Movies Like The Appointments of Dennis Jennings
If you liked The Appointments of Dennis Jennings (1988), a comedy movie directed by Dean Parisot, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.
- 1

Ricky Gervais: Mortality (2025)
★ 7/10Also comedyRicky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
- 2

Ricky Gervais: Humanity (2018)
★ 7.6/10Also comedyIn his first special in seven years, Ricky Gervais slings his trademark snark at celebrity, mortality and a society that takes everything personally.
- 3

Spa Weekend (2026)
★ 6.5/10Also comedyFour lifelong friends escape to a luxury spa retreat to reconnect, unwind and rediscover themselves, but their weekend of relaxation soon turns into a series of wild adventures and bad decisions.
- 4

Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)
★ 6.8/10Also comedyA 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.
- 5

How High (2001)
★ 6.4/10Also comedyJamal 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…
- 6

The Wedding Year (2019)
★ 5.9/10Also comedyA commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.
- 7

Banana Split (2018)
★ 6.6/10Also comedyAfter a messy breakup with her high school boyfriend, April strikes up an unexpected platonic friendship with his new girlfriend, Clara.
- 8

Driver's Ed (2026)
★ 6.9/10Also comedyA 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.
- 9

John Mulaney: Kid Gorgeous at Radio City (2018)
★ 7.9/10Also comedyJohn Mulaney relays stories from his childhood and "SNL," eviscerates the value of college and laments getting older in this electric comedy special.
- 10

Die, Mommie, Die! (2003)
★ 6.6/10Also comedyAngela 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…
- 11

One Night at McCool's (2001)
★ 5.9/10Also comedyOn 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…
- 12

Eenie Meanie (2025)
★ 6.3/10Also comedyA 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.
- 13

Taylor Tomlinson: Look at You (2022)
★ 7.2/10Also comedyBreakups. Therapy. Bangs. Taylor's gone through some stuff since her quarter-life crisis, and she spins her mental health journey into insightful comedy.
- 14

Jackass Presents: Bad Grandpa (2013)
★ 6.2/10Also comedy86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
- 15

Hard to Die (1990)
★ 6/10Also comedyWhile 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…
- 16

Living in Oblivion (1995)
★ 7.2/10Also comedyLow-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…
- 17

Joy Ride (2023)
★ 6.5/10Also comedyWhen Audrey's business trip to Asia goes sideways, she enlists the aid of Lolo, her irreverent, childhood best friend who also happens to be a hot mess; Kat, her college friend turned Chinese soap star; and Deadeye…
- 18

The Dream Team (1989)
★ 6.1/10Also comedyFour mental patients on a field trip in New York City must save their caring chaperone, who ends up being taken to a hospital in a coma after accidentally witnessing a murder, before the killers can find him and finish…
- 19

The Last American Virgin (1982)
★ 6.6/10Also comedyThe friendship of a group of young friends struggling with teen sex, drugs, and work is jeopardized by a romantic interest which may turn pals into bitter rivals.
- 20

Bill Burr: Drop Dead Years (2025)
★ 7.2/10Also comedyIn what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.