Movies Like A Very Open Prison

If you liked A Very Open Prison (1995), a comedy and tv movie movie directed by Guy Jenkin, 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
Clear History (2013)
★ 6.1/10Also comedy and tv movie
Nathan Flomm, in order to avoid the humiliation of having missed out on a hugely successful business, assumes a new identity on Martha's Vineyard. He plots revenge when his former business partner moves to the same town.
2
Psych: The Movie (2017)
★ 7.2/10Also comedy and tv movie
The ambitious friends come together during the holidays after a mystery assailant targets one of their own. A comedic thrill-ride follows, as the wild and unpredictable Psych team pursues the bad guys, justice … and…
3
Ricky Gervais: Mortality (2025)
★ 7/10Also comedy and tv movie
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
4
Shane Gillis: Beautiful Dogs (2023)
★ 7/10Also comedy and tv movie
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.
5
Kevin James: Never Don't Give Up (2018)
★ 6.2/10Also comedy and tv movie
Kevin James makes his long-awaited return to stand-up in this family-friendly special, dishing on fatherhood, fans, his disdain for allergies and more.
6
Bill Burr: Drop Dead Years (2025)
★ 7.2/10Also comedy and tv movie
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
7
Robin Williams: An Evening at the Met (1986)
★ 8.2/10Also comedy and tv movie
In this hilarious stand up comedy, Robin Williams is energetic, witty and again hilarious. It's the number one stand up comedy of all time.
8
Dave Chappelle: Sticks & Stones (2019)
★ 7.5/10Also comedy and tv movie
Dave Chappelle takes on gun culture, the opioid crisis and the tidal wave of celebrity scandals in this defiant stand-up special.
9
Gabriel Iglesias: Aloha Fluffy (2013)
★ 7.1/10Also comedy and tv movie
ALOHAAAAA! Internationally acclaimed comedian, Gabriel Iglesias, returns to Comedy Central with his latest stand-up special taped at Honolulu’s Hawaii Theatre Center. Watch as Fluffy brings the house down yet again in…
10
Psych 3: This Is Gus (2021)
★ 6.9/10Also comedy and tv movie
In preparation for a shotgun wedding before the birth of Baby Guster, Shawn and Gus go rogue in an attempt to track down Selene’s estranged husband, as Lassiter grapples with the future of his career.
11
Duplex (2003)
★ 6.1/10Also comedy
When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!
12
Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)
★ 6.8/10Also comedy
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.
13
Who Is Cletis Tout? (2001)
★ 5.9/10Also comedy
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.
14
Jack Whitehall: I'm Only Joking (2020)
★ 6.2/10Also comedy and tv movie
Jack Whitehall hits the stage with hilarious tales about happy couples, life in hotels, human stupidity and his well-traveled father.
15
Mr. Monk's Last Case: A Monk Movie (2023)
★ 6.8/10Also comedy and tv movie
Monk steps out of retirement as his stepdaughter's wedding turns tragic when her fiancé dies in a bungee jumping accident.
16
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
17
iParty with Victorious (2011)
★ 7.3/10Also comedy and tv movie
Carly discovers her boyfriend Steven Carson has been cheating on her with Tori Vega, so the gang flies out to Los Angeles where they meet Tori and the gang from Hollywood Arts. They attend a party hosted by Kenan…
18
Demetri Martin: The Overthinker (2018)
★ 6.8/10Also comedy and tv movie
With his signature one-liners and drawings, Demetri Martin muses on doughnut holes, dogs, sports bars, the alphabet's most aggressive letters and more.
19
Louis C.K. 2017 (2017)
★ 7.3/10Also comedy and tv movie
Louis C.K. muses on religion, eternal love, giving dogs drugs, email fights, teachers and more in a live performance from Washington, D.C.
20
Rowan Atkinson Live (1992)
★ 8.2/10Also comedy and tv movie
Rowan Atkinson and Angus Deayton in Boston doing a live performance of the same styles of humor we've seen in Mr. Bean and Blackadder. Included are lessons on Shakespearean acting, a school headmaster meeting with the…