Skip to content

Movies like Cherry Valentine: Gypsy Queen and Proud (2022)

The best movies like Cherry Valentine: Gypsy Queen and Proud (2022) are Scotty and the Secret History of Hollywood (2018), Welcome to Chechnya (2020) and Paris Is Burning (1991). If Cherry Valentine: Gypsy Queen and Proud hooked you with its documentary, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Scotty and the Secret History of Hollywood (2018)

    A deliciously scandalous portrait of unsung Hollywood legend Scotty Bowers, whose bestselling memoir chronicled his decades spent as sexual procurer to the stars.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  2. Welcome 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 this
  3. Paris Is Burning (1991)

    Where does voguing come from, and what, exactly, is throwing shade? This landmark documentary provides a vibrant snapshot of the 1980s through the eyes of New York City's African American and Latinx Harlem drag-ball scene. Made over seven years, PARIS IS BURNING offers an intimate portrait of rival fashion "houses," from fierce contests for trophies to house mothers offering sustenance in a world rampant with homophobia, transphobia, racism, AIDS, and poverty. Featuring legendary voguers, drag queens, and trans women — including Willi Ninja, Pepper LaBeija, Dorian Corey, and Venus Xtravaganza.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this
  4. Tongues 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 this
  5. Tab Hunter Confidential (2015)

    Throughout the 1950s, Tab Hunter reigned as Hollywood’s ultimate male heartthrob. But throughout his years of stardom, Tab had a secret. Tab Hunter was gay, and spent his Hollywood years in a precarious closet that repeatedly threatened to implode and destroy him. Tab Hunter himself shares first hand, for the first time, what it was like to be a studio manufactured movie star during the Golden Age of Hollywood and the consequences of being someone totally different from his studio manufactured image.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  6. The Last Repair Shop (2024)

    In a warehouse in the heart of Los Angeles, a dwindling handful of devoted craftspeople maintain more than 80,000 student musical instruments, the largest remaining workshop in America of its kind. Meet four unforgettable characters whose broken-and-repaired lives have been dedicated to bringing so much more than music to the schoolchildren of this city.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  7. Come See Me in the Good Light (2025)

    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.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  8. 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 this
  9. Howard (2018)

    Though legendary lyricist Howard Ashman died far too young, his impact on Broadway, movies, and the culture at large were incalculable. Told entirely through rare archival footage and interviews with Ashman’s family, friends, associates, and longtime partner Bill Lauch, Howard is an intimate tribute to a once-in-a-generation talent and a rousing celebration of musical storytelling itself.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  10. Chris Brown: Welcome to My Life (2017)

    This compelling Documentary moves beyond the spotlight and past the attention-grabbing headlines to give pop superstar Chris Brown a chance to tell his own story. New interviews with the international phenomenon reveal long-awaited answers about his passion for making music, his tumultuous and much publicized relationships, and the pitfalls of coming of age in the public eye. Also included is new concert footage, behind-the-scenes access, and special interviews from Usher, Jennifer Lopez, DJ Khaled, Mike Tyson, Jamie Foxx and others.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  11. Strip 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 this
  12. American Boy: A Profile of Steven Prince (1978)

    Martin Scorsese spends an evening with larger-than-life raconteur Steven Prince—a former drug addict, road manager for Neil Diamond, and actor—as he recounts stories from his colorful life.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  13. Gilbert (2017)

    The life and career of one of comedy's most inimitable modern voices, Mr. Gilbert Gottfried.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  14. Trixie Mattel: Moving Parts (2019)

    Trixie charmed audiences and judges as winner of RuPaul's Drag Race All Stars. But the grind of performing and the pressure of the title proves that heavy is the head that wears the tiara.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  15. I 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 this
  16. Looking for Richard (1996)

    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."

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  17. Jennifer Lopez: Dance Again (2014)

    A documentary that chronicles Jennifer Lopez's life on and off-stage during her first ever world tour. Throughout the majority of her music career, beginning in 1999, a world tour by Lopez was anticipated, though it never materialized. Following the release of her seventh studio album Love? (2011), she was more intent on touring than ever. However, it was not until March 2012 when the tour came into the works. As rumors began to circulate, Lopez later confirmed that April that she would be embarking on her first world tour. It commenced on June 14, 2012, in Panama City, Panama, and concluded on December 22, 2012, in San Juan, Puerto Rico.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  18. John Candy: I Like Me (2025)

    Those who knew iconic funnyman John Candy best share his story, in their own words, through never-before-seen archival footage, imagery, and interviews.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this
  19. My 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 this
  20. Tupac: Resurrection (2003)

    Home movies, photographs, and recited poetry illustrate the life of Tupac Shakur, one of the most beloved, revolutionary, and volatile hip-hop MCs of all time.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this
  21. Slovenský žalmista Pavol Országh Hviezdoslav (1996)

    Why it matches: Similar story and style · both documentary

  22. Hare Krishna! The Mantra, the Movement and the Swami Who Started It All (2017)

    "Hare Krishna!" is a documentary on the life of Srila Prabhupada, the 70-year-old Indian Swami who arrives in America without support or money and ignites a worldwide spiritual phenomenon, now known as the Hare Krishna Movement.

    Why it matches: Similar story and style · both documentary

  23. Tati Express (2015)

    Tati Express dives into Jacques Tati's films and how they look at a changing world throughout the 20th century. It shows how modernity impacts human-beings and goes through that amazing body of work at 100 mph.

    Why it matches: Similar story and style · both documentary

  24. The Polymath, or The Life and Opinions of Samuel R. Delany, Gentleman (2007)

    A portrait of Samuel R. Delany, an award-winning African-American gay author whose credits include everything from science fiction to several issues of the Wonder Woman comic book. Using a range of experimental techniques and borrowed footage from Delany's home movies, Taylor captures his subject's thoughts on racism, violence, and his struggles with sexual identity.

    Why it matches: Similar story and style · both documentary

  25. Sierra Quitiquit: How Did I Get Here (2015)

    From humble beginnings, complex family dynamics and tragic, life-changing events, to her unlikely rise to success in two very different worlds: fashion modeling and professional skiing. “How Did I Get Here” is a coming-of-age story, full of adventure, exploration, heartbreak, growth and inspiration.

    Why it matches: Similar story and style · both documentary

  26. The Last Man on the Moon (2016)

    The 1960s was an extraordinary time for the United States. Unburdened by post-war reparations, Americans were preoccupied with other developments like NASA, the game-changing space programme that put Neil Armstrong on the moon. Yet it was astronauts like Eugene Cernan who paved the uneven, perilous path to lunar exploration. A test pilot who lived to court danger, he was recruited along with 14 other men in a secretive process that saw them become the closest of friends and adversaries. In this intensely competitive environment, Cernan was one of only three men who was sent twice to the moon, with his second trip also being NASA’s final lunar mission. As he looks back at what he loved and lost during the eight years in Houston, an incomparably eventful life emerges into view. Director Mark Craig crafts a quietly epic biography that combines the rare insight of the surviving former astronauts with archival footage and otherworldly moonscapes.

    Why it matches: Similar story and style · both documentary

    Popcorn FlickMovies like this
  27. Things We Dare Not Do (2020)

    In the small Mexican coastal village of El Roblito, 16-year-old Ñoño lives what seems to be an idyllic existence with his loving family. But he holds a secret. Defying gender norms, Ñoño works up the courage to tell his family he wants to live his life as a woman, a fraught decision in a country shrouded in machismo and transphobia.

    Why it matches: Similar story and style · both documentary

  28. Barbra Streisand: Becoming an Icon 1942–1984 (2017)

    Barbra Streisand grew up in working class Brooklyn, dreaming of escape from her tough childhood. A stellar student, she resisted the pressure to go to college as her sights were firmly set on Broadway. She was determined to become an actress and landed her first role aged 16, but it was two years later, when she started to sing, that her career took off. Subverting stereotypes and breaking glass ceilings, this programme looks at her rise to stardom and the remarkable achievements of her early career.

    Why it matches: Similar story and style · both documentary

  29. To Hell and Back: The Kane Hodder Story (2017)

    To Hell and Back: The Kane Hodder Story is the harrowing story of a stuntman overcoming a dehumanizing childhood filled with torment and bullying in Sparks, Nevada. After surviving a near-death burn accident, he worked his way up through Hollywood, leading to his ultimate rise as Jason Voorhees in the Friday the 13th series and making countless moviegoers forever terrified of hockey masks and summer camp. Featuring interviews with cinema legends, including Bruce Campbell (Ash vs. Evil Dead), Robert Englund (Freddy Krueger), and Cassandra Peterson (Elvira: Mistress of the Dark), To Hell and Back peels off the mask of Kane Hodder, cinema's most prolific killer, in a gut-wrenching, but inspiring, documentary. After decades of watching Kane Hodder on screen, get ready to meet the man behind the mask in To Hell and Back - an uniquely human story about one of cinema's most vicious monsters.

    Why it matches: Similar story and style · both documentary

  30. Martha Graham: The Dancer Revealed (1994)

    Released on DVD as part of The Criterion Collection's "Martha Graham: Dance on Film" collection.

    Why it matches: Similar story and style · both documentary

Like Cherry Valentine: Gypsy Queen and Proud and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Cherry Valentine: Gypsy Queen and Proud?

The closest matches to Cherry Valentine: Gypsy Queen and Proud are Scotty and the Secret History of Hollywood (2018), Welcome to Chechnya (2020) and Paris Is Burning (1991). Below are 27 more, each with the reason it matches.

What should I watch after Cherry Valentine: Gypsy Queen and Proud?

Start with Scotty and the Secret History of Hollywood (2018), the closest match to Cherry Valentine: Gypsy Queen and Proud.

What is the highest-rated movie like Cherry Valentine: Gypsy Queen and Proud?

Paris Is Burning (1991), rated 8.0/10 by 579 TMDB users.

What is the newest movie like Cherry Valentine: Gypsy Queen and Proud?

Come See Me in the Good Light (2025) is the most recent release on this list.

Are there English movies like Cherry Valentine: Gypsy Queen and Proud?

Yes: Scotty and the Secret History of Hollywood (2018), Welcome to Chechnya (2020) and Paris Is Burning (1991).

How are movies similar to Cherry Valentine: Gypsy Queen and Proud chosen?

First come films that Trakt’s viewers watch alongside Cherry Valentine: Gypsy Queen and Proud, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

↑ ↓ to move · Enter to open · Full search page