Movies like Head Master 2 (2006)
The best movies like Head Master 2 (2006) are Bad Sister (2015), Level 16 (2018) and Loving Annabelle (2007). If Head Master 2 hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedAngels with Dirty Faces (1938)7.5/10 from 374 votes
- NewestSummer of 69 (2025)Released 2025
Bad Sister (2015)
As a top student at St. Adeline's Catholic Boarding School, Zoe senses that something is not quite right about the school's new nun-- a sense proven to be true when it is revealed the "good' nun is an imposter with a fatal attraction to Zoe's brother.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLevel 16 (2018)
The teenage girls of Vestalis Academy are meticulously trained in the art of being “clean girls,” practicing the virtues of perfect femininity. But what exactly are they being trained for? Vivien intends to find out.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLoving 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 thisMean Girls (2004)
Cady Heron is a hit with The Plastics, the A-list girl clique at her new school, until she makes the mistake of falling for Aaron Samuels, the ex-boyfriend of alpha Plastic Regina George.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisPorno (2019)
When a group of naive teens working at a movie theater in a small Christian town discover a mysterious film hidden in its basement, they unleash an alluring succubus who gives them a sex education…written in blood.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisA Nun's Curse (2020)
A group of travelers are forced to seek shelter inside an abandoned jail where a notorious nun named Sister Monday had once been assigned and was suspected of murdering prisoners.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Belles of St Trinian's (1954)
The unruly schoolgirls of St Trinian's are more interested in men and mischief than homework and hockey. But greater trouble than ever beckons when the arrival at the school of Princess Fatima of Makyad coincides with the return of recently expelled Arabella Fritton, who has the kidnap of a prize racehorse on her mind.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisCruel Intentions (1999)
Slaking a thirst for dangerous games, Kathryn challenges her stepbrother, Sebastian, to deflower their headmaster's daughter before the summer ends. If he succeeds, the prize is the chance to bed Kathryn. But if he loses, Kathryn will claim his most prized possession.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisAngels with Dirty Faces (1938)
Childhood chums Rocky Sullivan and Jerry Connelly grow up on opposite sides of the fence: Rocky matures into a prominent gangster, while Jerry becomes a priest, tending to the needs of his old tenement neighborhood.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisScandalous Sex (2004)
A daughter seeks to restore the reputation of her disgraced father, a wronged college professor. With help of a professional student, she must overcome an ambitious sorority bitch and corrupt college dean.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBeastly (2011)
A modern-day take on the "Beauty and the Beast" tale where a New York teen is transformed into a hideous monster in order to find true love.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Babysitter (2017)
When Cole stays up past his bedtime, he discovers that his hot babysitter is part of a Satanic cult that will stop at nothing to keep him quiet.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBoys Town (1938)
Devout but iron-willed Father Flanagan leads a community called Boys Town, a different sort of juvenile detention facility where, instead of being treated as underage criminals, the boys are shepherded into making themselves better people. But hard-nosed petty thief and pool shark Whitey Marsh, the impulsive and violent younger brother of an imprisoned murderer, might be too much for the good father's tough-love system.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Magdalene Sisters (2002)
Three young Irish women struggle to maintain their spirits while they endure dehumanizing abuse as inmates of a Magdalene Sisters Asylum.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisTo Die For (1995)
Suzanne Stone wants to be a world-famous news anchor and she is willing to do anything to get what she wants. What she lacks in intelligence, she makes up for in cold determination and diabolical wiles. As she pursues her goal with relentless focus, she is forced to destroy anything and anyone that may stand in her way, regardless of the ultimate cost or means necessary.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisFlirting (1991)
Two freethinking teenagers - a boy and a girl - confront with authoritarian teachers in their boarding schools. The other students treat this differently.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Notorious Bettie Page (2006)
Bettie Page grew up in a conservative religious family in Tennessee and became a photo model sensation in 1950s New York. Bettie's legendary pin-up photos made her the target of a Senate investigation into pornography, and transformed her into an erotic icon who continues to enthrall fans to this day.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Beguiled (1971)
Offbeat Civil War drama in which a wounded Yankee soldier, after finding refuge in an isolated girls' school in the South towards the end of the war, becomes the object of the young women's sexual fantasies. The soldier manipulates the situation for his own gratification, but when he refuses to completely comply with the girls' wishes, they make it very difficult for him to leave.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisSummer of 69 (2025)
In an effort to land the guy she's been pining after since grade school, Abby hires a local stripper named Santa Monica to teach her everything she needs to know about confidence and sex.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLolita (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
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like Head Master 2?
The closest matches to Head Master 2 are Bad Sister (2015), Level 16 (2018) and Loving Annabelle (2007). Below are 17 more, each with the reason it matches.
What should I watch after Head Master 2?
Start with Bad Sister (2015), the closest match to Head Master 2.
What is the highest-rated movie like Head Master 2?
Angels with Dirty Faces (1938), rated 7.5/10 by 374 TMDB users.
What is the newest movie like Head Master 2?
Summer of 69 (2025) is the most recent release on this list.
Are there English movies like Head Master 2?
Yes: Bad Sister (2015), Level 16 (2018) and Loving Annabelle (2007).
How are movies similar to Head Master 2 chosen?
First come films that Trakt’s viewers watch alongside Head Master 2, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.