Movies Like An Inconvenient Encounter

If you liked An Inconvenient Encounter (2025), a comedy movie directed by Rupert Mclorinan, 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
Dave Chappelle: Sticks & Stones (2019)
★ 7.5/10Also comedy
Dave Chappelle takes on gun culture, the opioid crisis and the tidal wave of celebrity scandals in this defiant stand-up special.
2
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.
3
Shane Gillis: Beautiful Dogs (2023)
★ 7/10Also comedy
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.
4
Bill Burr: Drop Dead Years (2025)
★ 7.2/10Also comedy
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
5
What Did You Do in the War, Daddy? (1966)
★ 5.9/10Also comedy
A by-the-book Captain is ordered to capture a strategic village in Italy. The Italian soldiers are willing to surrender, if they can have a festival first. The lieutenant convinces the Captain this is the only way…
6
The Onion Movie (2008)
★ 6.1/10Also comedy
Venerable newscaster Norm Archer reports the latest news in politics, health, culture and entertainment - such as an automotive recall of decapitation-inducing "Neckbelts" and a study finding that "depression hits…
7
Monty Python and the Holy Grail (1975)
★ 7.8/10Also comedy
King Arthur, accompanied by his squire, recruits his Knights of the Round Table, including Sir Bedevere the Wise, Sir Lancelot the Brave, Sir Robin the Not-Quite-So-Brave-As-Sir-Lancelot and Sir Galahad the Pure. On…
8
The Ladies Man (1961)
★ 6.3/10Also comedy
After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with…
9
Chris D'Elia: Man on Fire (2017)
★ 6.2/10Also comedy
Unbridled comic Chris D'Elia reconsiders his approach to major life events like marriage, not having kids and buying pants for your friends.
10
How to Irritate People (1969)
★ 6.6/10Also comedy
A pre-Monty Python mockumentary, written by and presented by John Cleese, that provides tips on learning how to irritate people.
11
Tropic Thunder (2008)
★ 6.7/10Also comedy
A group of self-absorbed actors set out to make the most expensive war film ever. When budgets skyrocket and schedules fall far behind, the director tries to save the production by leading his cast into the jungles of…
12
Dave Chappelle: The Dreamer (2023)
★ 6.9/10Also comedy
From his onstage tackle to the slap heard round the world, Dave Chappelle lets loose in this freewheeling and unfiltered stand-up comedy special.
13
Die Hart (2023)
★ 5.9/10Also comedy
Kevin Hart - playing a version of himself - is on a death-defying quest to become an action star. And with a little help from John Travolta, Nathalie Emmanuel, and Josh Hartnett - he just might pull it off.
14
Eddie Murphy: Delirious (1983)
★ 7.6/10Also comedy
Taped live and in concert at Constitution Hall in Washington, D.C. in August, 1983, Eddie Murphy: Delirious captures Eddie Murphy's wild and outrageous stand-up comedy act, which he performed in New York and eighteen…
15
The Dictator (2012)
★ 6.3/10Also comedy
The heroic story of a dictator who risks his life to ensure that democracy would never come to the country he so lovingly oppressed.
16
Chris Rock: Bigger & Blacker (1999)
★ 7.4/10Also comedy
Chris Rock brings his critically acclaimed brand of social commentary-themed humour to this HBO Special, extolling his razor-sharp wit and wisdom on such topics as gun control, President Clinton, homophobia, racism…
17
Bad Apples (2026)
★ 6.9/10Also comedy
A struggling primary school teacher is forced to take drastic action because of a foul-mouthed, violent student, and uncovers how her community will turn a blind eye to the most outrageous events to preserve harmony…
18
Demetri Martin: The Overthinker (2018)
★ 6.8/10Also comedy
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
Jim Jefferies: Freedumb (2016)
★ 7.2/10Also comedy
Returning for a second Netflix comedy special, Jim Jefferies unleashes his famously ferocious black humor to a packed house in Nashville, Tennessee.
20
Caveman (1981)
★ 6.7/10Also comedy
Disgraced and cast out of his tribe for lusting after Lana, the mate of the tribe's head muscle man, Atouk stumbles along gathering other misfits and learning a bit about the world outside of his cave. Eventually he…