
The Headmaster
A downloadable game for Windows, macOS, Linux, and Android
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.
The game has been updated to 0.17.3.2Public. Check out the changelog on our Patreon page. The current version has approximately 17,500 images, 1200 videos and over 40 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: An official android APK is back! However, it has been heavily compressed to meet android file size restrictions. If you want to play in higher definition you can use the windows version on Joiplay. Instructions on how to do this are provided here. This version was made with Renpy 8.4 so please make sure you have the right Joiplay plugin. This is a totally separate Joiplay plugin from the one that was needed to play v0.16, and you can get it here: https://joiplay.net/repo/renpy8.4/1.00.10.apk along with the latest version of the main Joiplay app here: https://joiplay.net/repo/joiplay/1.20.611.apk
| Updated | 14 hours ago |
| Status | In development |
| Platforms | Windows, macOS, Linux, Android |
| Rating | Rated 4.6 out of 5 stars (4,434 total ratings) |
| Author | altosandherdone |
| Genre | Visual Novel |
| Tags | Adult, Comedy, Erotic, Hentai, Male protagonist, Nonlinear, NSFW, Sandbox |
| Links | Patreon |
| Content | No generative AI was used |
Download
Install instructions
Notes on transferring saves from previous versions:
Windows and Mac users: Saves for the previous version will transfer automatically when you open the latest version.
Android users: Please check our guide on using joiplay.
Development log
- Version 0.17.3.2public is Now Available20 days ago
- Version 0.16.4public Now AvailableJan 24, 2025
- Version 0.16.3public Now AvailableSep 19, 2024
- Version 0.15.3Public is Now AvailableJan 18, 2024
- Version 0.14.3Public Now AvailableJun 09, 2023
- Version 0.13.2Public Now AvailableOct 14, 2022
- Version 0.12.3Pubic Now Available (Maintenant disponible en version français...Mar 12, 2022
- Version 0.10.1Public Now AvailableMay 01, 2021












Comments
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Can you sleep with Trixie Star?
At some point, do you plan to put the translation into Spanish?
I like to think "Teach You a Lesson" on Netflix is secretly based on this.
lmao
Out of curosity, Are you american, if so charlotte green's intro is hilarious if not thou, come on, we don't all do that, I would but most of wouldn't especially in a foreign country.
One more thing, I'm kinda surprised Priti wouldn't be Hestia given her vibe.
Im on the part of Maid For Pleasure where i need to spy on Amys room so i can get The Spanking Connoisseur, but it wont work. ive tried multiple nights and all it says is that shes working out
有中文吗
The new APK needs some work. The buttons on the text window (like MENU), have the tiniest hitbox ever and basically are unpressable
And it also doesn't seem to have the android controls enabled that let you do things like swip up to hide ui or swipe down to open menu. So can't even use those as a work around for the UI being broken
Hey, need some tips please.
i completed all quests as of previous public release (v 0.16.4.4)
after updating to v 0.17.3.2 public, new quests triggered properly.
But soon after i can not progress any more.
- Need to pass restrain rule to continue with volleyball (need 12 influence, only have 11)
- volleball is needed for the twins and faye to continue.
- the twins are needed to continue with Teaching Miss Potts.
- Teaching Miss Potts is (supposedly) needed to gain 1 influence for restrain rule.
i am stuck in a loop... Any ideas of what to do?
What influence level are we supposed to have at start of v 0.17?
If the Dev reads this: will there be possibly quest-completion & Influence-level checks for situations like this in a later version?
On a sidenote:
"Many Hands for Many Bottoms" seems not complete. This is a requirement for 2 other quests. Are these completable in this version?
Below is my list of open quests for those interested.
Leave No Girl's Behind
Advance the main quest "Many Hands for Many Bottoms"
Many Hands for Many Bottoms
nothing to to, all steps are marked complete.
Teaching Miss Potts - Part 2
steps 4 and 5 todo; should give a private punishment to the twins: no option to punish them after class, also cannot summon them for punishment. staff training hints to volleyball game.
A Troublesome Inspector
step 11 to do: also requires "Many Hands for Many Bottoms"
A Sensitive Soul
Teach a volleyball lesson
Spot the Difference
step 5 to do: need to pass restrain rule to punish the twins.
Sorry for the somewhat lengthy post.
All the quests are connected. You've probably ignored a character or questline and everything is blocked. Just do whatever is available.
I'm stuck on the Rachel punishment that opens up the dildo option. There is no mathematical combination to max out all 3 with 6 AP, and still have one leftover for the dildo insertion. I can certainly get within the range of that action maxing her out, but it won't let me choose it.
I assure you it is possible. You can also just switch to easy mode under preferences and you have the option to be guided through the punishments.
I found the walkthrough on your discord. Apparently doing it in the exact order listed allows you to select the final option. Getting to that point in other ways disallows it.
I noticed this as well. It's infuriating.
so im ive nearly completed pride and president but i still have to watch her in the dorms but shes never in rachels room ( rachel is studying ). what do i do????
You've probably missed a prerequisite scene. Most likely spying on cassandra straight after spanking her in your office.
Gibt es die Syncro in German maybe
I'm not sure if it's me or a bug but I can't seem to have the cafeteria Open up at all, I already loaded back to older saves that I had before attempting to open it and making sure i had as much done as possible before I tried opening it and yet every time it stays unable to open.
For context i'm trying to push Priti's Story Line, I had saved Priti for later in my list as I have the other 3 main girls already finished as well as the teachers. I'm going the non punishment route and I already have Patrica and her daughter appear in the office and done the punishment however no matter how long I wait i just get the same message
"I have a manager for the cafeteria and now i have to wait for her first day of work" Yet again no matter how long I wait nothing, I had read that there could be some conflicts if i don't do the Paper event Maxine's Request before doing this but I had long since seen that.
I don't recommend focusing on characters one at a time as all the storylines are connected. Have you been on a date with your secretary for example?
I was worried that I was having a stroke, but it seems someone just spelled "Inattentive" horribly wrong.
EDIT: okay you got me. Well done. Guess I was a bit too hasty.
Hey Dev, just a heads up. The links you have for the Joiplay app and plugin are dead for some reason. I was able to get the correct ones downloaded through their website but just wanted to let you know. 👍🏻
This game is hilarious. I seem to have finished everything there is to do for now. That is to say, the only available quest steps say "coming soon". I agree with others when I say that the Android build needs bigger bottom menu buttons (or a resize option). Swipe gestures would be appreciated as well. They're default Ren'Py features, so unless it breaks the game somehow, there's no excuse not to have these.
Sorry to bother but it seems that I have a little problem trying to download the latest version, it says that the site don't have the link, I thought it might be an error but each time I try to download, it stops mid-download is it normal or do I have to make a manipulation
Doubling on this one! Did you manage to find a fix around this? :)
I haven't seen a download go past 3.8GB before it hits the Failed - Forbidden/Site doesn't have link issue as well.
The bottom button on android apps can't be touch
I think they're just too small. I've been using a S-Pen, and that works fine for now. In future builds, perhaps a resize option could be added. Enabling the swipe up gesture to bring up the menu would be useful too.
Yo could there be a browser beta or sm becouse i want to try it before downloading something
the greatest Slow burn corruption story ever
Can you make the buttons on the bottom of the screen of the apk slightly bigger? Im having trouble getting the imputs to register since they are right on the edge of my device.
Hi, is anyone else having trouble progressing in Faye's events? Because her room isn't showing up for me.
i finished her current levels
I also can't level her up; the moment I try to spank her, it doesn't let me finish the punishment.
its a bug i encountered think too stuck at almost max? i suggest redownloading and going back to a pre new content save
a gentle reminder to all of you, never click links from people you don't know on the internet, this was a public service announcement. also good lord Altos and or Herdone, Bendadick Cuminbutt?! nice, loving the new scenes. ~<3
Can you help me with rachel im stuck head master pet i always use dildo but its not working
I cant for the life of me! Finish the Mans rule quest! I dont know how to trigger the part where you send Debbie to trigger rachels quest! HELP PLEASE
Where are the game save files located? ;-;
C:\Users\<your profile here>\AppData\Roaming\RenPy\HeadmasterDemo-1544382765
thx <3
Hopefully I have my save file from the previous versions, I recently had to swap out my hard drive that had all of my regular stuff and could only save so much; if not, then this is a good chance to refresh myself on a few of the things that I may have forgotten between the last update and now.
Yay!!! So just to confirm something that you said at the end of your post... all current content for the free version of the game is all chapter 1 and 2. There is no content for chapter 3 yet. I ask since you mentioned about getting Claire to be more accepting in what is done which would be the starting point of chapter 3.
Has the new version been publicly released?
please add a download link for Android. please...
There is...nevermind. It was only just updated. The Apk has returned.
HAHAHA just had the weirdest coincidence happen.
Was just at the scene with Sally's punishment and just before the MC jizzed in her bum, a farting sound came... and I was like: hu? That was never there before
But it actually came from the other screen from an Anime I was watching where the protagonist has the shits :DDD
What's with all the downvotes?
It was pretty damn funny and a stupid coincidence... geez
It seems that you are no longer going to make the new versions here on itch.io...I bought the version 17, from the patreon...will you make it available in any way for non-
patreons?
Well, usually the public version is released a month after the patreon release
Yes. The public release is scheduled for Friday.
Is it possible to make the buttons on the bottom of the apk slightly larger? They sit right on the edge of some devices, making it harder to register inputs.
this makes saving frustrating at times.
"Shut up, Debbie. I mean..... Remain silent suspect number 3."
That shit cracks me up so hard hah
Haha, so true! :D The writing and humor are superb in this game! :)
Could you upload the Android version here? I can try to download it, if its 7.5GB, i want high quality and its kinda difficult for me to do instruction 🥺
What this game is no longer available for Android? Sad
So it's on joiplay now. I see
The Apk has returned for this update.
can you talk about update time,i want to know the next update time.
just a reminder folks, do not click on links in the comments. ~<3
April would definitely ask why :D
Also, if you know it's a bot.
go to it's profile directly and report any files it has for malware.
They usually spoof existing games, or a poor guy got an account stolen and their games replaced with the malware file.
That Faye Animation btw. during the Volleyball lesson looks like full-on motion capture