Release date: 05/05/2023
Censorship: No
Developer / Publisher: The Circle
Language: English
File size: 6 GB [Win/Mac]


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.
Changelog:
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
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
