Movies Like Sadness

If you liked Sadness (1999), a documentary movie directed by Tony Ayres, 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
Howard (2018)
★ 6.8/10Also documentary
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…
2
I Am Heath Ledger (2017)
★ 7.4/10Also documentary
The life and career of an actor, artist, and icon. His own journey through his own camera.
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
As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000)
★ 7.8/10Also documentary
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.
5
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.
6
Being James Bond (2021)
★ 7.8/10Also documentary
Daniel Craig candidly reflects on his 15 year adventure as James Bond. Including never-before-seen archival footage from Casino Royale to the upcoming 25th film No Time To Die, Craig shares his personal memories in…
7
John Candy: I Like Me (2025)
★ 7.9/10Also documentary
Those who knew iconic funnyman John Candy best share his story, in their own words, through never-before-seen archival footage, imagery, and interviews.
8
Chris Brown: Welcome to My Life (2017)
★ 6.4/10Also documentary
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…
9
I Am Ali (2014)
★ 6.7/10Also documentary
Unprecedented access to Muhammad Ali's personal archive of "audio journals" as well as interviews and testimonials from his inner circle of family and friends are used to tell the legend's life story.
10
Heart of a Dog (2015)
★ 6.5/10Also documentary
Musician and performance artist Laurie Anderson reflects on the deaths of her husband Lou Reed, her mother and her beloved dog.
11
Seduced and Abandoned (2013)
★ 6.2/10Also documentary
SEDUCED AND ABANDONED combines acting legend Alec Baldwin with director James Toback as they lead us on a troublesome and often hilarious journey of raising financing for their next feature film. Moving from director…
12
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.
13
Cameraperson (2016)
★ 6.7/10Also documentary
As a visually radical memoir, CAMERAPERSON draws on the remarkable footage that filmmaker Kirsten Johnson has shot and reframes it in ways that illuminate moments and situations that have personally affected her. What…
14
Charlie: The Life and Art of Charles Chaplin (2003)
★ 7/10Also documentary
Brilliant, long in-the-works story of the life and art of the world's greatest comedian and the cinema's first genius, Charlie Chaplin. Produced, written and directed by renowned film critic Richard Schickel.
15
Maria by Callas (2017)
★ 7.4/10Also documentary
Told through performances, TV interviews, home movies, family photographs, private letters and unpublished memoirs, the film reveals the essence of an extraordinary woman who rose from humble beginnings in New York…
16
Hawking (2013)
★ 7.6/10Also documentary
The extraordinary story of the planet’s most famous contemporary scientist, told in his own words and by those closest to him. Made with unique access to Hawking’s private life, this is an intimate and moving journey…
17
Sidney (2022)
★ 6.9/10Also documentary
This revealing documentary honors the legendary Sidney Poitier—iconic actor, filmmaker, and civil rights activist. Featuring interviews with Denzel Washington, Spike Lee, Halle Berry, and more.
18
28 Up (1985)
★ 7.5/10Also documentary
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.
19
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…
20
Everybody’s Everything (2019)
★ 8.4/10Also documentary
The story of artist Lil Peep from his birth in Long Island and meteoric rise as a genre blending pop star & style icon, to his death due to an accidental opioid overdose in Arizona at just 21 years of age.