The Headmaster – Version 0.4.2 – Update

Release date: 5 July 2019
Genre: 3DCG, Animated, Bdsm, Spanking, Corruption, Humiliation, Male Domination, Sex Toys, HandJob, Oral Sex, Masturbation, Lesbian, Groping, Voyeurism, Harem
Censorship: No
Language : English
Size: 1.15 GB


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.


Several bug fixes.
You can now visit the lake. Not much there now but you can meet the groundskeeper. He has Sally’s keys. He won’t remember where they are until Sally has asked for them and you have stolen Sally’s towel.
New event for Sally in the locker room
New volleyball event at the lake (after you give Sally her keys).
After you’ve given sally her keys, if you punish Rachel in class in the afternoon Sally will arrive in a bikini (works in replay mode too).
Debbie’s reactions in the hallway now change as she levels up (at level 3 and level 5).
Altered the formula for calculating payments from the school’s owners.
After confiscate underwear rule unlocked:

Can confiscate Emily’s underwear in the hallway. Updated class event for Emily.
Can confiscate Alice’s underwear
In Debbie’s public punishment you can now confiscate her bra.
Please note I have not updated the private punishments for Amy, Rachel and Cassandra. Their animations need some improvement and I didn’t have the time

9 thoughts on “The Headmaster – Version 0.4.2 – Update

  1. Ok. focus on being strict and get discipline above 20 and keep it at least that high…..then you can try to be popular. that being said…..What happened to the punishment methods? Can no longer use the ruler, no pleasure, pain levels, no different positions. Seems to have become just a boring spanking sim

  2. How do you get the crown thing above 1? Training the English teacher gets you to 1, but after upgrading the science you never can meet the Asian Science Teacher and there’s no way to get Priti’s email password. It seems there is no way to get the influence on the other teachers or whatever that’s called above 1. Too many of these games are WAY too slow before there’s anything worth supporting.

    1. I cant figure out how to talk to miss chang either. I already upgraded the science dept. and yet it still tells me I need too.

  3. Yeah, it always being the hand and the same reasons is lame. Need to be able to pick the ruler and the paddle and/or cane should be added for the worst offenders.

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