Movies Like The Dark Side

If you liked The Dark Side (2015), a documentary and comedy movie directed by Richard Ledes, 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
A Complete History of My Sexual Failures (2008)
★ 6.2/10Also documentary and romance
The egocentric documentary-maker Chris Waitt traces his romantic ineptitude and sexual impotence through awkward interviews with irate ex-girlfriends and stunts involving S&M parlours, Harley Street doctors and…
2
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).
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
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.
5
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.
6
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.
7
Crazy Love (2007)
★ 6.5/10Also documentary and romance
Filmmaker Dan Klores examines the strange love affair of Burt Pugach and Linda Riss. Pugach is a successful attorney in 1950s New York when he meets much-younger Riss. The pair date, but Riss breaks off contact with…
8
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.
9
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.
10
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.
11
Tropic Thunder: Rain of Madness (2008)
★ 6.8/10Also comedy and documentary
A behind-the-scenes mockumentary of Tropic Thunder.
12
Robin Williams: Live on Broadway (2002)
★ 7.8/10Also comedy and documentary
2002 HBO Stand-up Special starring Robin Williams. Recorded and broadcast live from New York City's Broadway Theater at the culmination of his historic 2002 sold-out tour, this special finds the Oscar-winning…
13
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…
14
Kevin Hart: Zero F**ks Given (2020)
★ 6.6/10Also comedy and documentary
Kevin Hart serves up laughs and brick oven pizza from the comfort of his home, and dishes on male group chats, sex after 40 and life with COVID-19.
15
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.
16
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…
17
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.
18
The Aristocrats (2005)
★ 5.9/10Also comedy and documentary
One hundred superstar comedians tell the same very, VERY dirty, filthy joke--one shared privately by comics since Vaudeville.
19
Kevin Hart: What Now? (2016)
★ 6.5/10Also comedy and documentary
Comedian Kevin Hart performs in front of a crowd of 50,000 people at Philadelphia's outdoor venue, Lincoln Financial Field.
20
Carrie Fisher: Wishful Drinking (2010)
★ 7.3/10Also documentary and comedy
"Wishful Drinking" is based on Fisher's memoirs of the same title. The stage adaptation had its world premiere in 2006 at the Geffen Playhouse in L.A. It later played at Berkeley Repertory before opening on Broadway in…