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Movies like Playing The Odds (1998)

The best movies like Playing The Odds (1998) are Porno (2019), The Little Death (2014) and Preaching to the Perverted (1997). If Playing The Odds hooked you, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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

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  2. 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
  3. Preaching to the Perverted (1997)

    A computer wizard infiltrates a London sex club to get evidence for a shutdown, but falls for the proprietress.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  4. The Long Weekend (2005)

    Cooper is an actor who sees life as one big party, while Ed is in advertising and takes life too seriously. When Ed gets stressed over a deadline he has to meet, his brother Cooper works hard in trying to get his brother hooked up with a girl, thus a long weekend of stress and beautiful women, culminating in Ed meeting, and making love to, the woman of his dreams.

    Why it matches: Recommended by TMDB viewers

  5. The Bachelor and the Bobby-Soxer (1947)

    Teenager Susan Turner, with a severe crush on playboy artist Richard Nugent, sneaks into his apartment to model for him and is found there by her sister Judge Margaret Turner. Threatened with jail, Nugent agrees to date Susan until the crush abates.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  6. Different for Girls (1997)

    Paul and Kim meet when their vehicles collide. Paul is fascinated with the attractive Kim. It turns out that the two were childhood friends in Catholic boys' school, but back then, before the operation, Kim was named Karl.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  7. Sex and Death 101 (2007)

    A guy's life is turned around by an email, which includes the names of everyone he's had sex with and ever will have sex with. His situation gets worse when he encounters a femme fatale who targets men guilty of sex crime.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  8. My Awkward Sexual Adventure (2012)

    A hyper-repressed and schlubby accountant (Jonas Chernick) strikes a deal with a worldly but disorganized stripper (Emily Hampshire): he'll help her with her crushing debt if she helps him become a better lover.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  9. X (2011)

    A veteran call girl and a runaway prostitute witness a murder which sends them on an out-of-control roller coaster ride through the twilight zone of sex-for-sale.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  10. 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

  11. Eating Out 2: Sloppy Seconds (2006)

    How far would you go to get the person of your dreams? With the help of Gwen and Tiffani, Kyle pretends to be heterosexual in order to land Troy, the new guy (and nude model) who's turning the heads of both men and women. He soon finds himself joining the campus ex-gay support group and nabbing a girlfriend! Kyle's ex-boyfriend Marc is horrified at the plan and decides to pursue the confused Troy with his own tactic -- being his "out" gay self. Who will win Troy first?

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  12. 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
  13. 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

  14. Mickey's House of Villains (2002)

    The villains from the popular animated Disney films are gathered at the House of Mouse with plans to take over. Soon, the villains take over the house and kick out Mickey, Donald and Goofy. It's all up to Mickey and his friends to overthrow evil and return the House of Mouse to normal--or as close to normal as it gets.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  15. Fedora (1978)

    Down-on-his-luck Hollywood producer Barry 'Dutch' Detweiler attempts to lure Fedora, a famous but reclusive film actress, out of retirement, only to discover the horrifying truth behind her success.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. Class (1983)

    Naive Midwestern prep student Jonathan bonds with his more worldly roommate, Skip, who takes the small-town boy under his wing. At Skip's urging, the inexperienced Jonathan is emboldened to seek out older women in the cocktail lounges of nearby Chicago, where he meets and beds the alluring Ellen, who unfortunately turns out to be Skip's mother. The division between the friends is further deepened when a cheating scandal engulfs the school.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  17. The Man from Elysian Fields (2001)

    A failed novelist's inability to pay the bills strains relations with his wife and leads him to work at an escort service, where he becomes entwined with a wealthy woman whose husband is a successful writer.

    Why it matches: Recommended by TMDB viewers

  18. 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
  19. Two Moon Junction (1988)

    A young Southern débutante temporarily abandons her posh lifestyle and upcoming, semi-arranged marriage to have a lustful and erotic fling with a rugged drifter who works at a local carnival.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  20. Zack and Miri Make a Porno (2008)

    Lifelong platonic friends Zack and Miri look to solve their respective cash-flow problems by making an adult film together. As the cameras roll, however, the duo begin to sense that they may have more feelings for each other than they previously thought.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  21. The Fall of Communism as Seen in Gay Pornography (1998)

    Every image in The Fall of Communism as Seen in Gay Pornography comes from gay erotic videos produced in Eastern Europe since the introduction of capitalism. The video provides a glimpse of young men responding to the pressures of an unfamiliar world, one in which money, power and sex are now connected.

    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. 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

  24. 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

  25. 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

  26. 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

  27. 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

  28. The Day I've Been Fucked in Front of the Entire World (2023)

    Remodeling of a pornographic scene in which I shot for a major French studio. It was a question of reappropriating these images (originally categorized as "hard") to extract their erotic and perhaps even romantic potential.

    Why it matches: Similar story and style

  29. Piss Off X (2021)

    A historic underground gay document. Shocking. Intimate. Taboo. A behind-the-scenes look at the performance art of a millennial artist who travels the world performing in public spaces using the medium of piss, video and the internet to break social norms.

    Why it matches: Similar story and style

  30. 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

Like Playing The Odds and something else?

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

Frequently asked questions

What are the best movies like Playing The Odds?

The closest matches to Playing The Odds are Porno (2019), The Little Death (2014) and Preaching to the Perverted (1997). Below are 27 more, each with the reason it matches.

What should I watch after Playing The Odds?

Start with Porno (2019), the closest match to Playing The Odds.

What is the highest-rated movie like Playing The Odds?

Mickey's House of Villains (2002), rated 7.3/10 by 327 TMDB users.

What is the newest movie like Playing The Odds?

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

Are there English movies like Playing The Odds?

Yes: Porno (2019), The Little Death (2014) and Preaching to the Perverted (1997).

How are movies similar to Playing The Odds chosen?

First come films that Trakt’s viewers watch alongside Playing The Odds, 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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