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Movies like Hollywood Gangster (2008)

The best movies like Hollywood Gangster (2008) are Crips and Bloods: Made in America (2009), Come See Me in the Good Light (2025) and A Toxic Love Story (2026). If Hollywood Gangster hooked you with its documentary, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Crips and Bloods: Made in America (2009)

    With a first-person look at the notorious Crips and Bloods, this film examines the conditions that have lead to decades of devastating gang violence among young African Americans growing up in South Los Angeles.

    Why it matches: Recommended by TMDB viewers · both documentary

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  2. 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
  3. A 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

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  4. Necessary Evil: Super-Villains of DC Comics (2013)

    A documentary detailing the epic Rogues' Gallery of DC Comics from The Joker and Lex Luthor, Sinestro, Darkseid and more, this documentary will explore the Super Villains of DC Comics.

    Why it matches: Recommended by TMDB viewers · both documentary

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  5. Murder 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

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  6. Long Shot (2017)

    When Juan Catalan is arrested for a murder he insists he didn't commit, he builds his case for innocence around unexpected raw footage.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  7. Ted Bundy: Mind of a Monster (2019)

    New exclusive access and never before heard testimony gives a unique insight into the mind of America's most notorious serial killer, Ted Bundy. Breathtaking archive from the time and the voice of Bundy himself, reveals the monster inside the man.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  8. Harmontown (2014)

    A comedic, brutally honest documentary following self-destructive TV writer Dan Harmon as he takes his live podcast on a national tour.

    Why it matches: Recommended by TMDB viewers · both documentary

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  9. Deliver Us from Evil (2006)

    Documentary filmmaker Amy Berg investigates the life of 30-year pedophile Father Oliver O'Grady and exposes the corruption inside the Catholic Church that allowed him to abuse countless children. Victims' stories and a disturbing interview with O'Grady offer a view into the troubled mind of the spiritual leader who moved from parish to parish gaining trust ... all the while betraying so many.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  10. Downloaded (2013)

    A documentary that explores the downloading revolution; the kids that created it, the bands and the businesses that were affected by it, and its impact on the world at large.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  11. Trainwreck: The Real Project X (2025)

    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.

    Why it matches: Recommended by TMDB viewers · both documentary

  12. As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000)

    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.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  13. The Mystery of D.B. Cooper (2020)

    This documentary brings to life the stories of four people believed by their family and friends to be “DB Cooper,” a man who hijacked a 727 flying out of Seattle and jumped from the plane over the wilds of Washington State with a parachute and $200,000, never to be heard from again.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  14. The Curse of the Dragon (1993)

    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.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  15. Voyeur (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

  16. Fuck (2006)

    A documentary on the expletive's origin, why it offends some people so deeply, and what can be gained from its use.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  17. Above Majestic (2018)

    A look at the origins, history and conspiracies behind the "Majestic 12", a clandestine group of military and corporate figureheads charged with reverse-engineering extraterrestrial technology.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  18. Sidney (2022)

    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.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  19. Marvel's Behind the Mask (2021)

    A documentary special that explores the power of identity behind the iconic superheroes we know and love today. These legendary Marvel creations and stories have not only reflected the world outside our window – they have become a reflection of our own identities and who we truly are.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  20. Mea Maxima Culpa: Silence in the House of God (2012)

    Alex Gibney explores the charged issue of pedophilia in the Catholic Church, following a trail from the first known protest against clerical sexual abuse in the United States and all way to the Vatican.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  21. Reggie Kray (2000)

    The Kray twins' legend is as potent today as it has ever been but Cutting Edge suggests reality is far from the myth

    Why it matches: Similar story and style · both documentary

  22. Who Got Diana Dors's Millions? (2003)

    British cinema's original sex symbol, Diana Dors, left her £2 million fortune in various bank accounts, their details and locations revealed by an apparently uncrackable cipher. In this documentary, everyone from her son Jason Dors Lake to the legendary code-breakers of Bletchley Park try to solve the mystery.

    Why it matches: Similar story and style · both documentary

  23. Mr. Untouchable (2007)

    The true-life story of a Harlem's notorious Nicky Barnes, a junkie turned multimillionaire drug-lord. Follow his life story from his rough childhood to the last days of his life.

    Why it matches: Similar story and style · both documentary

  24. Paddy Whacked: The Irish Mob (2006)

    Long before the Mafia, Murder Inc., and the African-American gangster, "Paddy" was plundering and pilfering the stars and stripes. Once called the "National Scourge", "The Shame of the Cities", and "The White Man's Burden", the Irish rose from hellish beginnings riddled with disease, vice, and death. The Potato Famine or "Ireland's Genocide" had wiped out a third of their population--America offered hope. They arrived in swarms, starving and destitute, with their notorious Celtic stubbornness and toughness. In a land where man had to fight for his piece of the pie and fight harder to keep it, "Paddy" was almost unbeatable. From the 19th century gang wars to the 20th century wars with the Italians, "Paddy" whacked their way to a mythical status. We trace the legacy of the Irish Mob, deeply rooted in the diabolical power trio of "Gangster, Politician, and Lawman" feeding and festering off one another.

    Why it matches: Similar story and style · both documentary

  25. Fred: The Godfather of British Crime (2018)

    This is an examination into the psyche of former London gangster Freddie Foreman: 85 years old, allegedly responsible for multiple murders, and nearing the end of his life. Fred is the only gangster who lived through the turbulent history of the British underworld and survived to tell the tale.

    Why it matches: Similar story and style · both documentary

  26. Cicerone (TBA)

    A young aspiring screenwriter takes a ride along to research his script. But this is no ordinary ride along: he’s researching for a gangster film. And he may have bitten off more than he can chew.

    Why it matches: Similar story and style · both documentary

  27. Whitey Bulger: The Making of a Monster (2013)

    Whitey Bulger: the Making of a Monster is the definitive biographical documentary about Whitey – a story that takes viewers into the heart of darkness of the legendary crime boss and cold-blooded killer. It digs deep into the mind of a psychopath, exploring the roots of his insatiable need for power and control. The documentary debunks the myth of the “Robin Hood of South Boston,” painting a deeply rendered portrait of evil.

    Why it matches: Similar story and style · both documentary

  28. My Life With the Team: Bimmy's Story (TBA)

    Documentary movie from Gangsta Chroniclez that - as the title suggests - chronicles James "Bimmy" Antney's experiences, stories and involvement with the infamous Supreme Team.

    Why it matches: Similar story and style · both documentary

  29. Tupac - Aftermath (2013)

    Tupac: Aftermath is a delicate sequel to Tupac: Conspiracy, which takes the viewer to the days following the death of the rap artist. Cover-Ups, decpetion and rumor flowed through both Las vegas and Los Angeles, setting up the biggest unsolved murder case- and biggest lies about it, in recent history. Interviews with his close family and friends- as well as those who were inspired by him- perfectly reflect the fire, intensity and passion of this artist. not to be missed, find out the rest of the story in Tupac:Aftermath.

    Why it matches: Similar story and style · both documentary

  30. Loïc Léry, du flingue au stylo (2023)

    Why it matches: Similar story and style · both documentary

Like Hollywood Gangster and something else?

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

Frequently asked questions

What are the best movies like Hollywood Gangster?

The closest matches to Hollywood Gangster are Crips and Bloods: Made in America (2009), Come See Me in the Good Light (2025) and A Toxic Love Story (2026). Below are 27 more, each with the reason it matches.

What should I watch after Hollywood Gangster?

Start with Crips and Bloods: Made in America (2009), the closest match to Hollywood Gangster.

What is the highest-rated movie like Hollywood Gangster?

Deliver Us from Evil (2006), rated 7.2/10 by 216 TMDB users.

What is the newest movie like Hollywood Gangster?

A Toxic Love Story (2026) is the most recent release on this list.

Are there German movies like Hollywood Gangster?

The closest matches are in other languages.

How are movies similar to Hollywood Gangster chosen?

First come films that Trakt’s viewers watch alongside Hollywood Gangster, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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