Movies Like Sick: The Life and Death of Bob Flanagan, Supermasochist

If you liked Sick: The Life and Death of Bob Flanagan, Supermasochist (1997), a documentary movie directed by Kirby Dick, 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
Come See Me in the Good Light (2025)
★ 7.1/10Also documentary
In an intimate and joyful story of love in the face of loss, celebrated poets Andrea Gibson and Megan Falley find strength—and unexpected hilarity—in what might be their final year together.
2
My Mom Jayne (2025)
★ 8/10Also documentary
Through deeply personal interviews with her siblings and an examination of the photographs, letters, and belongings left behind, Mariska assembles a new portrait of her mother Jayne Mansfield, an extraordinary and…
3
Looking for Richard (1996)
★ 6.8/10Also documentary
Al Pacino's deeply-felt rumination on Shakespeare's significance and relevance to the modern world through interviews and an in-depth analysis of "Richard III."
4
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…
5
I Am Heath Ledger (2017)
★ 7.4/10Also documentary
The life and career of an actor, artist, and icon. His own journey through his own camera.
6
Robin's Wish (2020)
★ 7/10Also documentary
The final word in the story of what really happened to Robin Williams at the end of his life, focusing on his fight against a deadly neurodegenerative disorder known as Lewy body dementia.
7
Heart of a Dog (2015)
★ 6.5/10Also documentary
Musician and performance artist Laurie Anderson reflects on the deaths of her husband Lou Reed, her mother and her beloved dog.
8
Dick Johnson Is Dead (2020)
★ 7.1/10Also documentary
With this inventive portrait, director Kirsten Johnson seeks a way to keep her 86-year-old father alive forever. Utilizing moviemaking magic and her family’s dark humor, she celebrates Dr. Dick Johnson’s last years by…
9
Elstree 1976 (2015)
★ 6.2/10Also documentary
A documentary about ten very different lives connected by having appeared onscreen wearing masks or helmets in Star Wars.
10
One More Time with Feeling (2016)
★ 7.8/10Also documentary
Andrew Dominik's One More Time With Feeling is a remarkable black and white documentary which chronicles the creation of Nick Cave & The Bad Seeds' album Skeleton Tree. Originally a performance based concept, the film…
11
Above Majestic (2018)
★ 7.4/10Also documentary
A look at the origins, history and conspiracies behind the "Majestic 12", a clandestine group of military and corporate figureheads charged with reverse-engineering extraterrestrial technology.
12
For the Love of Spock (2016)
★ 7.4/10Also documentary
The life of Mr. Spock, as well as that of Leonard Nimoy, the actor who played him for almost fifty years, written and directed by his son: Adam.
13
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…
14
Koyaanisqatsi (1983)
★ 7.9/10Also documentary
Takes us to locations all around the US and shows us the heavy toll that modern technology is having on humans and the earth. The visual tone poem contains neither dialogue nor a vocalized narration: its tone is set by…
15
Harmontown (2014)
★ 6.6/10Also documentary
A comedic, brutally honest documentary following self-destructive TV writer Dan Harmon as he takes his live podcast on a national tour.
16
Struggle: The Life and Lost Art of Szukalski (2018)
★ 7.5/10Also documentary
Artists in LA discover the work of forgotten Polish sculptor Stanislav Szukalski, a mad genius whose true story unfolds chapter by astounding chapter.
17
Vernon, Florida (1981)
★ 6.8/10Also documentary
Errol Morris intersplices random chatter he captured on film of the genuinely eccentric residents of Vernon, Florida. A few examples? The preacher giving a sermon on the definition of the word 'Therefore', and the…
18
In the Realms of the Unreal (2004)
★ 7.2/10Also documentary
In the Realms of the Unreal is a documentary about the reclusive Chicago-based artist Henry Darger. Henry Darger was so reclusive that when he died his neighbors were surprised to find a 15,145-page manuscript along…
19
Tongues Untied (1990)
★ 6.7/10Also documentary
Marlon Riggs, with assistance from other gay Black men, especially poet Essex Hemphill, celebrates Black men loving Black men as a revolutionary act. The film intercuts footage of Hemphill reciting his poetry, Riggs…
20
Welcome to Chechnya (2020)
★ 7/10Also documentary
This searing investigative work shadows a group of activists risking unimaginable peril to confront the ongoing anti-LGBTQ program raging in the repressive and closed Russian republic. Unfettered access and a…