, a megalomaniac star, a pretentious beret-wearing director of photography, and lousy catering.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  19. Hasan Minhaj: The King's Jester (2022)

    Filmed at the historic Brooklyn Academy of Music, Hasan Minhaj returns to Netflix with his second stand-up comedy special Hasan Minhaj: The King's Jester. In this hilarious performance, Hasan shares his thoughts on fertility, fatherhood, and freedom of speech.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  20. John Mulaney: Kid Gorgeous at Radio City (2018)

    John Mulaney relays stories from his childhood and "SNL," eviscerates the value of college and laments getting older in this electric comedy special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Absolute CinemaMovies like this
  21. El Materdor (2008)

    Mater is a matador fighting a herd of bulldozers in Spain. When Lightning McQueen enters the story, the bulldozers begin to chase him due to his red paint.

    Why it matches: Similar story and style · both comedy

  22. The Crimson Permanent Assurance (1983)

    A group of down-and-out accountants mutiny against their bosses and sail their office building onto the high seas in search of a pirate's life.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  23. Getting Ed Laid (2016)

    An 85-year-old professor staying in a hotel suite in Tokyo hires a hooker for one last hoorah. Afraid taking Viagra will kill him, he's waiting for a callback from a cardiologist when a quirky hooker shows up who is only around 20 years younger than him. Funny happens as these two lonely people discover - no matter what your age, life can surprise you.

    Why it matches: Similar story and style · both comedy

  24. Brian and Charles (2018)

    A lonely farmer and his droll yet excitable robot companion.

    Why it matches: Similar story and style · both comedy

  25. In My Life (2009)

    A headstrong woman moves to New York and must come to terms with her estranged gay son and his partner.

    Why it matches: Similar story and style · both comedy

  26. The Cactus Kid (1930)

    Mickey walks into the tavern where Minnie is dancing, and begins to dance and play piano himself. Pegleg Pete comes in and treats Minnie badly. Mickey tries to defend her, but Pete steals her away. Mickey, riding Horace Horsecollar, gives chase. He manages to throw Pete off a cliff.

    Why it matches: Similar story and style · both comedy

  27. Off Beat (1986)

    Joe Gower's job is skating through library shelves, fetching books. A police officer/friend of his is chosen to participate in a charity dance performance. Gower agrees to take his place in the show by posing as a police officer. He falls for a female officer in the show and gets into various scrapes with fellow cops and also crooks. And he dances.

    Why it matches: Similar story and style · both comedy

  28. The Gay Intruders (1948)

    Psychiatrists move in with bickering stage spouses and start bickering too.

    Why it matches: Similar story and style · both comedy

  29. Murder Over New York (1940)

    When Charlie's old friend from Scotland Yard is murdered when they attend a police convention in New York, Chan picks up the case he was working on.

    Why it matches: Similar story and style · both comedy

  30. Bela Lugosi Meets a Brooklyn Gorilla (1952)

    The entertainment duo Mitchell & Petrillo, en route to a USO show for troops in Guam, fall out of their plane and end up on the jungle island of Cola Cola, where the mad scientist Dr. Zabor is conducting evolutionary experiments.

    Why it matches: Similar story and style · both comedy

Like The Appointments of Dennis Jennings and something else?

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Frequently asked questions

What are the best movies like The Appointments of Dennis Jennings?

The closest matches to The Appointments of Dennis Jennings are Ricky Gervais: Mortality (2025), Taylor Tomlinson: Look at You (2022) and Banana Split (2018). Below are 27 more, each with the reason it matches.

What should I watch after The Appointments of Dennis Jennings?

Start with Ricky Gervais: Mortality (2025), the closest match to The Appointments of Dennis Jennings.

What is the highest-rated movie like The Appointments of Dennis Jennings?

John Mulaney: Kid Gorgeous at Radio City (2018), rated 7.9/10 by 259 TMDB users.

What is the newest movie like The Appointments of Dennis Jennings?

Spa Weekend (2026) is the most recent release on this list.

Are there English movies like The Appointments of Dennis Jennings?

Yes: Ricky Gervais: Mortality (2025), Taylor Tomlinson: Look at You (2022) and Banana Split (2018).

How are movies similar to The Appointments of Dennis Jennings chosen?

First come films that Trakt’s viewers watch alongside The Appointments of Dennis Jennings, 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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