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 Main Quest: “Who’s Pulling Mykock?”
  • New Student Quest: “Pride and President.”
  • New uniform rule: Charity Exemptions
  • Added Maxine’s fundraiser: a (50K word, 1000 render, 40 video) mega event spanning an entire in-game week, featuring nearly all the students
  • New public punishment: The minimal uniform
  • One new repeatable patrol event (careless flasher)
  • Updated Maxine and Lucy’s locker room event for after the fundraiser
  • Updated Ada’s hallway conversation for after the fundraiser
  • Updated Maxine’s patrol event for after the fundraiser
  • Added French translation for new content.

Coding Changelog:

Major changes:

  • Easy Mode – stats and price adjustments
  • Named Saves and search for saves
  • Full rebuild of quests code – Including new alerts for quest and character log updates
  • Full rebuild of rules and proposals (to allow for horniness thresholds)
  • New online shop code, including SOLD OUT status (spoiler)
  • Redesign of the Chapter 2 patrol event distribution (to reduce grind and make event changes easier to find)
  • New methods for building the map and simplifying skip period/skip day code

Quality of life issues:

  • Tooltip for the spying bar
  • New alerts for inventory items available or added
  • Debbie’s prefect badge added to her character card
  • Pornsight search bar easter egg
  • New protection for stat changes in replay
  • Updates to photo album on the PC including better support for looping through sets of images
  • Support for changing how certain characters address the HM in private (i.e. Claire, Lucy or Samantha)
  • Better support for displaying punishment reasons on the various whiteboards
  • Some new extras in the nurse’s office from time to time

Hundreds of bug and continuity and typo/speaker fixes. Highlights:

  • Allow Amy level 5 punishment to be repeated if she didn’t level up
  • Hiding Faye scenes when she’s meant to be at the hospital
  • Allowing Maxine Gets A Whipping spy scene to start again the following night if not finished
  • Make Rachel less jealous in patrol scenes when she’s been cured
  • Twin Swap spying scene Mary & Louise speaker swap fix
  • Got a bug fixed in Renpy itself to support rollback and avoid infinite loop crashes
  • Some patrol scenes adjust when seeing them a second time
  • The Golden Gun was restored to one image where it was purple

Download Links

Rating: 4.1/5. From 3.3K votes.
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