Movies like Rupert Remembers (2000)
The best movies like Rupert Remembers (2000) are Disclosure (2020), Trainwreck: Mayor of Mayhem (2025) and I Am Divine (2014). If Rupert Remembers hooked you with its documentary, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- NewestCFNY: The Spirit of Radio (2026)Released 2026
Disclosure (2020)
An investigation of how Hollywood's fabled stories have deeply influenced how Americans feel about transgender people, and how transgender people have been taught to feel about themselves.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisTrainwreck: Mayor of Mayhem (2025)
Rob Ford scandalized Canadian politics as the brash yet beloved mayor of Toronto — until an infamous video of him smoking crack sparked his downfall.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisI Am Divine (2014)
Harris Glenn Milstead, aka Divine (1945-1988) was the ultimate outsider turned underground hero. Spitting in the face of the status quos of body image, gender identity, sexuality, and preconceived notions of beauty, Divine succeeded in becoming an internationally recognized icon, recording artist, and character actor of stage and screen. Glenn went from the often-mocked, schoolyard fat kid to underdog royalty, standing up for millions of gay men and women, drag queens and punk rockers, and countless other socially ostracized misfits and freaks. With a completely committed in-your-face style, he blurred the line between performer and personality, and revolutionized pop culture.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisOrgasm Inc: The Story of OneTaste (2022)
A sexual wellness company gains fame and followers, then members come forward with shocking allegations.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisVoyeur (2017)
Legendary journalist Gay Talese unmasks a motel owner who spied on his guests for decades. But his bombshell story soon becomes a scandal of its own.
Why it matches: Recommended by TMDB viewers · both documentary
SnoozefestMovies like thisDrew: The Man Behind the Poster (2013)
A documentary on legendary movie-poster artist Drew Struzan.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisStruggle: The Life and Lost Art of Szukalski (2018)
Artists in LA discover the work of forgotten Polish sculptor Stanislav Szukalski, a mad genius whose true story unfolds chapter by astounding chapter.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisBoys State (2020)
This raucous journey into the heart of democracy captures an unusual rite of passage: 1,100 teenage boys from across Texas coming together to build a representative government from the ground up.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisThe Battered Bastards of Baseball (2014)
Hollywood veteran Bing Russell creates the only independent baseball team in the country—alarming the baseball establishment and sparking the meteoric rise of the 1970s Portland Mavericks.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like this28 Up (1985)
Just two years away from turning 30, participants in Michael Apted's documentary series are facing serious questions of identity and purpose, wondering whether they've found their place in the world.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisWelcome to Chechnya (2020)
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 remarkable approach to protecting anonymity exposes this under-reported atrocity–and an extraordinary group of people confronting evil.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisThe Class of ‘92 (2013)
A detailing of the rise to prominence and global sporting superstardom of six supremely talented young Manchester United football players (David Beckham, Nicky Butt, Ryan Giggs, Paul Scholes, Phil and Gary Neville). The film covers the period 1992-1999, culminating in Manchester United's European Cup triumph.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisThe Mole: Undercover in North Korea (2020)
A real-life undercover thriller about two ordinary men who embark on an outrageously dangerous ten-year mission to penetrate the world's most secretive and brutal dictatorship: North Korea.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisLouis Theroux: Twilight of the Porn Stars (2012)
In 1997, Louis Theroux made a documentary about the world of male porn performers in Los Angeles. 15 years later, he returns to find a business struggling with the deluge of free porn on the internet. Louis revisits some of the original programme's contributors as well as meeting the latest crop of porn performers dreaming of porn stardom.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisStrip Down, Rise Up (2021)
The feature documentary follows women of all walks of life, all ages and ethnic backgrounds, as they shed trauma, body image shame, sexual abuse and other issues locked in their bodies, and embark on a journey to reclaim themselves. The film also gives a rare window into the world of Pole artistry and expression.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisThe Crystal Calls - Making The Dark Crystal: Age of Resistance (2019)
Go behind the scenes with stars, puppeteers and creators as they bring Jim Henson's magical world of Thra back to life in a sweeping fantasy series.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisElstree 1976 (2015)
A documentary about ten very different lives connected by having appeared onscreen wearing masks or helmets in Star Wars.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisTongues Untied (1990)
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 telling the story of his growing up, scenes of men in social intercourse and dance, and various comic riffs, including a visit to the "Institute of Snap!thology," where men take lessons in how to snap their fingers: the sling snap, the point snap, the diva snap.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisThe Curse of the Dragon (1993)
A 1993 documentary film about Bruce Lee. The film includes interviews from some of his fellow students and opponents who worked alongside him in his movies.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisAvatar: The Deep Dive - A Special Edition of 20/20 (2022)
An inside look at one of the most anticipated movie sequels ever with James Cameron and cast.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisA Stop Gap Measure (2025)
When temporary solutions become the status quo, who gets left behind? A Stop Gap Measure follows disability activist Luke Anderson in his fight for accessibility to be a right, not a privilege.
Why it matches: Similar story and style · both documentary
The Sex Changes That Made History (2015)
Sex reassignment surgery is now almost a commonplace procedure, but back in the early 20th century, it was seen as 'science fiction surgery'. When the news broke of a successful first attempt, it was a sensation. This is the gripping story of three extraordinary people: the world's first person to undergo a female to male transition; the former Spitfire pilot who became Britain's first to transition from male to female; and the daring advanced plastic surgeon who carried out these surgeries in the 1940s. Michael Dillon - previously named Laura - had persuaded the brilliant Sir Harold Gillies, the founding father of plastic surgery, to carry out the female-to-male operation that no surgeon in the world had ever attempted. Both then helped former race car driver and wartime pilot Robert Cowell undertake their own transition.
Why it matches: Similar story and style · both documentary
Faceless (2012)
Faceless is a documentary film about the workings of an inpatient psychiatry unit, seen through the eyes of both the patients trying to get well and the staff trying to help them.
Why it matches: Similar story and style · both documentary
Village of the Missing (2019)
The Bruce McArthur serial killer case shocked Canada’s largest city, and the whole country, when he was convicted of eight grisly murders. How did McArthur avoid arrest for nearly a decade? This film explores the untold story of Toronto’s Gay Village, and the victims of these horrific crimes.
Why it matches: Similar story and style · both documentary
CFNY: The Spirit of Radio (2026)
In 1976, radio station CFNY 102.1FM went on the air, broadcast live from a modest suburban house just north of Toronto, and went on to become one of the most influential punk, new wave and alternative radio stations in the world. This is the story of their mission to bring the most exciting music in the world to the masses. It's also a story of the personalities, lawsuits, bankruptcies, concerts, and listener protests that went along with it.
Why it matches: Similar story and style · both documentary
Anything is Possible: A Serge Ibaka Story (2019)
From a boy on the streets of the Congo to becoming an NBA champion, Serge Ibaka has risen to a level even he can hardly believe. Watch as he brings the Larry O'Brien Championship Trophy back to Africa for the first time, and re-visits all the places he used to go as a young man in this emotional journey.
Why it matches: Similar story and style · both documentary
Crash 'n' Burn (1977)
Crash 'n' Burn is an experimental film shot in and named after Toronto, Ontario's first punk rock club. (Not to be confused with Peter Vronsky's similarly titled 1977 documentary on the Toronto punk scene made for the CBC television network.) The film, shot on 16mm black-and-white stock, features performances by Dead Boys, Teenage Head, The Boyfriends, and The Diodes".
Why it matches: Similar story and style · both documentary
My Piece of The City (2018)
This feature documentary explores the revitalization of Regent Park through the youth who live there as they navigate the challenges of performing in the musical showcase called 'The Journey'.
Why it matches: Similar story and style · both documentary
Biopic (2022)
A biopic of the legendary Paul Bellini, by Bellini, of Bellini, for Bellini.
Why it matches: Similar story and style · both documentary
Guitar (1988)
A vibrant kaleidoscopic tribute to the guitar that meshes dance, mime, visual art, and virtuoso performances to create a spectacular yet intimate celebration of the instrument. For one exciting week the city of Toronto plays host to the International Guitar Festival. The streets echo with the sounds of the instrument as the great masters from every tradition gather to play for each other -- John Williams from England, Leo Brouwer from Cuba (classical), Turibio Santos from Brazil (folk), Vladimir Mikulka from Czechoslovakia (avant-garde), Rik Emmett and Kim Mitchell from Canada, Steve Morse from the USA (rock).
Why it matches: Similar story and style · both documentary
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Frequently asked questions
What are the best movies like Rupert Remembers?
The closest matches to Rupert Remembers are Disclosure (2020), Trainwreck: Mayor of Mayhem (2025) and I Am Divine (2014). Below are 27 more, each with the reason it matches.
What should I watch after Rupert Remembers?
Start with Disclosure (2020), the closest match to Rupert Remembers.
What is the newest movie like Rupert Remembers?
CFNY: The Spirit of Radio (2026) is the most recent release on this list.
Are there English movies like Rupert Remembers?
Yes: Disclosure (2020), Trainwreck: Mayor of Mayhem (2025) and I Am Divine (2014).
How are movies similar to Rupert Remembers chosen?
First come films that Trakt’s viewers watch alongside Rupert Remembers, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.