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Movies like Boobsville Penitentiary (2004)

The best movies like Boobsville Penitentiary (2004) are Horrible Bosses 2 (2014), Pink Flamingos (1972) and Magazine Dreams (2025). If Boobsville Penitentiary hooked you, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Horrible Bosses 2 (2014)

    Dale, Kurt and Nick decide to start their own business but things don't go as planned because of a slick investor, prompting the trio to pull off a harebrained and misguided kidnapping scheme.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  2. Pink Flamingos (1972)

    Notorious Baltimore criminal and underground figure Divine goes up against Connie & Raymond Marble, a sleazy married couple who make a passionate attempt to humiliate her and seize her tabloid-given title as "The Filthiest Person Alive".

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  3. Magazine Dreams (2025)

    Aspiring bodybuilder Killian Maddox struggles to find human connection in an exploration of celebrity and violence. Nothing deters him from his fiercely protected dream of superstardom, not even the doctors who warn him of the permanent damage he causes to himself with his quest.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  4. Auto Focus (2002)

    A successful TV star during the 1960s, former "Hogan's Heroes" actor Bob Crane projects a wholesome family-man image, but this front masks his persona as a sex addict who records and photographs his many encounters with women, often with the help of his seedy friend, John Henry Carpenter. This biographical drama reveals how Crane's double life takes its toll on him and his family, and ultimately contributes to his death.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  5. Splendor (1999)

    Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  6. Polyester (1981)

    Blessed with a keen sense of smell and cursed with a philandering pornographer husband, a parasitic mother, and a pair of delinquent children, the long-suffering Francine Fishpaw turns to the bottle as her life falls apart -- until deliverance appears in the form of a hunk named Todd Tomorrow. Originally screened with "Odorama" scratch and sniff cards so the audience could (at their own risk) smell along with the film.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  7. Bubble (2006)

    Set against the backdrop of a decaying Midwestern town, a murder becomes the focal point of three people who work in a doll factory.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  8. She's Funny That Way (2015)

    On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.

    Why it matches: Recommended by TMDB viewers

  9. Sing Sing (2024)

    Divine G, imprisoned at Sing Sing for a crime he didn't commit, finds purpose by acting in a theatre group alongside other incarcerated men in this story of resilience, humanity, and the transformative power of art.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  10. Whitney Cummings: Can I Touch It? (2019)

    In her fourth stand-up special, Whitney Cummings returns to her hometown of Washington, D.C., and riffs on modern feminism, technology and more.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  11. Multiple Maniacs (1970)

    The Cavalcade of Perversion, a traveling freak show, acts as a front for Divine, who is out for blood after discovering her lover's affair.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  12. Lovelace (2013)

    Story of Linda Lovelace, who is used and abused by the porn industry at the behest of her coercive husband, before taking control of her life.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  13. 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
  14. Half Baked (1998)

    Three lovable party buds try to bail their friend out of jail. But just when the guys have mastered a plan, everything comes dangerously close to going up in smoke.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  15. Queen of the Ring (2025)

    In a time when pro wrestling for women was illegal all over the country, a small town single mother embraces the danger to change culture as she dominates America's most masculine sport to become the first million dollar female athlete in history.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. X-Rated 2: The Greatest Adult Stars of All Time (2016)

    Documentary sequel that offers a close-up look into the personal lives of the legendary porn stars who've survived the test of time and influenced popular culture. Blends rare interviews with erotic clips and additional appearances by Whoopi Goldberg, Steven Soderbergh and a host of adult stars, directors and trendsetters.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  17. The Poker House (2008)

    Agnes and her two sisters struggle through a day in a home overrun by gamblers, thieves, and johns.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  18. Death Game (1977)

    George Manning is a well-to-do businessman, husband, and father. While his family is away on his birthday, he invites a pair of rain-soaked young women into his house to wait out an evening thunderstorm. The two girls seduce Manning and ultimately kidnap and torture him in his own home.

    Why it matches: Recommended by TMDB viewers

  19. Ruthless People (1986)

    Sam Stone hates his wife Barbara so much that he wants her dead. He's ecstatic when she's taken by a duo of kidnappers who want $500,000 ransom in exchange for her life. Fully intending to ignore every one of the kidnappers' demands in the hopes that they do him a favor and murder her for him, the two confused kidnappers have to figure out how they're going get their money, and what they're going to do with the overbearing Barbara.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  20. Chasing Papi (2003)

    Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this

Like Boobsville Penitentiary and something else?

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

Frequently asked questions

What are the best movies like Boobsville Penitentiary?

The closest matches to Boobsville Penitentiary are Horrible Bosses 2 (2014), Pink Flamingos (1972) and Magazine Dreams (2025). Below are 17 more, each with the reason it matches.

What should I watch after Boobsville Penitentiary?

Start with Horrible Bosses 2 (2014), the closest match to Boobsville Penitentiary.

What is the highest-rated movie like Boobsville Penitentiary?

Sing Sing (2024), rated 7.4/10 by 419 TMDB users.

What is the newest movie like Boobsville Penitentiary?

Magazine Dreams (2025) is the most recent release on this list.

Are there English movies like Boobsville Penitentiary?

Yes: Horrible Bosses 2 (2014), Pink Flamingos (1972) and Magazine Dreams (2025).

How are movies similar to Boobsville Penitentiary chosen?

First come films that Trakt’s viewers watch alongside Boobsville Penitentiary, 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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