A downloadable game for Windows, macOS, and Linux

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Hi there! We are Altos and Herdone and we are making The Headmaster, a dark comedy combining a nonlinear story, stats management and a unique punishment system.

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The game has been updated to 0.16.4Public. Check out the changelog on our Patreon page. The current version has approximately 16,000 images, 1000 videos and over 35 hours of gameplay.

About the Game
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 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 school's owners and deal with a troublesome government inspector.

N.B. This game contains explicit sexual content and is for adults only (18+). All characters portrayed in this game are over the age of eighteen. All acts protracted in this game are between fictional consenting adults.

Themes Included:

  • Training
  • Corruption
  • Male Domination
  • Masochism
  • BDSM
  • Lesbian
  • Anal
  • Creampies
  • Twins
  • Voyeurism
  • Maid
  • Virgin
  • Exhibitionism

Plus many more!

Android Users: From version 0.13.2 onwards we will no longer be releasing a dedicated android version. Please use the windows version on Joiplay. Instructions on how to do this are provided here.  Version 0.16 is built with Renpy 8.2, which means Joiplay players will need the specific plugin for 8.2 from the JoiPlay Patreon page here: https://www.patreon.com/posts/joiplay-1-20-530-109444415

16.4public to 16.4.3public patch. There was a potential crash for some players when Lucy visits after the fundraiser, plus another potential crash during Liz's punishment system. If you encounter these issues please download the latest version or apply this patch.

StatusIn development
PlatformsWindows, macOS, Linux
Rating
Rated 4.6 out of 5 stars
(3,643 total ratings)
Authoraltosandherdone
GenreVisual Novel
TagsAdult, Comedy, Erotic, Hentai, Male protagonist, Nonlinear, NSFW, Sandbox
LinksPatreon

Download

Download NowName your own price

Click download now to get access to the following files:

TheHeadmaster-0.16.4.3Public-mac 7.5 GB
Version 13
TheHeadmaster-0.16.4.3Public-pc 7.5 GB
Version 13

Development log

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Viewing most recent comments 4 to 43 of 2,013 · Next page · Last page

𝘐 𝘮 𝘴𝘦.𝘹𝘺? 𝘏𝘦𝘳𝘦 𝘢𝘳𝘦 𝘮𝘺 𝘦.𝘳𝘰𝘵𝘪𝘤 𝘱𝘩𝘰𝘵𝘰𝘴  https://1url.cz/WJzq7

I've completed all my quests, but I've still got one that says to talk to Sally about her promotion except there's no option for me to discuss it with her any time I see Sally, and you can't go back to her apartment yet

For me it triggered when I had completed all quests and it was the monday after a weekend, she stopped by after jogging.

I've completed all the quests, do I just wait for her to jog past the house in the morning then?

Yes. That's what triggered it for me. 

Okay, thanks dude. Hopefully it triggers for me, I've been trying a while

One of the patches accidentally blocked that scene. It's fixed in the most recent version. It was just a short conversation with Sally though, you haven't missed much.

how do i level up rachen from level 7 with 6 AP pls help i dont understand what punishments to do

(+1)

Just switch the game to easy mode under preferences then restart the punishment, you will have the option to be guided through the correct actions automatically.

(-1)

没有安卓吗?--

I wish there was a mobile version of this game.

You can play on mobile. You just need to use the windows version with the Joiplay app.

How I get joiplay app then?

(+1)

Don't install JoiPlay from Google Play, if the app is still even available. https://www.patreon.com/joiplay will have public links to the latest released versions of the app and the ren'py plugin. This solution only works with the PC version of the game, not the Mac version.

Other resources

In general, the JoiPlay Patreon will have the most updated versions of the app and the renpy plugin that may help: https://www.patreon.com/joiplay/about The JoiPlay Discord has some helpful experts who may help if you have other issues: https://discord.gg/vSguWn7tUJ

Known Good Versions - April 2025

JoiPlay 1.20.590 https://joiplay.net/repo/joiplay/1.20.590.apk Ren'Py 8.2.3 Plugin 1.00.70 https://joiplay.net/repo/renpy8.2.3/1.00.70.apk You CANNOT use the Ren'Py 8.3.7 plugin to play v0.16 of The Headmaster, it will crash the game on launch. You can install both plugins on your device and Joiplay will pick the right one, but if you only have the 8.3 plugin, it will fail.

Step by Step Device install

If you've never installed Joiplay before, this doc may help https://mega.nz/folder/mRJwGCyY#Gq1Tr8aqTTc8eiFY6R4szQ/file/zUAWxToT

when will a new version come out? i got to chapter 2 but if i cant increase discipline above 50 i cant continue playing.

btw it's really cool game. I really like the choices and the development of the character interactions. great work!

(+1)(-1)

Thanks. Discipline is capped at 50 until chapter 2. You should be able to raise it to 100 after that. 

(+1)

Need Indonesian translate sir

(1 edit) (-6)

Pretty decent game, some parts are redundant though which kind of kills it. I also didnt care for Rachel, hindered my motivation to finish the game as I had to focus on her for Debbie and the teacher to progress - just gave up.

Android version available

(-1)

Can somebody help, I seem to can't find what amy doing at night, she always doing the same thing, do anyone know what to  do to trigger the scenes, ( I'm already on chapter 2, with lucy mission to ask me to check amy at night to open her missions )

(+1)

What does Amy's quest log say to do?

I don't even have her quest log @@

(+1)

All the quests are linked together. In this case, you need to advance Amy's quest and come back to Lucy later. Teach a class or patrol the halls until you see Amy getting in trouble. Send her to your office after school to punish her. Then spy on her room afterwards to start her quest. 

Hmm okie thanks, I will be back with update

anyone knows how to fix this ??? 

(+2)

为什么不出中文

(-1)

Will there be a Russian translation?
(+1)

salut je signale un bug avec debbis harris au moment de la faire monter du niveau 4 avec le guide priver il ce bloque a la fin de la punition. impossible daller plus loin. jais recommencer le jeux 2 fois toujours pareils merci de faire monter ce bug au dévolteurs .

(-2)

android plz

(2 edits) (+1)

Sadly it dosnt work on my android I followed the guid and use joiplay but it closes itself after 2 sec could i get help?

Edit*

Ok i found a way i dont know if it works for you.

Uninstall everything. (Joiplay plugin and game)

Downloade the game but dont unpack it.

Go on joiplay patreon and become free member. Download latest free versions of joyplay and RenPyPlugin. Install joiplay first and then renpyplugin.

https://www.patreon.com/joiplay

make a new folder for the game and put the game in there. Unpack it with RAR. 

Follow the guide on how to set up joiplay. 

I dindnt put in a version number, but i dont know if this is of importance.

Good luck

Same here

Thanks for posting the entire step by step process.

I would have given up before figuring all that out.

(1 edit) (-1)

cant get past punishing Potts, once you hit 10 in both stats nothing happens, I've used every option and nothings changed.

I now get the same cutscene every evening and am forced to fail it to keep going, but since it skips evening I'm unable at do anything at night and i have multiple quests in which I'm supposed to spy right now :{

(-1)

I downloaded and played this game on my computer before the last update. And now there is a new update, I want to download it on my computer again and play it. But Winrar compressed files were loaded incorrectly. I tried to download the files with many programs, but I think the game owner loaded it incorrectly while doing Winrar. When I download it to the computer, the files are missing. I urgently ask you to renew the computer link. Thank you.



(-1)

it doesnt use winrar specifically, and I wouldn't use that for this

get 7zip

(+1)

I tried all compression programs but it didn't work. Now I uninstalled winrar and installed 7zip, I will try again. Thanks for the answer.



To be fair I use 7zip and I've had some compressed files decompress without the folder structure, so all the files are in the top folder. 

What fixed that for me was double-clicking the compressed file, which should show you the top folder, right click that and "Copy", then create a new folder somewhere in your Documents, go into it and right click "Paste". It should decompress and copy the contents of the compressed file over to the new folder with the correct file structure. 

But to be clear, I have no idea if that'll work for you, or why you're having a problem.

(+1)(-2)

You're asking similar questions about multiple games, and you're the only one experiencing problems. That means the problems are not with all these games, but with your PC. 

It may be infected with a virus, decompression programs may have wrong permissions, or it could simply be misconfigured. You need to fix that, and than all your game downloads will function normally.

(-1)

It has nothing to do with it.. I download many games and I do not experience any problems.. You have compressed the files incorrectly..! There is no point in extending it.. You do not accept your mistake. Anyway, it does not matter!!



(+1)

Clicked on your username. It showed me all your comments on other games like MurMur, Tales from the Unending Void, Lucky Paradox... Shall I continue, liar?

I believe this is an issue with winrar. I suggest using 7-zip instead. 

(+4)

Any ETA on 0.17 so far?

对不起,我可以在下一次更新中单独与 Rachel 发生性关系吗?

Hey, I’m having trouble opening the Mac version. I played a previous version that worked fine. I would appreciate any help solving this. Thanks!

Will there still be trixie’s stories in the future?

I have installed and played this game before. You have updated it. I wanted to download it again but the computer windows version is faulty. You have installed the winrar files incompletely. Because I tried with every program but it did not work. Please reinstall it for the computer, thanks...



the game wont run on joiplay (i have an s24 ultra). i followed the instructions on the pdf and nothings working

From our Discord FAQ: Playing on Android

Using the JoiPlay helper app

Don't install JoiPlay from Google Play, if the app is still even available. https://www.patreon.com/joiplay will have public links to the latest released versions of the app and the ren'py plugin. This solution only works with the PC version of the game, not the Mac version.

Other resources

In general, the JoiPlay Patreon will have the most updated versions of the app and the renpy plugin that may help: https://www.patreon.com/joiplay/about The JoiPlay Discord has some helpful experts who may help if you have other issues: https://discord.gg/vSguWn7tUJ

Known Good Versions

See https://www.patreon.com/posts/joiplay-1-20-530-109444415 NOTE - the v0.16 release requires the RenPyPlugin for 8.2 added to your set up. If you were previously able to play v0.15 but v0.16 won't load, this is your issue.

Step by Step Device install

If you've never installed Joiplay before, this doc may help https://mega.nz/folder/mRJwGCyY#Gq1Tr8aqTTc8eiFY6R4szQ/file/zUAWxToT

(1 edit)

The Renpi plugin is 8.3.2. 8.3.3 throws errors

(-2)

Android version?

(1 edit)

https://mega.nz/file/SIxAhIwI#2dvjK-3F2WbLHktGF8pEqrzKMto8os32vP2D5W9KewQ use this guide for installation

Simply

1 install joiplay

2 install renpy plugin

3 add the game to joiplay

can the girls get pregnant in the game?

No they can't.

Hello, I downloaded the PC file and can't run it on my tablet. Is there any instructions on how to play it on tablet?

Hi, https://mega.nz/file/SIxAhIwI#2dvjK-3F2WbLHktGF8pEqrzKMto8os32vP2D5W9KewQ use this guide for android installation 

Simply

1 install joiplay

2 install ren'py plugin 8.2

3 Add the game to JoiPlay so you can play it.

im stuck on maxines quest where im supposed to check the dorms at nigh

(+1)

What is problem you are having with it?

i just cant find her in the dorms at night

Hello, may I ask for help here. I play on my phone and do what instruction was saying the joiplay is good the game is running exept it dosen't show images in thw middle of the speech of sec. Of education. It show images sometimes but the character is missing and is a whole lot mess it says "could not load image '(insert name.png)':error ("can't seek in this data source")". I delete and redownload the game but its the same. And i tried the patch and still the same. Thanks for the respond.


Heres the screenshots;

Мне очень понравилась эта игра. Когда я в нее начинал играть то диалоги читал через один, так как думал что тут всё банально будет сводиться к сексу. Но к моей радости я открыл что тут очень хорошо проработанный сюжет.
У нас тут проблемы с поведением учениц, проблемы с легальностью методов воспитания и всё это очень натурально выглядит.  Директор приводит довольно логические доводы когда продвигает свои методики преподавания и в это легко поверить.  Девушки очень интересные у каждой есть своя изюминка.
В игре есть множество сцен за которые я хочу сказать спасибо авторам. Улыбаться и смеяться в голос может заставить далеко не каждая игра, но не подумайте что это игра в жанре юмор, нет, то что написано в описании игры правда и эта игра действительно хороша в том о чем заявлено в описании, я просто выделил то что не ожидал от этой игры
Поначалу я хотел указать в комментарии какие именно сцены вызвали у меня наибольший восторг, но их к концу моего прохождения стало так много(я использовал в сохранения как закладки и ух получилось больше 10 листов) что пожалуй я этого делать не буду
Буду следить за обновлениями и желаю вдохновения и авторам
Удачи  

(+1)

game is stuck on leveling up Debbie to level 5. won't let me end punishment or go back.

(+2)

The app downloads fine but won't open for me. Keep getting a "The application "TheHeadmaster.app" can't be opened." popup. Anyone know a workaround? The usual "open anyway" notification doesn't show in my system settings and the app itself doesn't have an icon image. Would deeply appreciate any help :)

(-4)

You have to do more and then open

Yeah, I’m having the same problem. It worked fine the last time I played but that’s probably 1-2 years ago iirc.

Deleted 32 days ago
(1 edit)

She's not caught while using the Patrol action. She can be found inside the gym on certain days.

(-4)

Can you please make a browser version?

(1 edit)

It doesn't seem possible. Because the game is too large.

(+1)

Trying to get Rachel to level 9. Meters are 10-17-10. I assume I need to fill them to 6-15-6 in 5 in order to have Mrs. Newman finish the punishment, but I can't get it to work. I've tried every combination of actions to fill the meters to those values, but nothing works. I've also tried filling them to 8-15-6 in case I misunderstood the mission. What am I missing? 

Just switch to easy mode under preferences and restart the punishment. It will guide you through the correct actions automatically.

Thanks! Mystery solved!

I'm having trouble with the game downloading, it starts but wont finish due to some file error about halfway through. i know i could say internet issues but unlikely due to also trying with my hotspot. please help as I've downloaded plenty of games here.

(+1)(-2)

这个游戏有中文吗

No, there are only two languages available, french and english

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