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Movies like Sayaka: The Cute & Careless Girl (2009)

The best movies like Sayaka: The Cute & Careless Girl (2009) are American Pie (1999), Sex Appeal (2022) and The Moon Is Blue (1953). If Sayaka: The Cute & Careless Girl hooked you with its comedy and romance, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. American Pie (1999)

    At a high-school party, four friends find that losing their collective virginity isn't as easy as they had thought. But they still believe that they need to do so before college. To motivate themselves, they enter a pact to all "score" by their senior prom.

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

    Popcorn FlickMovies like this
  2. Sex Appeal (2022)

    Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.

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

    Popcorn FlickMovies like this
  3. The Moon Is Blue (1953)

    Two aging playboys are both after the same attractive young woman, but she fends them off by claiming that she plans to remain a virgin until her wedding night. Both men determine to find a way around her objections.

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

    Popcorn FlickMovies like this
  4. Just One of the Guys (1985)

    When Terry Griffith loses her high school's writing competition, she's convinced that it's because she's a girl. So Terry decides to change high schools and pose as a boy to prove her point. Her brother, Buddy, helps her pass as a guy so well that she is soon making friends with the boys at school, including the attractive Rick, who becomes her new best friend. But her gender-swapping makes things difficult when she falls in love with him.

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

    Popcorn FlickMovies like this
  5. How I Got Into College (1989)

    High school senior Marlon Bowne is smitten with overachieving classmate Jessica Kailo. But, if he wants to have a shot with her, he'll have to find a way to get into Ramsey College, Jessica's top choice of schools. It won't be easy, since the college is highly selective and Marlon's grades are hardly impressive. That means the lovelorn teen will have to find a way to score high on the SATs and win over the college admissions committee.

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

    Popcorn FlickMovies like this
  6. A Nice Girl Like You (2020)

    Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey of self-discovery, friendship, and new love.

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

  7. The Incredible Jessica James (2017)

    Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.

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

    Popcorn FlickMovies like this
  8. Relative Values (2000)

    A comedy of discriminating taste and dirty little secrets. In 1952 England, Nigel, the Earl of Marshwood, woos Hollywood star Miranda, upsetting both Nigel's mother, Countess Felicity, and Miranda's former love fellow Hollywood star Don. Right before the engagement party at Marshwood, Moxie, the Countess's personal maid and best friend, reveals that Miranda is her estranged sister. Crestwell, the Countess's butler, devises a plan - but an inebriated Don's arrival at Marshwood to talk to Miranda causes all chaos to break loose.

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

    Popcorn FlickMovies like this
  9. Easy Virtue (2008)

    A young Englishman marries a glamorous American. When he brings her home to meet the parents, she arrives like a blast from the future - blowing their entrenched British stuffiness out the window.

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

    Popcorn FlickMovies like this
  10. Dean (2016)

    A comedy about loss, grief, and the redemptive power of love. Dean is a NY illustrator who falls hard for an LA woman while trying to prevent his father from selling the family home in the wake of his mother's death.

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

  11. ¿Quieres ser mi hijo? (2023)

    Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.

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

    Absolute CinemaMovies like this
  12. Bye Bye Love (1995)

    With varying degrees of success, recently divorced friends Dave, Vic and Donny are trying to move on with their lives. Vic feels vilified by his ex-wife's parents, while Donny has a shaky bond with his teen daughter, Emma. Dave, meanwhile, has an enviable problem -- he has more dates than he can handle. As they confront their post-marital challenges, the men take solace in one another's plights.

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

    Popcorn FlickMovies like this
  13. Long Weekend (2021)

    Bart's chance encounter with the enigmatic Vienna leads to a whirlwind weekend together. The two fall fast and hard, but both carry secrets that could be their undoing or the chance for a fresh start.

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

    Popcorn FlickMovies like this
  14. The Black Devil and the White Prince (2016)

    Yū Akahane moves to a dormitory room after her father's transfer from work. She is excited that she will live in the same dorm as Takumi Shirakawa, aka "White Prince." Yet, Haruto Kurosaki, aka "Black Devil", kisses her as punishment for going against him. It is Yū Akahane's first kiss. Since then, she becomes obedient to Haruto Kurosaki.

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

    Worth the HypeMovies like this
  15. Sunday in New York (1963)

    An innocent upstarter visits her airline pilot brother and meets a stranger she tries to seduce.

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

    Popcorn FlickMovies like this
  16. This Little Love of Mine (2021)

    Laura Price is a successful San Francisco lawyer on the cusp of promotion – a far cry from her childhood growing up on a tropical island with best friends Chip and Gem. When the firm’s biggest client – Chip’s grandfather – asks Laura to travel to the island and deliver a contract to make Chip his heir, she leaves behind her practice and fiancé Owen to convince her childhood friend to sign a contract that will make him a billionaire.

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

    Popcorn FlickMovies like this
  17. Come Kiss Me at 0:00AM (2019)

    A stern young girl who yearns for romance, finds herself involved with a celebrity whose image reveals a hidden persona.

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

    Absolute CinemaMovies like this
  18. 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 · both comedy & romance

    Popcorn FlickMovies like this
  19. I Love You, Beth Cooper (2009)

    A valedictorian's declaration of love for a high-school cheerleader launches a night of revelry, reflection and romance for a group of graduating seniors.

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

    Popcorn FlickMovies like this
  20. Sex and the Teenage Mind (2002)

    Bumbling high school geek Virgil Heitmeyer has yet to lose his virginity. A golden opportunity for finally getting deflowered arises after Virgil manages to get closer to the beautiful and popular Kellie Guthrie. Will Virgil's date with Kellie go smoothly? Or is Virgil going to blow his big chance to score with the girl of his dreams?

    Why it matches: Recommended by TMDB viewers · both comedy

Like Sayaka: The Cute & Careless Girl and something else?

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Frequently asked questions

What are the best movies like Sayaka: The Cute & Careless Girl?

The closest matches to Sayaka: The Cute & Careless Girl are American Pie (1999), Sex Appeal (2022) and The Moon Is Blue (1953). Below are 17 more, each with the reason it matches.

What should I watch after Sayaka: The Cute & Careless Girl?

Start with American Pie (1999), the closest match to Sayaka: The Cute & Careless Girl.

What is the highest-rated movie like Sayaka: The Cute & Careless Girl?

¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.

What is the newest movie like Sayaka: The Cute & Careless Girl?

¿Quieres ser mi hijo? (2023) is the most recent release on this list.

Are there Japanese movies like Sayaka: The Cute & Careless Girl?

Yes: The Black Devil and the White Prince (2016) and Come Kiss Me at 0:00AM (2019).

How are movies similar to Sayaka: The Cute & Careless Girl chosen?

First come films that Trakt’s viewers watch alongside Sayaka: The Cute & Careless Girl, 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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