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Movies like Sexual Roulette (1997)

The best movies like Sexual Roulette (1997) are The Cooler (2003), Indecent Proposal (1993) and The Man from Elysian Fields (2001). If Sexual Roulette hooked you with its drama and romance, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Cooler (2003)

    Bernie works at a Las Vegas casino, where he uses his innate ability to bring about misfortune in those around him to jinx gamblers into losing. His imposing boss, Shelly Kaplow, is happy with the arrangement. But Bernie finds unexpected happiness when he begins dating attractive waitress Natalie Belisario.

    Why it matches: Recommended by TMDB viewers · both romance & drama

    Popcorn FlickMovies like this
  2. Indecent Proposal (1993)

    John Gage offers a down-on-his-luck yuppie husband $1 million for the opportunity to spend the night with the man's wife.

    Why it matches: Recommended by TMDB viewers · both romance & drama

    Popcorn FlickMovies like this
  3. 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 · both drama & romance

  4. Cruel Intentions (1999)

    Slaking a thirst for dangerous games, Kathryn challenges her stepbrother, Sebastian, to deflower their headmaster's daughter before the summer ends. If he succeeds, the prize is the chance to bed Kathryn. But if he loses, Kathryn will claim his most prized possession.

    Why it matches: Recommended by TMDB viewers · both drama & romance

    Popcorn FlickMovies like this
  5. 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 · both drama & romance

    Popcorn FlickMovies like this
  6. The Shanghai Gesture (1941)

    A gambling queen uses blackmail to stop a British financier from closing her Chinese clip joint.

    Why it matches: Recommended by TMDB viewers · both drama & romance

    Popcorn FlickMovies like this
  7. Desert Hearts (1985)

    While waiting for her divorce papers, a repressed literature professor finds herself unexpectedly attracted by a carefree, spirited young woman named Cay.

    Why it matches: Recommended by TMDB viewers · both drama & romance

    Worth the HypeMovies like this
  8. 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 · both drama & romance

  9. On Swift Horses (2025)

    Returning from the Korean War, Lee wants to begin a new life with his wife Muriel in California. But when his charismatic brother Julius arrives, their lives begin to change. Julius’s rebellious streak rubs off on Muriel, who secretly steps into the world of race horse gambling. Here she meets a new lover, a fellow woman looking to break free from her restrictive life. Meanwhile, Julius travels to Las Vegas, where he falls in love with a young man he meets at the card tables.

    Why it matches: Recommended by TMDB viewers · both romance & drama

    Popcorn FlickMovies like this
  10. Strangers When We Meet (1960)

    A suburban architect loves his wife but is bored with his marriage and with his work, so he takes up with the neglected, married beauty who lives down the street.

    Why it matches: Recommended by TMDB viewers · both romance & drama

    Popcorn FlickMovies like this
  11. Leaving Las Vegas (1995)

    Ben Sanderson, an alcoholic Hollywood screenwriter who lost everything because of his drinking, arrives in Las Vegas to drink himself to death. There, he meets and forms an uneasy friendship and non-interference pact with prostitute Sera.

    Why it matches: Recommended by TMDB viewers · both drama & romance

    Worth the HypeMovies like this
  12. Hard Eight (1997)

    A stranger mentors a young Reno gambler who weds a hooker and befriends a vulgar casino regular.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  13. Rounders (1998)

    Poker addict Mike McDermott knows the game inside out, but loses his money one night in a game to Russian-American gangster Teddy KGB. Promising his partner Jo he'll give up, he meets up with best friend Lester 'Worm' Murphy, just out of prison and owing lots of money to the wrong kind of people. McDermott becomes his co-guarantor and now there's only one way to raise the money, the pair have to get back into the game.

    Why it matches: Recommended by TMDB viewers · both drama

    Worth the HypeMovies like this
  14. Bugsy (1991)

    New York gangster Ben 'Bugsy' Siegel takes a brief business trip to Los Angeles. A sharp-dressing womanizer with a foul temper, Siegel doesn't hesitate to kill or maim anyone crossing him. In L.A. the life, the movies, and most of all strong-willed Virginia Hill detain him while his family wait back home. Then a trip to a run-down gambling joint at a spot in the desert known as Las Vegas gives him his big idea.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  15. The Man with the Golden Arm (1955)

    When illegal card dealer and recovering heroin addict Frankie Machine gets out of prison, he decides to straighten up. Armed with nothing but an old drum set, Frankie tries to get honest work as a drummer. But when his former employer and his old drug dealer re-enter his life, Frankie finds it hard to stay clean and eventually finds himself succumbing to his old habits.

    Why it matches: Recommended by TMDB viewers · both drama

    Worth the HypeMovies like this
  16. Heatwave (2022)

    A woman's life takes an unexpected turn when she falls for her boss's wife. She must soon defend herself as she becomes entangled in a web of malice.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  17. The Client List (2010)

    After she and her husband lose their jobs, a former Texas homecoming queen inadvertently finds herself in the middle of a prostitution ring after she unknowingly accepts a position at a massage parlor.

    Why it matches: Recommended by TMDB viewers · both drama

  18. Whitney Houston: I Wanna Dance with Somebody (2022)

    The joyous, emotional, heartbreaking celebration of the life and music of Whitney Houston, the greatest female R&B pop vocalist of all time. Tracking her journey from obscurity to musical superstardom.

    Why it matches: Recommended by TMDB viewers · both drama

    Worth the HypeMovies like this
  19. House of Games (1987)

    A psychiatrist comes to the aid of a compulsive gambler and is led by a smooth-talking grifter into the shadowy but compelling world of stings, scams, and con men.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  20. Casino (1995)

    In Las Vegas, two best friends-a casino executive and a Mafia enforcer--compete for a gambling empire and a fast-living, fast-loving socialite.

    Why it matches: Recommended by TMDB viewers · both drama

    Absolute CinemaMovies like this
  21. O (2001)

    Even though he's the only black student at the elite Palmetto Grove Academy, star basketball player Odin James has the adoration of all, including the team's coach and the Dean's beautiful daughter Desi. Odin's troubled friend Hugo, the coach's son, deeply resentful of his father's preference of Odin on and off the court, plots a diabolical scheme to sow the seed of mistrust between O and Desi, setting in motion a disturbing chain of events which erupts into a firestorm of breathtaking intensity.

    Why it matches: Similar story and style · both drama & romance

  22. The Silence (1963)

    Traveling through an unnamed European country on the brink of war, sickly, intellectual Ester, her sister Anna and Anna's young son, Johan, check into a near-empty hotel. A basic inability to communicate among the three seems only to worsen during their stay. Anna provokes her sister by enjoying a dalliance with a local man, while the boy, left to himself, has a series of enigmatic encounters that heighten the growing air of isolation.

    Why it matches: Similar story and style · both drama & romance

    Worth the HypeMovies like this
  23. Gangnam Daughter-in-law (2019)

    Ah-yeong, who wants to free herself from poverty and live in Gangnam, coincidentally meets the rich Man-soo, who introduces her to his son, Tae-min. Not long after they start dating, the contract on the house Ah-yeong lives in is terminated and she moves in with Tae-min and Man-soo, just a few months before they get married. However, Ah-yeong starts feeling more attracted to Man-soo, who truly cares for her, instead of Tae-min, who’s incompetent and abusive.

    Why it matches: Similar story and style · both drama & romance

  24. Beastie Girls (2017)

    About the life in the celebrity and prostitution world. Only those who have been there know what it's like with the relationships with people, misunderstandings, conflicts, worries and sadness.

    Why it matches: Similar story and style · both drama & romance

  25. Intimacy (2001)

    Failed musician Jay abandoned his family and now earns a living as head bartender in a trendy London pub. Every Wednesday afternoon, a woman comes to his house for graphic, almost wordless, sex. One day, Jay follows her and learns about her. This eventually disrupts their relationship.

    Why it matches: Similar story and style · both romance & drama

    Popcorn FlickMovies like this
  26. The Hairdresser's Husband (1990)

    Antoine has always been fascinated by a hairdresser's delicate touch, the beguiling perfume, and the enticing figure of a woman with an opulent bosom. After all, he had always known he would marry one, completing his idealized love fantasy.

    Why it matches: Similar story and style · both drama & romance

    Popcorn FlickMovies like this
  27. Angel (2007)

    Edwardian England. A precocious girl from a poor background with aspirations to being a novelist finds herself swept to fame and fortune when her tasteless romances hit the best seller lists. Her life changes in unexpected ways when she encounters an aristocratic brother and sister, both of whom have cultural ambitions, and both of whom fall in love with her.

    Why it matches: Similar story and style · both romance & drama

  28. Kinsey (2004)

    Kinsey is a portrait of researcher Alfred Kinsey, driven to uncover the most private secrets of a nation. What begins for Kinsey as a scientific endeavor soon takes on an intensely personal relevance, ultimately becoming an unexpected journey into the mystery of human behavior.

    Why it matches: Similar story and style · both drama

    Popcorn FlickMovies like this
  29. Jun Marumo's Slut Legend (1984)

    A woman frustrated by her fiancé's reluctance for premarital sex sends her on a round of boozing and remembrances of bad sexual encounters. Meanwhile someone is drugging young men late at night and doing unspeakable things to them.

    Why it matches: Similar story and style · both drama

  30. The Upside of Anger (2005)

    After her husband runs off with his secretary, Terry Wolfmeyer is left to fend for herself -- and her four daughters. As she hits rock bottom, Terry finds a friend and drinking buddy in next-door neighbor Denny, a former baseball player. As the two grow closer, and her daughters increasingly rely on Denny, Terry starts to have reservations about where their relationship is headed.

    Why it matches: Similar story and style · both drama

    Popcorn FlickMovies like this

Like Sexual Roulette and something else?

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

Frequently asked questions

What are the best movies like Sexual Roulette?

The closest matches to Sexual Roulette are The Cooler (2003), Indecent Proposal (1993) and The Man from Elysian Fields (2001). Below are 27 more, each with the reason it matches.

What should I watch after Sexual Roulette?

Start with The Cooler (2003), the closest match to Sexual Roulette.

What is the highest-rated movie like Sexual Roulette?

Casino (1995), rated 8.0/10 by 6,869 TMDB users.

What is the newest movie like Sexual Roulette?

On Swift Horses (2025) is the most recent release on this list.

Are there English movies like Sexual Roulette?

Yes: The Cooler (2003), Indecent Proposal (1993) and The Man from Elysian Fields (2001).

How are movies similar to Sexual Roulette chosen?

First come films that Trakt’s viewers watch alongside Sexual Roulette, 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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