Movies like Gypsy Side (2006)
The best movies like Gypsy Side (2006) are A Toxic Love Story (2026), My Mom Jayne (2025) and The Class of ‘92 (2013). If Gypsy Side hooked you with its documentary, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- NewestA Toxic Love Story (2026)Released 2026
A Toxic Love Story (2026)
A string of threatening emails escalates into a revenge plot involving a newly married US marshal and his ex-girlfriend.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisMy Mom Jayne (2025)
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 complex woman.
Why it matches: Recommended by TMDB viewers · both documentary
Absolute CinemaMovies 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 this21 Up (1977)
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 during the last seven years.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisTrainwreck: The Real Project X (2025)
A night of drunken chaos rocks a quiet Dutch town in this shocking documentary about a teen's birthday invite that accidentally went viral on Facebook.
Why it matches: Recommended by TMDB viewers · both documentary
SnoozefestMovies like thisEx Libris: The New York Public Library (2017)
A documentary about how a dominant cultural and demographic institution both sustains their traditional activities and adapts to the digital revolution.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies 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 thisS4: The Bob Lazar Story (2026)
Over 35 years after Bob Lazar's revelations, this documentary exposes secrets of a facility the government still denies. Featuring Lazar's testimony, recreations, and new evidence, it reopens a case that continues to spark global curiosity
Why it matches: Recommended by TMDB viewers · both documentary
Absolute CinemaMovies like thisHalloween: 25 Years of Terror (2006)
Follow the evolution of the 'Halloween' movies over the past twenty-five years. It examines why the films are so popular and revisits many of the original locations used in the films - seeing the effects on the local community. For the first time, cast, crew, critics and fans join together in the ultimate 'Halloween' retrospective.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisDavid Byrne's American Utopia (2020)
A filmed version of David Byrne's Broadway show, a unifying musical celebration that inspires audiences to connect to each other and to the global community.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisAs I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000)
A compilation of over 30 years of private home movie footage shot by Lithuanian-American avant-garde director Jonas Mekas, assembled by Mekas "purely by chance", without concern for chronological order.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies 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 thisThe U.S. vs. John Lennon (2006)
A documentary on the life of John Lennon, with a focus on the time in his life when he transformed from a musician into an antiwar activist.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies 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 thisAbove Majestic (2018)
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.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like this35 Up (1991)
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.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisLionel Messi: Destiny (2023)
Behind-the-scenes documentary about how Lionel Messi succeeded in lifting the World Cup – the only trophy to have eluded him in an incredible career.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisOLIVIA RODRIGO: driving home 2 u (a SOUR film) (2022)
Grammy® winner singer-songwriter Olivia Rodrigo takes a familiar road trip from Salt Lake City, where she began writing her debut album “SOUR,” to Los Angeles. Along the way, Rodrigo recounts the memories of writing and creating her record-breaking debut album and shares her feelings as a young woman navigating a specific time in her life. Through new live arrangements of her songs, intimate interviews and never-before-seen footage from the making of the album, audiences will follow Olivia along on a cinematic journey exploring the story of “SOUR.”
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like this180° South (2010)
The film follows adventurer Jeff Johnson as he retraces the epic 1968 journey of his heroes Yvon Chouinard and Doug Tompkins to Patagonia.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisNaqoyqatsi (2002)
A visual montage portrait of our contemporary world dominated by globalized technology and violence.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like Gypsy Side?
The closest matches to Gypsy Side are A Toxic Love Story (2026), My Mom Jayne (2025) and The Class of ‘92 (2013). Below are 17 more, each with the reason it matches.
What should I watch after Gypsy Side?
Start with A Toxic Love Story (2026), the closest match to Gypsy Side.
What is the newest movie like Gypsy Side?
A Toxic Love Story (2026) is the most recent release on this list.
How are movies similar to Gypsy Side chosen?
First come films that Trakt’s viewers watch alongside Gypsy Side, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.