Movies like Heidi Fleiss: Hollywood Madam (1995)
The best movies like Heidi Fleiss: Hollywood Madam (1995) are Ghislaine Maxwell: Filthy Rich (2022), Aroused (2013) and X-Rated 2: The Greatest Adult Stars of All Time (2016). If Heidi Fleiss: Hollywood Madam hooked you with its documentary, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedDear Zachary: A Letter to a Son About His Father (2008)8.1/10 from 621 votes
- NewestYou Can See Everything (2026)Released 2026
Ghislaine Maxwell: Filthy Rich (2022)
Stories from survivors frame this documentary detailing the sex-trafficking trial of Ghislaine Maxwell, a socialite and accomplice of Jeffrey Epstein.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisAroused (2013)
Get up close and personal with 16 of the most successful women in the adult film industry as they shed their clothes for an intimate photo shoot with director Deborah Anderson. As questions are asked, personal stories about their lives are revealed, from why they chose the business of sex to how they got into it in the first place. These porn stars have always been discreet about their private lives in the past, yet Anderson has a way of opening up a dialog allowing them to share more than just their naked skin on screen. Their true inner vulnerability is touching, yet the characters they have created are confident and intoxicating. Once you hear their stories, you'll never look at them in the same way again.
Why it matches: Recommended by TMDB viewers · both documentary
SnoozefestMovies like thisX-Rated 2: The Greatest Adult Stars of All Time (2016)
Documentary sequel that offers a close-up look into the personal lives of the legendary porn stars who've survived the test of time and influenced popular culture. Blends rare interviews with erotic clips and additional appearances by Whoopi Goldberg, Steven Soderbergh and a host of adult stars, directors and trendsetters.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisThe Menendez Brothers (2024)
Serving life in prison for murdering their parents, Lyle and Erik Menendez speak out in this documentary explaining the shocking crime and ensuing trials.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisAileen: Queen of the Serial Killers (2025)
Aileen Wuornos remains a rarity: a female serial killer. From childhood abuse to death-row revelations, this documentary revisits her life and crimes.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisEvil Influencer: The Jodi Hildebrandt Story (2025)
Unravel the case of Utah therapist Jodi Hildebrandt, whose child abuse arrest with parenting YouTuber Ruby Franke exposed a twisted tale of manipulation.
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 thisAnna Nicole Smith: You Don't Know Me (2023)
From the heights of her modeling fame to her tragic death, this documentary reveals Anna Nicole Smith through the eyes of the people closest to her.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisThe Crash (2026)
A teen slams her car into a building, killing her boyfriend and his friend. What seems like a tragic accident becomes a murder case.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisMurder to Mercy: The Cyntoia Brown Story (2020)
After 16-year-old Cyntoia Brown is sentenced to life in prison, questions about her past, physiology and the law itself call her guilt into question.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisPamela, a love story (2023)
In her own words, through personal video and diaries, Pamela Anderson shares the story of her rise to fame, rocky romances and infamous sex tape scandal.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisYou Can See Everything (2026)
Thirty-four days before she's sent to prison, notorious Silicon Valley founder Elizabeth Holmes invites a skeptical film crew to document her every move. What begins as an intimate portrait of an enigmatic felon becomes a mind-bending three-year journey into the abyss.
Why it matches: Recommended by TMDB viewers · both documentary
Absolute CinemaMovies 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 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 thisMemories of a Murderer: The Nilsen Tapes (2021)
Serial killer Dennis Nilsen narrates his life and horrific crimes via a series of chilling audiotapes recorded from his jail cell.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisA 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 thisNobody Speak: Trials of the Free Press (2017)
The courtroom and publicity battles between the superstar wrestler and the notorious website explode in a sensational trial all about the limits of the First Amendment and the new no holds barred nature of celebrity life in an internet dominated society.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisBeing Eddie (2025)
From teen comedian to Hollywood legend, Eddie Murphy revisits his extraordinary showbiz ride with raw honesty and humor.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisDisclosure (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 thisLove, Antosha (2019)
From a prolific career in film and television, Anton Yelchin left an indelible legacy as an actor. Through his journals and other writings, his photography, the original music he wrote, and interviews with his family, friends, and colleagues, this film looks not just at Anton's impressive career, but at a broader portrait of the man.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisGrizzly Man (2005)
Follows the story of "Grizzly Man" Timothy Treadwell and what the thirteen summers in a National Park in Alaska were like in his attempt to protect the grizzly bears. The film is full of unique images and a look into the spirit of a man who sacrificed himself for nature.
Why it matches: Similar story and style · both documentary
Worth the HypeMovies like thisDestiny in Space (1994)
Travel alongside the astronauts as they deploy and repair the Hubble Space Telescope, soar above Venus and Mars, and find proof of new planets and the possibility of other life forming around distant stars.
Why it matches: Similar story and style · both documentary
Dear Zachary: A Letter to a Son About His Father (2008)
In 2001, Andrew Bagby, a medical resident, is murdered not long after breaking up with his girlfriend. Soon after, when she announces she's pregnant, one of Andrew's many close friends, Kurt Kuenne, begins this film, a gift to the child.
Why it matches: Similar story and style · both documentary
Absolute CinemaMovies like thisBlue Planet (1990)
From the unique vantage point of 200 miles above Earth's surface, we see how natural forces - volcanoes, earthquakes and hurricanes - affect our world, and how a powerful new force - humankind - has begun to alter the face of the planet. From Amazon rain forests to Serengeti grasslands, Blue Planet inspires a new appreciation of life on Earth, our only home.
Why it matches: Similar story and style · both documentary
Bruce Willis : les secrets d'une icône (2025)
Nothing predestined Bruce Willis to become an actor, still less of action movies, and yet in a few years he would become one of the most profitable stars in the entire history of cinema, until his career abruptly changed course. For ten years, Bruce Willis had been going through a dry spell, punctuated by dozens of low-budget films.
Why it matches: Similar story and style · both documentary
Electric Boogaloo: The Wild, Untold Story of Cannon Films (2014)
A documentary about the rise and fall of the Cannon Film Group, the legendary independent film company helmed by Israeli cousins Menahem Golan and Yoram Globus.
Why it matches: Similar story and style · both documentary
Worth the HypeMovies like thisDeep Water (2006)
DEEP WATER is the stunning true story of the fateful voyage of Donald Crowhurst, an amateur yachtsman who enters the most daring nautical challenge ever – the very first solo, non-stop, round-the-world boat race.
Why it matches: Similar story and style · both documentary
Worth the HypeMovies like thisDisney: Through the Looking Glass (2010)
Tito del Amo, a passionate 72-year-old researcher, takes the final step to unravel the enigma about the alleged Spanish origin of the American cartoonist Walt Disney, making the same journey that his supposed mother made to give him up for adoption in Chicago. A journey that begins in Mojácar, Almería, Spain, and ends in New York. An exciting adventure, like Alicia's through the looking glass, to discover what is truth and what is not, with an unexpected result.
Why it matches: Similar story and style · both documentary
Kirk Douglas: Before I Forget (2009)
Kirk Douglas recounts his remarkable life in a celebrated one-man theater performance augmented with rare film highlights. He shares memories of family, marriages, other Hollywood greats, breaking the blacklist and his life-altering stroke – all with honesty and humor.
Why it matches: Similar story and style · both documentary
The Big One (1997)
The Big One is an investigative documentary from director Michael Moore who goes around the country asking why big American corporations produce their product abroad where labor is cheaper while so many Americans are unemployed, losing their jobs, and would happily be hired by such companies as Nike.
Why it matches: Similar story and style · both documentary
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Frequently asked questions
What are the best movies like Heidi Fleiss: Hollywood Madam?
The closest matches to Heidi Fleiss: Hollywood Madam are Ghislaine Maxwell: Filthy Rich (2022), Aroused (2013) and X-Rated 2: The Greatest Adult Stars of All Time (2016). Below are 27 more, each with the reason it matches.
What should I watch after Heidi Fleiss: Hollywood Madam?
Start with Ghislaine Maxwell: Filthy Rich (2022), the closest match to Heidi Fleiss: Hollywood Madam.
What is the highest-rated movie like Heidi Fleiss: Hollywood Madam?
Dear Zachary: A Letter to a Son About His Father (2008), rated 8.1/10 by 621 TMDB users.
What is the newest movie like Heidi Fleiss: Hollywood Madam?
You Can See Everything (2026) is the most recent release on this list.
Are there English movies like Heidi Fleiss: Hollywood Madam?
Yes: Ghislaine Maxwell: Filthy Rich (2022), Aroused (2013) and X-Rated 2: The Greatest Adult Stars of All Time (2016).
How are movies similar to Heidi Fleiss: Hollywood Madam chosen?
First come films that Trakt’s viewers watch alongside Heidi Fleiss: Hollywood Madam, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.