Movies Like Pain in the Hole

If you liked Pain in the Hole (2023), a documentary and comedy movie directed by Rab McPhee, 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
Talking Funny (2011)
★ 7.4/10Also comedy and documentary
What does it mean to be a successful comedian? How far can the boundaries of taste be pushed to get a laugh? Four top comics, Ricky Gervais, Louis C.K., Jerry Seinfeld and Chris Rock, discuss and debate their craft.
2
The Amazing Johnathan Documentary (2019)
★ 6.1/10Also documentary and comedy
What begins as a documentary following the final tour of a dying magician - "The Amazing Johnathan" - becomes an unexpected and increasingly bizarre journey as the filmmaker struggles to separate truth from illusion.
3
Jackass Presents: Bad Grandpa .5 (2014)
★ 6/10Also comedy and documentary
Bad Grandpa .5 gives you a whole new perspective on the world of Irving Zisman with bonus scenes and pranks also featuring Spike Jonze as "Gloria" and Catherine Keener as Irving's wife "Ellie", plus a look at the…
4
Aziz Ansari: Right Now (2019)
★ 7.1/10Also comedy and documentary
In a comedy special directed by Spike Jonze, Aziz Ansari shares deep personal insights and hilarious takes on wokeness, family and the social climate.
5
Jim Carrey: Unnatural Act (1991)
★ 7.5/10Also comedy and documentary
Jim explores multiple aspects of life including religion, marriage and his own sanity. This stand-up special was taped at Theatre Passe Muraille, Toronto, Canada, in front of a live audience.
6
Good Hair (2009)
★ 6.5/10Also documentary and comedy
An exposé of comic proportions that only Chris Rock could pull off, GOOD HAIR visits beauty salons and hairstyling battles, scientific laboratories and Indian temples to explore the way hairstyles impact the…
7
American Pie: Revealed (2004)
★ 6/10Also documentary and comedy
Documentary about the making of American Pie (1999), American Pie 2 (2001) and American Wedding (2003).
8
Richard Pryor: Here and Now (1983)
★ 6.7/10Also comedy and documentary
One of comedian Richard Pryor's later stand-up performances. As foul-mouthed as ever, Pryor touches on most of the same topics as in his previous live shows. Filmed at the Saenger Theatre in New Orleans.
9
Western Stars (2019)
★ 7/10Also documentary
The incomparable Bruce Springsteen performs his critically acclaimed latest album and muses on life, rock, and the American dream, in this intimate and personal concert film co-directed by Thom Zimny and Springsteen…
10
McQueen (2018)
★ 7.4/10Also documentary
Alexander McQueen's rags-to-riches story is a modern-day fairy tale, laced with the gothic. Mirroring the savage beauty, boldness and vivacity of his design, this documentary is an intimate revelation of McQueen's own…
11
A Toxic Love Story (2026)
★ 6.4/10Also documentary
A string of threatening emails escalates into a revenge plot involving a newly married US marshal and his ex-girlfriend.
12
21 Up (1977)
★ 7.4/10Also documentary
After another 7 year wait, director Michael Apted revisits the same group of British-born children from Seven Up! and 7 Plus Seven. The subjects are interviewed as to the changes that have occurred in their lives…
13
Trevor Noah: You Laugh But It's True (2011)
★ 6.7/10Also documentary and comedy
In the world of stand-up comedy in South Africa, Trevor Noah uses his childhood experiences in a biracial family during apartheid to prepare for his first one-man show.
14
Comedy Central Roast of David Hasselhoff (2010)
★ 6.8/10Also comedy and documentary
Time to hassle the Hoff at the rudest, raunchiest television event of the year--The Comedy Central Roast of David Hasselhoff. From running in slo-mo on the beach to inspiring Germany with the power of cheesy pop--it's…
15
Sherman's March (1986)
★ 6.3/10Also documentary
Documentarian Ross McElwee originally set out to make a travelogue of sorts tracing General William T. Sherman's infamous scorched-earth march through the Confederacy in the latter stages of the Civil War. Instead…
16
35 Up (1991)
★ 7.6/10Also documentary
Director Michael Apted revisits the same group of British-born adults after a 7 year wait. The subjects are interviewed as to the changes that have occurred in their lives during the last seven years.
17
An Evening with Kevin Smith (2002)
★ 7.4/10Also comedy and documentary
Kevin Smith interacts in Q&A sessions throughout various college stops in the USA.
18
Fuck (2006)
★ 6.4/10Also documentary
A documentary on the expletive's origin, why it offends some people so deeply, and what can be gained from its use.
19
An Evening with Robin Williams (1983)
★ 7.3/10Also comedy and documentary
Declared to be the funniest Robin Williams video made, this is a don't-miss comedy.
20
Trevor Noah: Where Was I (2023)
★ 6.5/10Also comedy and documentary
Trevor Noah riffs on national anthems, derailing a German sightseeing tour and getting roasted in Paris in this comedy special about his world travels.