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Movies like Playboy's Girlfriends 2 (1999)

The best movies like Playboy's Girlfriends 2 (1999) are Loving Annabelle (2007), I Can't Think Straight (2008) and New York Minute (2004). If Playboy's Girlfriends 2 hooked you, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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
  2. 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
  3. New York Minute (2004)

    Honors student Jane Ryan heads to Manhattan for a college-scholarship competition. Her rebellious twin Roxy tags along to crash a video shoot. But anything can happen – and does – in a romp involving a pursuing truant officer, a smuggler, hunkalicious guys, and the girls' realization that when the chips are down, a sister can be the best friend of all.

    Why it matches: Recommended by TMDB viewers

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  4. 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
  5. Batman Unlimited: Mechs vs. Mutants (2016)

    Mr. Freeze turns Killer Croc and Bane into super-sized monsters, and they bash their way through downtown Gotham until the Caped Crusader and his team of heroes join the fight in their giant robot mechs.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  6. DC Super Hero Girls: Hero of the Year (2016)

    Wonder Woman, Supergirl, Batgirl, Harley Quinn, Bumblebee, Poison Ivy and Katana band together to navigate the twists and turns of high school in DC Super Hero Girls: Hero of the Year.

    Why it matches: Recommended by TMDB viewers

  7. 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
  8. The Other Sister (1999)

    A mentally challenged girl proves herself to be every bit as capable as her "perfect" sister when she moves into an apartment and begins going to college.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  9. Step Up (2006)

    Delinquent Tyler Gage receives the opportunity of a lifetime after vandalizing a performing arts school, gaining him the chance to earn a scholarship and dance with up-and-coming dancer Nora.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  10. Take the Lead (2006)

    A former professional dancer volunteers to teach dance in the New York public school system and, while his background first clashes with his students' tastes, together they create a completely new style of dance. Based on the story of ballroom dancer, Pierre Dulane.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  11. Holiday Date (2019)

    When Brooke’s boyfriend, Ethan, breaks up with her just before the holidays, she agrees to go home with Joel, an actor who will pose as her boyfriend.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  12. 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
  13. A Night at the Roxbury (1998)

    Despite being well into adulthood, brothers Doug and Steve Butabi still live at home and work in the flower shop owned by their dad. They exist only to hit on women at discos, though they're routinely unsuccessful until a chance run-in with Richard Grieco gets them inside the swank Roxbury club. Mistaken for high rollers, they meet their dream women, Vivica and Cambi, and resolve to open a club of their own.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  14. Book Club: The Next Chapter (2023)

    Four best friends take their book club to Italy for the fun girls' trip they never had. When things go off the rails and secrets are revealed, their relaxing vacation turns into a once-in-a-lifetime cross-country adventure.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  15. High Strung (2016)

    When a hip hop violinist busking in the New York subway encounters a classical dancer on scholarship at the Manhattan Conservatory of the Arts, sparks fly. With the help of a hip hop dance crew they must find a common ground while preparing for a competition that could change their lives forever.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  16. The Ladies Man (1961)

    After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with all these females?

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  17. Honey 3: Dare to Dance (2016)

    While attending college in Cape Town, Melea Martin feels constrained by the school's strict policies, and decides to set out on her own. Searching for a way to use her talents as a dancer and inspire the community around her, Melea rents a failing theater in order to put on a Hip-Hop Romeo and Juliet performance. But much like the Capulets and Montagues, conflicts between cast members threaten to bring the whole performance to a halt...

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  18. Scooby-Doo! The Sword and the Scoob (2021)

    An evil sorceress transports the gang back to the age of chivalrous knights, spell-casting wizards, and fire-breathing dragons.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  19. LEGO Marvel Spider-Man: Vexed by Venom (2019)

    Thanks to Green Goblin and Venom, tech theft is now at an all-time high. Can our Friendly Neighborhood Spider-Man put an end to their mysterious villainous scheme before all of New York City is destroyed?

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  20. Step Up 2: The Streets (2008)

    When rebellious street dancer Andie West lands at the elite Maryland School of the Arts, she finds herself fighting to fit in while also trying to hold onto her old life. When she joins forces with the school's hottest dancer, Chase Collins, to form a crew of fellow outcasts to compete in Baltimore's underground dance battle The Streets.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  21. Naked and Nasty (2006)

    Three friends decide on having a girls night in order to cheer up the one who was recently dumped.

    Why it matches: Similar story and style

  22. 9 Songs (2004)

    Matt, a young glaciologist, soars across the vast, silent, icebound immensities of the South Pole as he recalls his love affair with Lisa. They meet at a mobbed rock concert in a vast music hall - London's Brixton Academy. They are in bed at night's end. Together, over a period of several months, they pursue a mutual sexual passion whose inevitable stages unfold in counterpoint to nine live-concert songs.

    Why it matches: Similar story and style

  23. Eggs, Zombies, and Bacon (2017)

    A character-driven comedy about Rachel who — struggling to accept the complexity of her sexuality — tries to run away from her latest mistake — a one-night-stand with a girl named Lena — only to find herself trapped in the house by a looming horde of zombies outside. Now, forced to stare at nothing but Lena's eyes, Rachel tries everything and anything to steer the conversation away from breakfast, and even worse, her sexuality.

    Why it matches: Similar story and style

  24. A Girl at My Door (2014)

    Sent from Seoul to serve in a remote coastal village, a policewoman gets involved in the life of a mysterious teenage girl who is abused by both her father and her grandmother.

    Why it matches: Similar story and style

    Popcorn FlickMovies like this
  25. Heaven's Gate Boksangsa Temple (2021)

    The rice cake mill of sexy women who open the gates of heaven.

    Why it matches: Similar story and style

  26. Virgin Hunters 3: Agents of Passion (2017)

    Earth is no place for virgins. The Virgin Hunters are back in the latest installment of the hit series that keeps - going.

    Why it matches: Similar story and style

  27. T&A Time Travelers (2017)

    Strap on HARD and TIGHT for the ultimate pleasure trip through LUST, SPACE, and TIME! Watch as forbidden time travelers journey through history and the "Final Frontier" of sexual pleasures. History has never been this NAUGHTY or this HOT in this trilogy of T&A TIME TRAVELERS.

    Why it matches: Similar story and style

  28. Bikini Bar: Delicious Service (2020)

    Minzhu ran a bar, but the business was so bad that she lost all her store deposit, and the landlord kept pressing for rent. Seeing this, Meizhen decided to develop an innovative spirit and began to provide special services in a bikini. Soon, the bar's Business is booming….

    Why it matches: Similar story and style

  29. 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: Similar story and style

    Worth the HypeMovies like this
  30. Amazon Garden: Uniform Lesbians (1992)

    A lesbian teacher (Kanako Kishi) comes to Tokyo in search of her student (Ichiko Kamata), who has dropped out of high school and started living with a bomb-making terrorist (Takeshi Ito).

    Why it matches: Similar story and style

Like Playboy's Girlfriends 2 and something else?

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

Frequently asked questions

What are the best movies like Playboy's Girlfriends 2?

The closest matches to Playboy's Girlfriends 2 are Loving Annabelle (2007), I Can't Think Straight (2008) and New York Minute (2004). Below are 27 more, each with the reason it matches.

What should I watch after Playboy's Girlfriends 2?

Start with Loving Annabelle (2007), the closest match to Playboy's Girlfriends 2.

What is the highest-rated movie like Playboy's Girlfriends 2?

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

What is the newest movie like Playboy's Girlfriends 2?

Book Club: The Next Chapter (2023) is the most recent release on this list.

Are there English movies like Playboy's Girlfriends 2?

Yes: Loving Annabelle (2007), I Can't Think Straight (2008) and New York Minute (2004).

How are movies similar to Playboy's Girlfriends 2 chosen?

First come films that Trakt’s viewers watch alongside Playboy's Girlfriends 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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