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Movies like Chicago Cumhole (2007)

The best movies like Chicago Cumhole (2007) are Pink Flamingos (1972), King Cobra (2016) and Shortbus (2006). If Chicago Cumhole hooked you, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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
  2. 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

  3. Shortbus (2006)

    In post-9/11 New York City, an eclectic group of citizens find their lives entangled, personally, romantically, and sexually, at Shortbus, an underground Brooklyn salon infamous for its blend of art, music, politics, and carnality.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  4. Henry: Portrait of a Serial Killer (1986)

    Arriving in Chicago, Henry moves in with ex-con acquaintance Otis and starts schooling him in the ways of the serial killer.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  5. Desperate Living (1977)

    After killing her husband, Peggy Gravel and her murderous maid Grizelda wind up in the crazy town of Mortville, where Queen Carlotta presides over a sleazy collection of misfits.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  6. Unfaithful (2002)

    A New York suburban couple's marriage goes dangerously awry when the wife indulges in an adulterous fling.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  7. 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

  8. 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
  9. Strange Darling (2024)

    Nothing is what it seems when a twisted one-night stand spirals into a serial killer’s vicious murder spree.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  10. 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
  11. Hostel (2006)

    Three backpackers head to a Slovakian city that promises to meet their hedonistic expectations, with no idea of the hell that awaits them.

    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. Hostel: Part II (2007)

    Three American college students studying abroad are lured to a Slovakian hostel, and discover the grim reality behind it.

    Why it matches: Recommended by TMDB viewers

  14. 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
  15. GirlHouse (2014)

    In an attempt to make some extra cash while away at College, Kylie moves into a house that streams content to an X-rated website. After a deranged fan hacks in to determine the house's location, she finds herself in a terrifying fight for her life.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. 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
  17. Fifty Shades Freed (2018)

    Believing they have left behind shadowy figures from their past, newlyweds Christian and Ana fully embrace an inextricable connection and shared life of luxury. But just as she steps into her role as Mrs. Grey and he relaxes into an unfamiliar stability, new threats could jeopardize their happy ending before it even begins.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  18. South Park (Not Suitable for Children) (2023)

    After it's discovered that a teacher at South Park Elementary has an OnlyFans page, Randy is compelled to take a closer look at the seedy underbelly of the world of online influencers.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  19. Gummo (1997)

    Teenagers Solomon and Tummler kill time in Xenia, Ohio, a small town that has never recovered from the tornado that ravaged the community in the 1970s.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  20. Bone Lake (2025)

    A couple’s romantic vacation at a secluded lakeside estate is upended when they are forced to share the mansion with a mysterious and attractive couple. In this darkly hilarious and seductive horror story, a dream getaway spirals into a nightmarish maze of sex, lies, and manipulation, bringing terrifying secrets to light and triggering a bloody battle for survival.

    Why it matches: Recommended by TMDB viewers

  21. Without a Mom (2011)

    Two gay dads fumble to provide their straight son with meaningful support after the loss of his first real love.

    Why it matches: Similar story and style

  22. Beautiful Beings (2022)

    A teenage boy, raised by a mother who considers herself psychic, takes a bullied kid into his group of violent misfits. As the group’s troubles escalate toward life-threatening situations, an inner voice awakens in the boy and, with the help of his mother and his new friend, he manages to find his own path.

    Why it matches: Similar story and style

    Worth the HypeMovies like this
  23. Gay Porn: Guided Tour (2014)

    An unusual journey into the heart of gay porn, a universe populated by a host of planets, which professionals commonly call niches. These are all fantasies of inclined tastes and libidos. Olivier Ghis tries to understand where these famous niches come from and what desires they meet.

    Why it matches: Similar story and style

  24. Tips (2016)

    Mario (Thiago Cazado) is in debt. To pay the bills, he displays the body on a famous porn site.

    Why it matches: Similar story and style

  25. Hustler White (1996)

    Reminiscent of Sunset Boulevard, the action is transposed from the silver screen's old backlots to contemporary male prostitution and the pornographic industry.

    Why it matches: Similar story and style

  26. Only Andy (2024)

    Many of us experience sexual desires in many different shapes and forms, yet there continues to be a certain stigma about expressing them openly. Adult worker, Andy Lee, and his co-workers share their own insightful and interesting perspectives on the adult industry in a bid to inspire people to open up to each other, and to further shed some light on the frequently misunderstood adult industry.

    Why it matches: Similar story and style

  27. 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

  28. 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

  29. 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

  30. Straight Guy Watches Gay Porn for the First Time (2026)

    When Janek, a straight Polish guy watches gay porn for the first time, his world is turned upside down. Battling with unsettling new thoughts, he is put into a journey of self-discovery.

    Why it matches: Similar story and style

Like Chicago Cumhole and something else?

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

Frequently asked questions

What are the best movies like Chicago Cumhole?

The closest matches to Chicago Cumhole are Pink Flamingos (1972), King Cobra (2016) and Shortbus (2006). Below are 27 more, each with the reason it matches.

What should I watch after Chicago Cumhole?

Start with Pink Flamingos (1972), the closest match to Chicago Cumhole.

What is the highest-rated movie like Chicago Cumhole?

South Park (Not Suitable for Children) (2023), rated 7.4/10 by 241 TMDB users.

What is the newest movie like Chicago Cumhole?

Straight Guy Watches Gay Porn for the First Time (2026) is the most recent release on this list.

Are there English movies like Chicago Cumhole?

Yes: Pink Flamingos (1972), King Cobra (2016) and Shortbus (2006).

How are movies similar to Chicago Cumhole chosen?

First come films that Trakt’s viewers watch alongside Chicago Cumhole, 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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