A downloadable game for Windows, macOS, Linux, and Android

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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.


The game has been updated to Check out the changelog on our Patreon page. The current version has approximately 12,500 images, 550 videos and over 24 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!


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Click download now to get access to the following files:

the-headmaster-mac.zip 4 GB
Version 1
TheHeadmaster-0.12.3Public-pc 4 GB
Version 1
TheHeadmaster-0.12.3Public-Android.apk 1 GB

Development log


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Viewing most recent comments 4 to 43 of 1,051 · Next page · Last page

I honestly hated this game when I first started playing it - but wow am I glad I ever stuck it through the grind to push through.

If you're looking for a fast payoff this game may or may not be for you. This game is as much about training your students and staff as it is yourself. That being said when you finally get over the initial hike and start unlocking scenes wowee - prepare to bust nuts.

Interesting mechanics, a good variety of characters, and unconventional teaching methods that deliver results in a purely fantasy world leading to an incredibly hot adventure. An alternate reality where as a headmaster of a unruly school (soon to be disciplined by you wink wink nudge nudge) you work to improve the discipline and education of your students while simultaneously working to gain more power by proving your methods work - & thereby gaining even more prestige and willingness from your coworkers and students to do dirty, dirty things.



Top Notch. I haven't slept in two days since I found this, but I have gotten all my steps on my fitbit. 10/10

Having problem with Pritti in trying to get  Bikini I go to store  to  Purchase it and it says  that it is purchased but it is not in inventory.  

I take it the most recent update has been released ?


For 5$ patreons. It's (now) still a week for broke gang


I've played about 50-ish renpy-based games from start to finish over the past months and i have to say, this one has got to me deeply. It's such a great experience every time i play this game that i dare say it made my top-3, if not top-1 spot for best "adult" game ever.

I'm looking forward for the next updates.

69/10 - More than perfect for it's genre

wich one is your #1

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Just my sincerest thank you and praise to the developer for this adult masterpiece :) The balance between sadism and dark humor blew my mind. I was at one point sure that this was the most legitimate way to get delinquent ladies back in line. Superb game, will keep an eye on future updates and releases. This is a must play for adult game fans. Wondering if a 'warm water vapor' platform release is on the cards some time? Also hoping that Ruth as a character might be explored a bit further. Thank you again.

when I talk to ruth in the lounge it only has an option to say bye and not to talk, what am i doing wrong?

I had the same problem while playing.

If I remember correctly you have to start a Story line with the Janitor at the lake. I think you have to talk to him at a specific time, so check on him everyday at every time. This will lead to a story so you can talk to Ruth again.

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I talked to him and he mentions the forest (keeping vague for the sake of scrollers) but I don't see anything new for me to do in order to progress. (Don't worry, turns out I needed to reread what was in the bin)

I keep getting an error of the Pritti quest line. When photographing her in the gym she poses a few times and then the game stops with ‘Bye’ shown at the top of the screen.

apart from that it’s a terrific game

Will the 13.2 public release have a mega file android?


Hello, I am stuck in the step of helping the PE teacher find the key. After I took the long towel away, I went to find Jimmy, but there was no follow-up conversation. After I took the long towel, I clicked on the bathroom, and the PE teacher had a follow-up conversation with me, but Jimmy did not,could you tell me if I need one morning in a week to find him, or I encountered a bug.

(2) In the Windows game archive in which location, if it is a bug, can be solved by deleting the archive.

Thank you.

I'm stuck on the maid for Punishment cafeteria quest. The text says the cafeteria is built then that I am waiting for it to be built, tho I can enter just fine. Is there some way to fix this?

Hi, I'm having two issues:

1) I'm stuck because there's no option to change the rule that the lake is closed, so I still haven't met the janitor, and now the Ruth quest line necessitates me doing so. I assumed I just hadn't reached the point where unlocking was an option, but now I'm stuck.

2) Playing the APK version, clicking punishment photos on the computer gives an error message and requires a rollback.

Any advice?

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you can choose to open/close the lake during the meetings

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one of the quests says ask trixie is she knows anu local prostitutes but the option doesnt seem to exist.

call trixie in your office (telephone)

if a new update comes out how do i have my save file on the new update download?

Excuse me, I was wondering where the save file location was on Mac systems. I recently got a new windows computer and just wanted to transfer all my files.

Use the settings icon on itch then manage, and then open folder in explorer. The saves should be under [Game Name]/Game/Saves

Where do I find the settings icon?

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Bloody fantastic game guys...!
I have a couple of small issues.....
Harriet is not appearing by the lockers on a Monday or Friday afternoon so I can't bust the contraband quest, and I can't get Rachel to be my pet. When I punish her it never goes to level 3 - and there are no interactions with Trixie where I can ask her to instruct Cassandra

Also....one last thing....it would be great if you maybe had some girls to interact with that are flat chested and a bit younger looking (all the girls have big boobs except Amy)

Any ideas please...?

Many thanks...!

Yes! it is a very good game!

Harriet- do you have the rule to search the girls? Harriet and Priti share a quest line. Do you already know where the contraband comes from? That's late in the game. Try to get on with the other things first.

Rachel >level3 = classroom>punish in private office>>> undress>hands up>body search>paddle>massage inner thigh>ointment>ruler

Trixie-I can't remember right now and don't have a save game for it :(

(Google translator)

I do already know where the contraband comes from...I've been binging this game...🤣

I do have the body search rule already too.....so I'm unsure why I can't progess Harriet, even though my log tells me to catch Harriet at the lockers on Monday/Friday afternoon.

I will however follow your recommendations for Rachel.....thank you! 

hmm i can only guess. cafeteria is open? or maybe rachel has to be your pet first? I can't remember, unfortunately, it's been a long time. I remember that I was only able to finish herriet's quests as the last one in the current content. priti had to be complete for this. much luck

Harriet is at the lockers in the gym, not in the classroom hallways. I'm also fairly sure Rachel has to be your pet in order to progress that part of the story, as she has dialogue when searching Harriet iirc.

Just made Rachel my pet....so all should be good going forward, thanks..!


when is next update ?


It's out now for Patrons. I'll release it here for free October 8th.

Quando sera lançado a próxima versão? Ou está perto do lançamento?

I keep getting a bug that whenever I punish Debbie and finish since I'm out of AP points the headmaster says he can't stop not while he's so close though I'm 1 pleasure point away all the time and it won't let me end the punishment is there any way to fix that?


There's no bug there. Check the walkthrough if you are stuck: https://mega.nz/file/HZAkFQoY#_pCyC-tweVewVvGlKUkGAyDmkMjdj_AkzO6L4b0WSMw

I ended up figuring it out eventually lol but thanks a lot for the guide I'll use it if I'm stuck

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I had a glitch with Amy where you get to the end of the week with the chastity panties (CP) and I had the scene where she comes to get it removed. However the punishment happens as normal and even after maxing out the gauges and ending the punishment it just ends like normal and the quest doesn't continue or complete. I now keep getting a repeating scene when teaching that mentions Amy struggles to focus because of the CP and that they'll be removed soon. Anyway to fix this or will it require a full restart?

update: I checked later comments and used the console commands mentioned in a similar issue to redo the scene, it worked the 2nd time through but I'm still unsure why it didn't work the 1st time.

Deleted 25 days ago
Deleted 25 days ago

I'm having a hard time trying to trigger the event where u gain access to the girls locker room? I have done the football event I think about 6 or 7 times and nothing has happend.

Since Rachel and Cassandra are both in that scene and the hm mentions things that have happened in storylines you need to have both girls at a certain level. Just do whatever quests are available and come back to it.

Is there anyway to get the football coaching lessons more often? I have been trying to collect all the events but I don't know if there's something specific I need to be doing to trigger the football lesson events as opposed to the generic exercise ones.


You get a coaching lesson every three lessons. Some events (like opening the girls locker room) have other triggers. There are hints in the replay menu if you click on locked events.

For some reason I can't get the grades and discipline up to 100 so how can I change the rules at meeting bored? To progress in the game? Any tips will help.

Spend all the time teaching.

Public punishments are better for raising discipline though may cost grades.

1- You just need more influence to change rules, then you get more points :) For all rules you need 11 influence. (Version 2- Increase your popularity to access all choices. 3- Do many patrols, in each patrol you can get grades, discipline, popularity depending on your decision and direct them in the desired direction.

I need help with a couple of events:

1. When you sort by event, not by character, this one is under Class Events and it's below The Twins Practical Joke. It just says Visit the classroom hallway on a Tuesday afternoon. I keep visiting it and I keep finding Emily there. I can ask her how's she's doing, do uniform check and body search but nothing else happens and the event doesn't unlock.

2. This one is in the same place as the other, in-fact it's right below it. Again telling me to visit the classroom hallway on a Tuesday afternoon. The aditional help says I need permission to confiscate underwear (I do) and I need to complete Sally learns the ropes (can this event be unlocked in this update)?

3. Under Patrol Events, below Anna the Inspiration, above Hot Girls. It says Complete the events for Lucy. Additional help says that I should show my dick to my maid after she draws me a bath. How do I do that? Can it be done in this update?


1. The event takes place in the classroom. 2. I haven't unlocked the event yet. 3. Lucy asks in an event that she wants to earn money. Hire her as a cleaning lady. She comes to clean every Saturday. Buy her clothes on the computer. Tell her what to wear and pay extra for it. After a few weeks, the event will take place in the bathroom on Saturday. After that, meet her in the school hall on a weekday.

Thank you!

How do I unlock #1?

As for #3 I already have her working as my maid but don't seem to have it unlocked. I'll see if catching her in the school hall changes that.

There are a few events which it's possible to miss. However, you can use the cheat menu to change your choices. For the Emily event in the hallway, you'll need to toggle back to chapter 1 with the cheat menu.

3 du hast wenn lucy bei dir sauber macht ein paar auswahl möglichkeiten, probiere ein paar aus.

Come to the time where I have to convince the council to have the female students spanked and after talking to the government inspector and doing missions with Debbie the gym teacher, the game doesn't keep me going, saying I didn't  the goals

how i can fix it? I was enjoying the game, but now it doesn't keep me going

Have you got enough influence and discipline points?

cant wait for the next update

I play this on android. I thoroughly enjoy this game! I do however run into an error message when trying to join the water gun fight. It allows me to get through to them giving me the water gun, then I get an error code. 


Yeah, this is a known issue. You can get past it by clicking ignore several times.

I can't get the Rachel quest to advance in the beta... It says I should make Rachel play football naked and then have her join me in the shower, but that doesn't seem to happen. I've tried teaching football on every weekday. Any advice?

do you mean shirtless? go to training in the afternoon. in the locker room, the portrait of rachel must be visible in the upper left corner there, otherwise it is a normal training session. (you need 15 disciplines)

The beta hasn't been released publicly. If you are a patron and have questions then come to our Discord. I've posted a walkthrough there and one of my team can help. 

In my opinion devs should upload it on steam (profitable choice)

I think STEAM has some rule about school environment and naked girls.

Hello, I would like to know if it does not have a virus or if it is totally safe.

Yeah its safe bro doenload it

Deleted 35 days ago

I have the past 3 versions downloaded, and AVG hasn't flagged any of them. You can download without worry, and in the event you are still worried about it, feel free to run a virus scan on the files before running it.

Yes, I did it in my antivirus and didn't find anything strange, thanks for your answer.

There is one patrol event I can't seem to get... it is in amy's catagory in the replay menu. All it says for the hint is to patrol the halls on a weekday... I have spent at least 2 in-game months trying to get it to no avail... does anyone know how to get it? Or if it is even in the game right now? 

I can find 2 events under Character>Amy>Other Patrol Events on me. Neither of the two has an indication that you should patrol on a weekday. It would be helpful if you let us know the name of the event.

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it is under characters>amy>other patrol events... it shows the name of the event as ---Event Locked--- then the 2nd one is called trixies dirty stories... 

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Hi. You have to patrol the school (Weekday). Amy is late again, runs through the school and knocks over the headmaster.

important! use the quick actions icon on the right side of the screen for the patrol.

edit: You don't need the pool or the girls' changing room for that.

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The only patrol events I can to remember for Amy is when she runs into the HM, when she runs into Faye, during her story when she's playing with another student in the closet, and this one isn't really a patrol but after you build the pool she'll be waiting outside the door on Wed mornings I think. I don't remember if you need the rule that allows the HM to enter the female locker room or not for this to happen though.

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public update release October 8th for those wondering. earlier if subscribed to patreon.


bro imma need the update soon 


When is a new version coming out?


Version 0.13 of the headmaster is in the later stages of development and we are now ready to set a release date. We are aiming to release the beta version on August 27th (to all patrons $10 and up). We have made a lot of improvements to the code so we are going to give ourselves a little extra time for beta-testing. Therefore the main release will be on September 10th (to all patrons $5 and up) and a public release on October 8th.

 How do I take Amy to the second level?


change the school rules that the girls have to take off their skirts when being punished, then you get another opportunity for pain for amy's punishment.

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How do you find the keys?

Open the lake and talk to the janitor guy, just make sure the grades are over 20 or you lose 1 grade per day automatically.

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