Movies Like Heidi Fleiss: The Would-be Madam of Crystal

If you liked Heidi Fleiss: The Would-be Madam of Crystal (2008), a documentary movie directed by Fenton Bailey and Randy Barbato, 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
Orgasm Inc: The Story of OneTaste (2022)
★ 6.1/10Also documentary
A sexual wellness company gains fame and followers, then members come forward with shocking allegations.
2
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.
3
A Toxic Love Story (2026)
★ 6.4/10Also documentary
A string of threatening emails escalates into a revenge plot involving a newly married US marshal and his ex-girlfriend.
4
Memories of a Murderer: The Nilsen Tapes (2021)
★ 6/10Also documentary
Serial killer Dennis Nilsen narrates his life and horrific crimes via a series of chilling audiotapes recorded from his jail cell.
5
Nobody Speak: Trials of the Free Press (2017)
★ 6/10Also documentary
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…
6
Evil Influencer: The Jodi Hildebrandt Story (2025)
★ 6.2/10Also documentary
Unravel the case of Utah therapist Jodi Hildebrandt, whose child abuse arrest with parenting YouTuber Ruby Franke exposed a twisted tale of manipulation.
7
Trainwreck: The Real Project X (2025)
★ 5.8/10Also documentary
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.
8
Strip Down, Rise Up (2021)
★ 6.5/10Also documentary
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…
9
The Battered Bastards of Baseball (2014)
★ 7.4/10Also documentary
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.
10
Anna Nicole Smith: You Don't Know Me (2023)
★ 6.1/10Also documentary
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.
11
To Kill a Tiger (2023)
★ 7.6/10Also documentary
Ranjit, a farmer in India, takes on the fight of his life when he demands justice for his 13-year-old daughter, the victim of a brutal gang rape. His decision to support his daughter is virtually unheard of, and his…
12
You Can See Everything (2026)
★ 8.9/10Also documentary
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…
13
Harry Dean Stanton: Partly Fiction (2013)
★ 6.9/10Also documentary
An impressionistic portrait of the iconic actor Harry Dean Stanton comprised of intimate moments, film clips from some of his 250 films and his renditions of American folk songs.
14
Voyeur (2017)
★ 5.9/10Also documentary
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.
15
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…
16
The Curse of the Dragon (1993)
★ 7.2/10Also documentary
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.
17
Fuck (2006)
★ 6.4/10Also documentary
A documentary on the expletive's origin, why it offends some people so deeply, and what can be gained from its use.
18
Pamela, a love story (2023)
★ 7/10Also documentary
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.
19
Untold: Jake Paul the Problem Child (2023)
★ 5.8/10Also documentary
Pro boxing sensation — and perennial troublemaker — Jake Paul shares his unlikely journey from online prankster to power puncher in this documentary.
20
Gilbert (2017)
★ 6.7/10Also documentary
The life and career of one of comedy's most inimitable modern voices, Mr. Gilbert Gottfried.