The Headmaster

In the not too distant future, on a small island nation, a crisis has arisen. The number of students graduating from school has fallen sharply and university places are going unfilled. Faced with the prospect of mass unemployment and potential economic disaster the government is forced to introduce emergency measures. All students over eighteen who failed or were expelled from school are to be forced back into education at a number of special facilities.

In The Headmaster you play an expert in young adult psychology with some unique ideas about how to tackle the crisis. After a demonstration of your theories at a teachers conference you are approached by the agent of a mysterious organisation. He invites you to interview for the position of headmaster (principal) at one of the newly founded schools for over eighteen year olds. Keen to prove yourself and your theories you gladly accept.

Using your unique disciplinary methods you must turn a whole school of delinquent young women into hard working and obedient students. Things will not be easy for you. You must win your colleagues to your side, cater to the unusual demands of the schools owners and deal with a troublesome government inspector.​

Developer: Altos and Herdone – | Discord
Censored: No
OS: Windows, Mac, Linux, Android
Language: English
Genre: 3DCG, Animated, Male protagonist, School setting, BDSM, Spanking, Corruption, Humiliation, Male domination, Sex toys, Handjob, Oral sex, Masturbation, Lesbian, Groping, Voyeurism, Sandbox, Twins, Spanking, Mobile Game, Management

Extract and run.


  • New student quest for Rachel (The Headmaster’s Pet – Part 2) with several new events
  • Added dildo practice option when speaking with Rachel in the office
  • Added several new videos to the in-game porn website, plus added the option to watch porn with Rachel
  • Remade all of Rachel’s punishment system animations and added the red butt effect
  • Rachel can naked for punishment (with her cat ears)
  • New punishment actions for Rachel (check bruises, dildo, anal dildo and sex)
  • Candid photos of the twins and secret selfies added to Ada’s phone
  • New Character entry for “The Other Students”
  • Two new Patrol events featuring unnamed girls
  • Five new events when spying on the girl’s dorms shower
  • Added Debbie’s Halloween to the replay menu (unlock by clinking on the staff training option in the afterschool punishment menu)
  • A skip to chapter 2 option has been added
  • The stats bar now displays a description of what each statistic does when hovering over each icon
  • The game’s economy has been completely overhauled. Several items and construction projects have reduced costs. The headmaster will also get raises from the school’s owners after passing certain rules. A large bonus will be given when starting chapter 2.
  • The way the game’s statistics are coded has been changed in order to pave the way for different game modes (e.g. easy mode, hard mode etc) as well as some other new gameplay features.
  • When there is a new item, email or construction option available on the headmaster’s computer, a star will display on the appropriate icon
  • Almost all of the games image buttons have been re-coded to remove unnecessary hover images
  • Almost all “baked-in” text has been removed to make translations easier
  • Added a black screen between video transitions using the red butt effect. This should prevent crashes some people reported when switching animations

Download Links

Rating: 4.1/5. From 3.2K votes.
Please wait...
Last updated on


By default it will be "Anonymous Fapper" if left blank.
Use Gravatar account email for a custom avatar.
oldest most voted
Inline Feedbacks
View all comments