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Movies like Jenna Loves Pain 2 (2008)

The best movies like Jenna Loves Pain 2 (2008) are The Bachelor and the Bobby-Soxer (1947), A Perfect Ending (2012) and The Client List (2010). If Jenna Loves Pain 2 hooked you, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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
  2. A Perfect Ending (2012)

    This intimate drama follows Rebecca, a woman who has kept her sexuality a secret from her friends but chooses to reveal it to a stranger. While Rebecca's revelations may not yield the results she expects, a perfect ending is still in reach.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  3. 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

  4. The Cabinet of Caligari (1962)

    A delirious young woman feels trapped in a remote mansion at the mercy of a madman.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  5. Palm Swings (2017)

    After moving to Palm Springs, a young married couple puts their love to the test when they discover that their neighbors are swingers.

    Why it matches: Recommended by TMDB viewers

  6. Johnny O'Clock (1947)

    When an employee at an illegal gambling den dies suspiciously, her sister, Nancy, looks into the situation and falls for Johnny O'Clock, a suave partner in the underground casino. Selfish and non-committal by nature, Johnny slowly begins to return Nancy's affection and decides to run away with her, but conflict within his business threatens their plans. As Johnny tries to distance himself from the casino, his shady past comes back to haunt him.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  7. Woman of Straw (1964)

    Anthony Richmond schemes to get the fortune of his tyrannical, wheelchair-using tycoon uncle Charles Richmond by persuading Maria, a nurse he employs, to marry him.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  8. I Can't Think Straight (2008)

    Tala, a London-based Palestinian, is preparing for her elaborate Middle Eastern wedding when she meets Leyla, a young British Indian woman who is dating her best friend. Spirited Christian Tala and shy Muslim Leyla could not be more different from each other, but the attraction is immediate and goes deeper than friendship. But Tala is not ready to accept the implications of the choice her heart has made for her and escapes back to Jordan, while Leyla tries to move on with her new-found life, to the shock of her tradition-loving parents. As Tala's wedding day approaches, simmering tensions come to boiling point and the pressure mounts for Tala to be true to herself.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  9. Milk Money (1994)

    Three young boys pool their money and pay V, a kindhearted prostitute, to strip for them. Afterward, she drives them home to the suburbs -- but then her car breaks down. It's just as well, though, because a mobster named Waltzer is after her, and V realizes the suburbs are the perfect place to hide. But things get a lot more complicated when V falls in love with Tom, a single father who is unaware of her real profession.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  10. Watching the Detectives (2007)

    Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets turned upside down and the line between reality and the movies quickly begins to blur.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  11. Loving Annabelle (2007)

    Annabelle is the wise-beyond-her-years newcomer to an exclusive Catholic girls school. Having been expelled from her first two schools she's bound to stir some trouble. Sparks fly though when sexual chemistry appears between her and the Head of her dorm and English teacher, Simone Bradley. Annabelle pursues her relentlessly and until the end the older woman manages to avoid the law.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  12. Gypsy (1962)

    Gypsy's mother Rose dreams of a life in show business for her daughters, but Louise becomes a huge burlesque star. Stage musical loosely based on the memoirs of Gypsy Rose Lee.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  13. House of Bamboo (1955)

    Eddie Kenner is given a special assignment by the Army to get the inside story on Sandy Dawson, a former GI who has formed a gang of fellow servicemen and Japanese locals.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  14. My Brilliant Career (1979)

    A young woman who is determined to maintain her independence finds herself at odds with her family who wants her to tame her wild side and get married.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  15. A Christmas Kiss II (2014)

    At a Christmastime event, Jenna shares an impromptu, unforgettable kiss with the dashing billionaire, Cooper Montgomery. Unaware of his intentions and fearful of getting hurt in another relationship, Jenna vows to resist his charms, but begins to realize his affection is real as the two spend more time together.

    Why it matches: Recommended by TMDB viewers

  16. The Locket (1946)

    A dark personal secret drives a young woman to use every man she encounters.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  17. 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

    Popcorn FlickMovies like this
  18. What a Way to Go! (1964)

    A four-time widow discusses her four marriages, in which all of her husbands became incredibly rich and died prematurely because of their drive to be rich.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  19. Flamingo Road (1949)

    A stranded carnival dancer takes on a corrupt political boss when she marries into small-town society.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  20. Fun with Dick and Jane (1977)

    When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  21. The Belt (1989)

    Vittorio, an American novelist teaching in Rome, meets the beautiful but damaged Bianca and they rapidly fall into an urgent, tempestuous affair. He's hesitant over their relationship since she seems to thrive on conflict and is constantly baiting him into physical altercation. Bianca gives Vittorio an exquisite leather belt as a gift; he knows immediately that she wants him to whip her with it. Driven by his craving for her, Vittorio complies to Bianca's desire. Their relationship escalates into a dark realm of S&M which becomes more and more self-destructive.

    Why it matches: Similar story and style

  22. Scandalous Gilda (1985)

    A woman catches her husband in bed with a much younger lady. Shocked and distraught, the woman leaves her husband. She decides to embark on a road trip of erotic self discovery. The woman meets a cartoonist during her sensual pilgrimage and gets involved in a torrid sexual affair with him.

    Why it matches: Similar story and style

  23. The Erotic Ghost (2001)

    Self-absorbed and stressed-out yuppie Robert is so caught up with his thankless office job that he neglects his lovely young wife Doris. The sad, unhappy, and frustrated Doris seeks some form of relief and sexual fulfillment from both a lusty lady ghost and two equally voracious female demons.

    Why it matches: Similar story and style

  24. Angel of Darkness 5 (1997)

    College life getting you down? Switch to Seika College where the students are getting a whole new lesson in sexual education! Michiru's classes were dull and boring until her classmates, Chie, Saori and Takeru, started taking extra classes at a new night school. Utilizing subliminal messaging, the school helps their students ace their daytime college exams. Unfortunately, the school's professor forgot to mention the process has a few sexual side effects... The next day Saori's in for the sexual education of a lifetime! Classmates begin masturbating, her professor is fondling the other students before her eyes, and Saori is getting so hot she's literally exploding! Then, on the way home, Chie finds her sexual appetite soaring. She'll take any man, or thing, that can relieve her inner burning desires! Can innocent Michiru uncover the truth behind the evil night school and the mysterious deaths of her friends before anyone else dies? Or is she fated to become another victim?

    Why it matches: Similar story and style

  25. Sex-Power (1970)

    A young Frenchman arrives in Northern California looking to forget a lost love and ends up encountering various forms of feminine power.

    Why it matches: Similar story and style

  26. As Long as One Is Intoxicated (1974)

    The tormented loves of the young Ottavio, first for the countess Gamiani and then for the writer Georges Sand.

    Why it matches: Similar story and style

  27. El caso Laura (1991)

    Laura abandons her peaceful life as a doctor to avenge her sister, who was cheated by a band of pornographers who drugged her to film her rape.

    Why it matches: Similar story and style

  28. The Story of O (1975)

    The beautiful O is taken by her boyfriend, Rene, to a bizarre retreat, where she is trained in bondage and sexual perversion...

    Why it matches: Similar story and style

  29. The Females (1970)

    A young woman joins an exclusive health clinic and discovers that the town is populated almost entirely by women, and they have surprising intentions for any male tourists who visit.

    Why it matches: Similar story and style

  30. Peccati a Venezia (1980)

    Melissa, a beautiful woman in her prime, her cousin Gianni and her elderly and paralyzed Aunt Adele live in a villa in a decadent Venice, Franca. A very young friend of the family comes to the villa. In a short time the life of the three is turned upside down.

    Why it matches: Similar story and style

Like Jenna Loves Pain 2 and something else?

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

Frequently asked questions

What are the best movies like Jenna Loves Pain 2?

The closest matches to Jenna Loves Pain 2 are The Bachelor and the Bobby-Soxer (1947), A Perfect Ending (2012) and The Client List (2010). Below are 27 more, each with the reason it matches.

What should I watch after Jenna Loves Pain 2?

Start with The Bachelor and the Bobby-Soxer (1947), the closest match to Jenna Loves Pain 2.

What is the highest-rated movie like Jenna Loves Pain 2?

I Can't Think Straight (2008), rated 7.5/10 by 341 TMDB users.

What is the newest movie like Jenna Loves Pain 2?

Palm Swings (2017) is the most recent release on this list.

Are there English movies like Jenna Loves Pain 2?

Yes: The Bachelor and the Bobby-Soxer (1947), A Perfect Ending (2012) and The Client List (2010).

How are movies similar to Jenna Loves Pain 2 chosen?

First come films that Trakt’s viewers watch alongside Jenna Loves Pain 2, 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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