Movies Like The Mystery of Richard Simmons: A Diane Sawyer Special

If you liked The Mystery of Richard Simmons: A Diane Sawyer Special (2026), a documentary movie, 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
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…
2
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.
3
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.
4
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.
5
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.
6
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…
7
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.
8
Gilbert (2017)
★ 6.7/10Also documentary
The life and career of one of comedy's most inimitable modern voices, Mr. Gilbert Gottfried.
9
Tony Hawk: Until the Wheels Fall Off (2022)
★ 7.7/10Also documentary
A wide-ranging, definitive look at Hawk’s life and iconic career, and his relationship with the sport with which he’s been synonymous for decades, featuring unprecedented access, never-before-seen footage, and…
10
The Kid Stays in the Picture (2002)
★ 6.6/10Also documentary
Documentary about legendary Paramount producer Robert Evans, based on his famous 1994 autobiography.
11
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.
12
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.
13
Love, Antosha (2019)
★ 7.4/10Also documentary
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…
14
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.
15
Struggle: The Life and Lost Art of Szukalski (2018)
★ 7.5/10Also documentary
Artists in LA discover the work of forgotten Polish sculptor Stanislav Szukalski, a mad genius whose true story unfolds chapter by astounding chapter.
16
Shawn Mendes: In Wonder (2020)
★ 8.1/10Also documentary
A portrait of singer-songwriter Shawn Mendes' life, chronicling the past few years of his rise and journey.
17
Generation Iron 2 (2017)
★ 6.8/10Also documentary
From the director of Generation Iron, comes the anticipated sequel that will depict 5 of the top bodybuilding and fitness mega-stars on a quest of achieving the ultimate physique and taking it to the next extreme…
18
I Am Chris Farley (2015)
★ 7.1/10Also documentary
I am Chris Farley tells his hilarious, touching and wildly entertaining story - from his early days in Madison, Wisconsin, to his time at Second City and Saturday Night Live, then finally his film career (which…
19
Matangi / Maya / M.I.A. (2018)
★ 7.5/10Also documentary
Drawn from a never before seen cache of personal footage spanning decades, this is an intimate portrait of the Sri Lankan artist and musician who continues to shatter conventions.
20
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.