Skip to content

Movies like Prison (1999)

The best movies like Prison (1999) are Your Friends & Neighbors (1998), Porno (2019) and Barely Legal (2003). If Prison hooked you, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Your Friends & Neighbors (1998)

    Restless and unhappy, two couples get caught up in infidelity and deception. Barry is a sullen businessman married to Mary, a writer who is unsatisfied with their relationship. Mary begins an affair with Jerry, a smug theater professor and husband of her friend, Terri, who is also a writer. Adding to the adulterous mix are Cary, a callous doctor, and Cheri, an art-gallery assistant.

    Why it matches: Recommended by TMDB viewers

  2. Porno (2019)

    When a group of naive teens working at a movie theater in a small Christian town discover a mysterious film hidden in its basement, they unleash an alluring succubus who gives them a sex education…written in blood.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  3. Barely Legal (2003)

    Teenager Deacon works at a video shop, and his buddies, Fred and Matt, sell the bootleg porno films he acquires. Deacon gets fired, but the pals have the bright idea of filming their own Internet porn flick in order to make money and become more popular at school. Hijinks ensue as they cast and create their movie, but porn industry player Vic Ramalot grows jealous of their burgeoning success and tries to put a stop to the project.

    Why it matches: Recommended by TMDB viewers

  4. King Cobra (2016)

    It’s 2006, YouTube is in its infancy, and internet porn is still behind a paywall. Taking the stage name Brent Corrigan, a fresh-faced, wannabe adult video performer is molded into a star by Stephen, a closeted gay porn mogul who runs the skin flick empire Cobra Video from his seemingly ordinary suburban home.

    Why it matches: Recommended by TMDB viewers

  5. Pink Narcissus (1971)

    An outrageous erotic poem focusing on the daydreams of a beautiful boy prostitute who, from the seclusion of his ultra-kitsch apartment, conceives a series of interlinked narcissistic fantasies populated by matadors, dancing boys, slaves, and leather-clad bikers.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  6. Kiss of the Spider Woman (1985)

    The story of two radically different men thrown together in a Latin American prison cell. One is Valentin, a journalist being tortured for his political beliefs. The other is Molina, a gay window-dresser who fills their lonely nights by spinning romantic fantasies drawn from memories of old movies.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  7. Shame (2011)

    Brandon, a thirty-something man living in New York, eludes intimacy with women but feeds his deepest desires with a compulsive addiction to sex. When his younger sister temporarily moves into his apartment, stirring up bitter memories of their shared painful past, Brandon's life, like his fragile mind, gets out of control.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  8. Killer's Kiss (1955)

    Davey Gordon, a New York City boxer at the end of his career, falls for dancer Gloria Price. However, their budding relationship is interrupted by Gloria's violent boss, Vincent Rapallo, who has eyes for Gloria. The two decide to skip town, but before they can, Vincent and his thugs abduct Gloria, and Davey is forced to search for her among the most squalid corners of the city, with his enemy hiding in the shadows.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  9. Don Jon (2013)

    A New Jersey guy dedicated to his family, friends, and church, develops unrealistic expectations from watching porn and works to find happiness and intimacy with his potential true love.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  10. Young People Fucking (2007)

    On a Tuesday night, five couples have separate sexual adventures. Matt and Kris, friends for years, want to have an only-once, no-strings good time. Abby and Andrew, married, celebrate his birthday, but it's marred by angst and miscommunication. Mia and Eric are exes, making sure they are over each other. Jaime and Ken work together and this is a first date. Inez and Gord invite his roommate, Dave, to join them. By the time each couple has gone through a prelude, foreplay, sex, an interlude, orgasm, and afterglow, they've answered basic questions: can sex be anonymous, are we bored, is our marriage really finished, does anyone tell the truth, and how do we make someone happy?

    Why it matches: Recommended by TMDB viewers

  11. Tongues Untied (1990)

    Marlon Riggs, with assistance from other gay Black men, especially poet Essex Hemphill, celebrates Black men loving Black men as a revolutionary act. The film intercuts footage of Hemphill reciting his poetry, Riggs telling the story of his growing up, scenes of men in social intercourse and dance, and various comic riffs, including a visit to the "Institute of Snap!thology," where men take lessons in how to snap their fingers: the sling snap, the point snap, the diva snap.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  12. Fifty Shades of Grey (2015)

    When college senior Anastasia Steele steps in for her sick roommate to interview prominent businessman Christian Grey for their campus paper, little does she realize the path her life will take. Christian, as enigmatic as he is rich and powerful, finds himself strangely drawn to Ana, and she to him. Though sexually inexperienced, Ana plunges headlong into an affair -- and learns that Christian's true sexual proclivities push the boundaries of pain and pleasure.

    Why it matches: Recommended by TMDB viewers

  13. In the Soup (1992)

    An aspiring young filmmaker gets involved with an eccentric gangster for the financing of his first film.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  14. Convict (2014)

    Set in the dark and old Parramatta prison built by the original convicts our lead character Ray a war veteran finds himself serving 18 months for manslaughter after defending his fiance. He soon realizes that the prison boss has it in for him and does everything possible to break Ray even going after his fiance.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  15. The Little Death (2014)

    A comedy film that looks into the loosely connected lives of people with strange sexual fantasies.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. A Perfect Ending (2012)

    This intimate drama follows Rebecca, a woman who has kept her sexuality a secret from her friends but chooses to reveal it to a stranger. While Rebecca's revelations may not yield the results she expects, a perfect ending is still in reach.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  17. Dirty Sexy Saint (2019)

    Clay Kincaid hates the nickname 'Saint', he got for being too kind to stray animals and desperate people. Especially when it comes to women. With a rough and damaged past that has left him jaded, he doesn't do committed relationships. This is before he meets Samantha Jamieson, an heiress turned runaway in need of help. When she starts to work as a waitress at his bar, he discovers that she is someone truly special and amazing… someone that could warm his damaged heart.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  18. A Month in the Country (1987)

    A destitute WWI veteran is hired to help carry out restoration work on a medieval mural in a rural Yorkshire church. While living in the quiet village, he forms a close friendship with an archaeologist and begins to come to terms with his trauma.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  19. Maurice (1987)

    After his lover rejects him, Maurice attempts to come to terms with his sexuality within the restrictiveness of Edwardian society.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  20. The Face Behind the Mask (1941)

    A kindly, enthusiastic, newly-arrived American immigrant from Hungary is forced to turn to a life of crime after his face is badly disfigured in a hotel fire.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  21. The Fluffer (2001)

    Self-effacing, boyish Sean moves to LA to pursue a career in movies but finds it tougher than he imagined. He stumbles onto porn star Johnny Rebel - a handsome, muscled dream of men and women alike - who awakens Sean’s deep obsession.

    Why it matches: Similar story and style

  22. Title 18 (2022)

    An experimental short film made as part of a multi-media triptych, originally screened alongside a fashion collection and an art-installation. Drawing from Papa Yorick’s (Director and fashion designer) thesis “Men Are My Cumrag”, the film reenacts eight mainstay gay porn scripts, incorporating and parodying tropes and clichés, that explore masculine identities within the gay porn industry, through a satirical and critical lens.

    Why it matches: Similar story and style

  23. Knife+Heart (2018)

    In the summer of 1979, gay porn producer Anne sets out to film her most ambitious film yet, but her actors are picked off, one by one, by a mysterious killer.

    Why it matches: Similar story and style

  24. I'm a Porn Star (2013)

    I'm a Porn Star follows the lives of guys in the neighborhood who are likely a lot more famous than you - at least on the Internet. There are an estimated 370 million pornographic websites on-line. Porn is now a thirteen BILLION dollar business. So who's doing all this moonlighting? Turns out -- probably some people you know.

    Why it matches: Similar story and style

  25. The Ages of Lulu (1990)

    Fifteen-year-old Lulu has never known any affection from her family. But when she goes to a rock concert with Pablo, a friend of the family, he introduces Lulu to her first sexual experience. Years later, Pablo and Lulu have married; Pablo has created a sheltered, private world for Lulu, into which nothing intrudes. However, Lulu tires of her cloistered existence, and begins hanging out in shady bars, looking for vicarious thrills and danger.

    Why it matches: Similar story and style

    Popcorn FlickMovies like this
  26. Damon and Hunter: Doing It Together (2006)

    Comstock Films has created a unique film series that explores sexual relationships among couples. Each film focuses on one couple and begins with an intimate interview that sets up the background of the couple's relationship: how they met, the basis of their intimacy, what attracts them sexually to one another, and how they share their innermost desires and fantasies. The camera then turns to an intimate lovemaking session, recording in detail the passion and eroticism that exists between the two. Coverage is explicit, but not provocative; it allows viewers to share in the couple's healthy, passionate, romantic relationship and to experience first hand the erotic intimacy of their lovemaking. Damon and Hunter: Doing it Together features the first gay relationship in the series. Damon and Hunter are two adult film stars on the rise, but are also real-life lovers.

    Why it matches: Similar story and style

  27. Bulgarian Lovers (2003)

    Graying Spaniard Daniel has a healthy budget for indulging in the finer things in life. Daniel's favorite luxury is playing sponsor to younger men amid the lights and sights of Madrid's gay club scene. After Daniel shares a night with handsome Bulgarian emigre Kyril, he finds himself consumed with an insatiable lust for the charismatic foreigner. But, as their relationship takes shape, Daniel's latest conquest reveals his own manipulative tendencies.

    Why it matches: Similar story and style

  28. A Day in the Country (2010)

    The doctor makes a house call but three is a crowd after the action is over… A film about existential loneliness.

    Why it matches: Similar story and style

  29. Body Without Soul (1996)

    A stark documentary about young male prostitutes in Prague, aged 15 to 18, who work the streets, train stations, and clubs. Through candid interviews and behind-the-scenes footage of gay porn shoots, the film explores their lives, struggles, and dreams, touching on themes of exploitation, identity, AIDS, and survival.

    Why it matches: Similar story and style

  30. Mondo Homo: A Study of French Gay Porn in the '70s (2014)

    Between 1975 and 1983 a new kind of film could be seen in French cinema : home-grown gay pornography. The films were shot in 16mm and most of them were passed and given certificates by the CNC (National Cinema Centre). They were screened in a small number of Parisian cinemas dedicated to gay pornographic films : Le Dragon, La Marotte and Le Hollywood Boulevard as well as several in the provinces. They were essentially the work of three production companies : Les Films de La Troïka (Norbert Terry), AMT Productions (Anne-Marie Tensi) and Les Films du Vertbois (principally Jacques Scandelari). The genre met an untimely end with the advent of video, the last being made in 1983 "Mon ami, mon amour (My friend, my lover)". Since then, gay pornography has not been screened in French cinemas. This film is the result of five years of painstaking research and investigation. It features extensive interviews with the directors and actors illustrated by numerous extracts from their films.

    Why it matches: Similar story and style

Like Prison and something else?

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

Frequently asked questions

What are the best movies like Prison?

The closest matches to Prison are Your Friends & Neighbors (1998), Porno (2019) and Barely Legal (2003). Below are 27 more, each with the reason it matches.

What should I watch after Prison?

Start with Your Friends & Neighbors (1998), the closest match to Prison.

What is the highest-rated movie like Prison?

Maurice (1987), rated 7.6/10 by 642 TMDB users.

What is the newest movie like Prison?

Title 18 (2022) is the most recent release on this list.

How are movies similar to Prison chosen?

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

↑ ↓ to move · Enter to open · Full search page