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Movies like Sinful Obsession (1999)

The best movies like Sinful Obsession (1999) are The Only Living Boy in New York (2017), Dream Lover (1994) and Rogue Agent (2022). If Sinful Obsession hooked you with its drama, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Only Living Boy in New York (2017)

    When a young man learns that his overbearing father is having an affair, he tries to stop it, only to be seduced by the older woman as well.

    Why it matches: Recommended by TMDB viewers · both drama

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  2. Dream Lover (1994)

    Not long after they cross paths at an art gallery, architect Ray Reardon and hypnotically sensual Lena are married with children. But as strange incidents occur, Ray begins to realize he may not really know the woman he married.

    Why it matches: Recommended by TMDB viewers · both drama

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  3. Rogue Agent (2022)

    Conman Robert Freegard poses as an undercover MI5 agent and kidnaps countless victims amidst a high-stakes manhunt, until the woman who fell for him brings him to justice.

    Why it matches: Recommended by TMDB viewers · both drama

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  4. 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

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  5. The Good Neighbor (2022)

    A nightmarish evening unfolds for neighbors David and Robert when they accidentally hit a woman on her bike and flee the scene. While David is increasingly plagued by feelings of guilt, Robert shows no remorse and becomes overbearing and possessive.

    Why it matches: Recommended by TMDB viewers · both drama

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  6. Effie Gray (2014)

    A look at the mysterious relationship between Victorian art critic John Ruskin and his teenage bride Effie Gray.

    Why it matches: Recommended by TMDB viewers · both drama

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  7. 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 · both drama

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  8. Deep Water (2022)

    A well-to-do husband who allows his wife to have affairs in order to avoid a divorce becomes a prime suspect in the disappearance of her lovers.

    Why it matches: Recommended by TMDB viewers · both drama

  9. Pimp (2018)

    An urban love story set on the hard streets of the Bronx. A struggling female pimp, named Wednesday, grows up learning the game from her dad. Once he's gone she's left to look out for her prostitute mother and girlfriend Nikki.

    Why it matches: Recommended by TMDB viewers · both drama

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  10. Hardball (2001)

    An aimless young man who is scalping tickets, gambling and drinking, agrees to coach a Little League team from the Cabrini Green housing project in Chicago as a condition of getting a loan from a friend.

    Why it matches: Recommended by TMDB viewers · both drama

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  11. Walk on the Wild Side (1962)

    At a 1930s New Orleans bordello, Hallie is the main attraction for both clients and the shrewd madam. The arrival of Dove Linkhorn, her lovesick sweetheart from three years ago, disrupts the normal and triggers a chain of events involving a number of people, including the young woman he travelled with, who is now the Doll House's newest employee.

    Why it matches: Recommended by TMDB viewers · both drama

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  12. Primetime (2026)

    In 2006, To Catch a Predator host Chris Hansen sets out to make television history. When a high stakes operation goes fatally wrong, his veneered dream of fame curdles into a nightmare of performative justice.

    Why it matches: Recommended by TMDB viewers · both drama

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  13. Careful What You Wish For (2015)

    A guy gets more than he bargained for after entering into an affair with the wife of an investment banker. Soon, a suspicious death and substantial life insurance policy embroil him in a scandal.

    Why it matches: Recommended by TMDB viewers · both drama

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  14. 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
  15. Alex of Venice (2015)

    After her stay-at-home husband leaves her, a workaholic lawyer finds that she is not completely up to the tasks of caring for her young son, ailing father and household all by herself.

    Why it matches: Recommended by TMDB viewers · both drama

  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. The Enforcer (2022)

    A noir thriller set in Miami, the film follows an enforcer who discovers his femme fatale boss has branched out into cyber sex trafficking, putting a young runaway he’s befriended at risk. He sacrifices everything to save the young girl from the deadly organization he’s spent his life building.

    Why it matches: Recommended by TMDB viewers · both drama

    Worth the HypeMovies like this
  18. Monster (2003)

    In 1989, prostitute Aileen Wuornos befriends and enters a relationship with a young woman named Selby. Determined to straighten out her life, Aileen's limited education lands her back on the corner. She's raped by a trick, who she kills. A string of murder and robbery follows that ultimately leads Aileen to becoming America's first female serial killer.

    Why it matches: Recommended by TMDB viewers · both drama

    Worth the HypeMovies like this
  19. The Trials of Cate McCall (2013)

    In order to be reinstated to the bar and recover custody of her daughter, a hotshot lawyer, now in recovery and on probation, must take on the appeal of a woman wrongfully convicted of murder.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  20. The Operative (2019)

    A young Western woman is recruited by the Mossad to go undercover in Tehran where she becomes entangled in a complex triangle with her handler and her subject.

    Why it matches: Recommended by TMDB viewers · both drama

  21. Perfect Little Angels (1998)

    Having just moved to a new town, widow Elaine Freedman and her teenage daughter Justine are greeted by the effusive, terribly nice Dr. Calvin Lawrence. Sensing that Justine is bit testy and out of sorts, Dr. Lawrence recommends that she begin taking a special vitamin which he manufactures in his own home. Before long, Justine is the model of perfection -- just like all the other teenagers in town.

    Why it matches: Similar story and style · both drama

  22. A Perfect Day (2008)

    Antonio and Emma have been separated for years, but he does not accept when Emma dates other men. Indeed Antonio proves obsessive, aggressive and intrusive, and again threatens Emma to hurt the children: little Kevin, shy and introverted, and the adolescent Valentina.

    Why it matches: Similar story and style · both drama

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  23. The Apartment (1996)

    Max is a former playboy who has decided to settle down by marrying his current love, Muriel. However, when Max catches a glimpse of the great lost love of his life, he becomes obsessed with rekindling their relationship.

    Why it matches: Similar story and style · both drama

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  24. Mr. Mom (1983)

    Jack and Caroline are a couple making a decent living when Jack suddenly loses his job. They agree that he should stay at home and look after the house while Caroline works. It's just that he's never done it before, and really doesn't have a clue...

    Why it matches: Similar story and style · both drama

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  25. Scary Mother (2017)

    A 50-year-old housewife, Manana, struggles with her dilemma - she has to choose between her family life and her passion, writing, which she had repressed for years - she decides to follow her passion and plunges herself into writing, sacrificing to it mentally and physically.

    Why it matches: Similar story and style · both drama

  26. Deep Cuts (TBA)

    A love story about two music-obsessed twenty-somethings navigating the messy realities of ambition, belonging and adulthood over the course of an era-defining decade.

    Why it matches: Similar story and style · both drama

  27. Roger Dodger (2002)

    A smooth-talking ad executive attributes his remarkable success with women to his ability to manipulate their emotions from the moment he first meets them. When his teenage nephew drops in for a visit, he soon learns that his approach isn't as foolproof as he thought when he attempts to teach the boy how to pick up women.

    Why it matches: Similar story and style · both drama

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  28. The Good Night (2007)

    Gary, a musician, is trapped in an unhappy relationship with his live-in lover, Dora. He becomes enthralled with a beautiful seductress who enters his dreams, and tries to control his dream-state so he can spend more and more time with her. When Gary sees his mystery woman's face on a bus billboard, he discovers she is real, and fate brings him an opportunity to meet her.

    Why it matches: Similar story and style · both drama

  29. Method (2017)

    A seasoned actor and a pop star are cast as leads in a gay romantic play. As the actor teaches the pop star method acting, the line between fiction and reality is blurred and they become drawn to each other.

    Why it matches: Similar story and style · both drama

    Popcorn FlickMovies like this
  30. Implosion (TBA)

    A driven chemist isolates herself in a university laboratory while pursuing a nearly unattainable experiment. As exhaustion, pride, and unspoken tension accumulate, the pressure she keeps contained threatens to implode.

    Why it matches: Similar story and style · both drama

Like Sinful Obsession and something else?

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

Frequently asked questions

What are the best movies like Sinful Obsession?

The closest matches to Sinful Obsession are The Only Living Boy in New York (2017), Dream Lover (1994) and Rogue Agent (2022). Below are 27 more, each with the reason it matches.

What should I watch after Sinful Obsession?

Start with The Only Living Boy in New York (2017), the closest match to Sinful Obsession.

What is the highest-rated movie like Sinful Obsession?

Eyes Wide Shut (1999), rated 7.5/10 by 7,457 TMDB users.

What is the newest movie like Sinful Obsession?

Primetime (2026) is the most recent release on this list.

Are there English movies like Sinful Obsession?

Yes: The Only Living Boy in New York (2017), Dream Lover (1994) and Rogue Agent (2022).

How are movies similar to Sinful Obsession chosen?

First come films that Trakt’s viewers watch alongside Sinful Obsession, 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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