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Movies like Cruel Intentions (1999)

The best movies like Cruel Intentions (1999) are Lolita (1997), Fifty Shades Darker (2017) and Fifty Shades Freed (2018). If Cruel Intentions 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. Lolita (1997)

    Humbert Humbert is a middle-aged British novelist who is both appalled by and attracted to the vulgarity of American culture. When he comes to stay at the boarding house run by Charlotte Haze, he soon becomes obsessed with Lolita, the woman's teenaged daughter.

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

    Worth the HypeMovies like this
  2. Fifty Shades Darker (2017)

    When a wounded Christian Grey tries to entice a cautious Ana Steele back into his life, she demands a new arrangement before she will give him another chance. As the two begin to build trust and find stability, shadowy figures from Christian’s past start to circle the couple, determined to destroy their hopes for a future together.

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

    Popcorn FlickMovies like this
  3. 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 · both drama & romance

    Popcorn FlickMovies like this
  4. 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

  5. Close My Eyes (1991)

    After some years of tension, Richard begins a sexual relationship with his sister Natalie. Now married, the relationship proves dangerously obsessional.

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

  6. Notes on a Scandal (2006)

    A veteran high school teacher befriends a younger art teacher, who is having an affair with one of her 15-year-old students. However, her intentions with this new "friend" also go well beyond platonic friendship.

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

    Worth the HypeMovies like this
  7. Little Children (2006)

    The lives of two lovelorn spouses from separate marriages, a registered sex offender, and a disgraced ex-police officer intersect as they struggle to resist their vulnerabilities and temptations.

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

    Worth the HypeMovies like this
  8. Inventing the Abbotts (1997)

    In the 1950s, brothers Jacey and Doug Holt, who come from the poorer side of their sleepy Midwestern town, vie for the affections of the wealthy, lovely Abbott sisters. Lady-killer Jacey alternates between Eleanor and Alice, wanting simply to break the hearts of rich young women. But sensitive Doug has a real romance with Pamela, which Jacey and the Abbott patriarch, Lloyd, both frown upon.

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

    Popcorn FlickMovies like this
  9. Fair Play (2023)

    An unexpected promotion at a cutthroat hedge fund pushes a young couple's relationship to the brink, threatening to unravel not only their recent engagement but their lives.

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

    Popcorn FlickMovies like this
  10. The Mother (2003)

    A grandmother has a passionate affair with a man half her age, who is also sleeping with her daughter.

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

    Popcorn FlickMovies like this
  11. The Souvenir (2019)

    A shy but ambitious film student falls into an intense, emotionally fraught relationship with a charismatic but untrustworthy older man.

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

    Popcorn FlickMovies like this
  12. 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 · both drama & romance

    Popcorn FlickMovies like this
  13. Lonely Hearts (2006)

    In the late 1940s, a murderous couple known as the 'The Lonely Hearts Killers' kills close to a dozen people. Two detectives try to nab the duo who find their targets via the personals in the paper.

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

    Popcorn FlickMovies like this
  14. Crash (1996)

    A car crash victim inexplicably finds himself aroused by car accidents and becomes involved with an underground subculture of like-minded souls.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  15. The Crush (1993)

    A precocious and obsessive teenager develops a crush on a naive writer with harrowing consequences.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  16. Addicted (2014)

    A gallerist risks her family and flourishing career when she enters into an affair with a talented painter and slowly loses control of her life.

    Why it matches: Recommended by TMDB viewers · both drama

  17. 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 · both drama

    Popcorn FlickMovies like this
  18. What We Hide (2025)

    After their mother dies of an overdose, two sisters hide her body to avoid being separated by the foster system, but as their secret threatens to unravel, they must confront the consequences of their desperate choice.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  19. Eyes Wide Shut (1999)

    After Dr. Bill Harford's wife, Alice, admits to having sexual fantasies about a man she met, Bill becomes obsessed with having a sexual encounter. He discovers an underground sexual group and attends one of their meetings -- and quickly discovers that he is in over his head.

    Why it matches: Recommended by TMDB viewers · both drama

    Worth the HypeMovies like this
  20. The Cement Garden (1993)

    After the death of her husband, the mother of Julie, Jack, Sue and Tom begins to suffer from a mysterious illness. Aware that she is going to have to go into hospital she opens a bank account for the children, so that they can be financially self-sufficient and will be able to avoid being taken into care by the authorities. Unfortunately she also dies and Julie and Jack (the older, teenage children) decide to hide her body in the basement so that they can have free reign of their household. Soon Tom has taken to dressing as a girl whilst Sue has become increasingly reticent, confiding only to her diary, meanwhile Jack and Julie sense an attraction developing for each other. However Julie's new beau, Derek, threatens to unearth the many dark secrets within this family as he becomes increasingly suspicious of Jack.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  21. Stranger Than Fiction (2006)

    Harold Crick is a lonely IRS agent whose mundane existence is transformed when he hears a mysterious voice narrating his life.

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

    Worth the HypeMovies like this
  22. Gloomy Sunday (1999)

    Budapest in the 1930s. Restaurant owner Laszlo hires pianist András to play in his restaurant. Both men fall in love with the beautiful waitress Ilona who inspires András to his only composition. His song of Gloomy Sunday is, at first, loved and then feared, for its melancholic melody sets off a chain of suicides. The fragile balance of the erotic ménage à trois is sent off kilter when the German Hans falls in love with Ilona as well.

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

    Worth the HypeMovies like this
  23. The Dreamers (2003)

    When Isabelle and Theo invite Matthew to stay with them, what begins as a casual friendship ripens into a sensual voyage of discovery and desire in which nothing is off limits and everything is possible.

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

    Worth the HypeMovies like this
  24. My Story (2019)

    Young talented Elizabeth leaves a successful career in ballet for love. The man who has stolen her heart, however, has a dark side, and in a single moment Elizabeth loses everything dear to her in life.

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

  25. Sex and Lucía (2001)

    Lucía is a young waitress in Madrid who seeks refuge on a quiet, secluded Mediterranean island after the loss of her longtime boyfriend. Amidst the fresh air, dazzling sun, and glistening deep blue water, Lucía begins to piece together the dark corners of her past relationship.

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

    Popcorn FlickMovies like this
  26. Inés de Castro (1944)

    In 1336, Pedro, heir to the Portuguese crown, marries Constanza Manuel de Villena, a Castilian noblewoman, for political reasons; but the impulsive prince ends up giving in to his love for Inés de Castro, his wife's lady-in-waiting.

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

  27. Letters from Iwo Jima (2006)

    The story of the battle of Iwo Jima between the United States and Imperial Japan during World War II, as told from the perspective of the Japanese who fought it.

    Why it matches: Similar story and style · both drama

    Worth the HypeMovies like this
  28. The Infinity Castle (1984)

    Technical school student Pavel Brychta, arrives at a youth correctional facility located within a chateau in Konečno. He is an atypical, but not hopeless case for the institution. Pavel comes from a well-off family and his antisocial behaviour on the verge of criminality was some kind of response to his difficult relationship with his authoritative father. However, it takes quite some effort for Pavel to find his place in this environment of bullying, and also diverse methods from the tutors

    Why it matches: Similar story and style · both drama

  29. In a Heartbeat (2017)

    A closeted boy runs the risk of being outed by his own heart after it pops out of his chest to chase down the boy of his dreams.

    Why it matches: Similar story and style · both romance

    Absolute CinemaMovies like this
  30. Love Like Honey (2024)

    Majka and Agata have as much in common as they divide. They are both over fifty, going through menopause and do not believe that anything in their lives will change for the better. One lives on the Baltic Sea, the other in the Tatra Mountains. One runs a confectionery shop, the other is a successful interior designer. One is a widow, the other is just left by her partner for a younger woman. One devotes herself to her children and grandchildren, completely forgetting about herself, the other has no family and cares about her spiritual development. One day, the friends meet at the funeral of a high school friend. Agata encourages Majka to spontaneously go to the mountains, and she takes her place. The unexpected role reversal brings a number of complications, funny twists and challenges that the women will have to face.

    Why it matches: Similar story and style · both romance

Like Cruel Intentions and something else?

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

Frequently asked questions

What are the best movies like Cruel Intentions?

The closest matches to Cruel Intentions are Lolita (1997), Fifty Shades Darker (2017) and Fifty Shades Freed (2018). Below are 27 more, each with the reason it matches.

What should I watch after Cruel Intentions?

Start with Lolita (1997), the closest match to Cruel Intentions.

What is the highest-rated movie like Cruel Intentions?

In a Heartbeat (2017), rated 8.0/10 by 1,039 TMDB users.

What is the newest movie like Cruel Intentions?

What We Hide (2025) is the most recent release on this list.

Are there English movies like Cruel Intentions?

Yes: Lolita (1997), Fifty Shades Darker (2017) and Fifty Shades Freed (2018).

How are movies similar to Cruel Intentions chosen?

First come films that Trakt’s viewers watch alongside Cruel Intentions, 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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