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

Download NowName your own price

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 0.6.2. Check out the changelog on our Patreon post. The current version has approximately 5900 images and around 8 to 10 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 schools 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 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
  • Voyerism
  • Maid

Plus many more!


Download NowName your own price

Click download now to get access to the following files:

TheHeadmaster-0.6.2Public-pc.zip 1 GB
TheHeadmaster-0.6.2Public-mac.zip 1 GB
altosandherdone.theheadmaster-60201-universal-release.apk 772 MB

Development log


Log in with itch.io to leave a comment.

Viewing most recent comments 4 to 43 of 68 · Next page · Last page
(1 edit)

How do i get the 9 infulence points I am only at five. I don't know how to finish the Ruth and Sally quests.

why is this a thing

Hey is version for patreons working on androids? 

yes there is a 7.1 beta version out for patrons Android 

(1 edit)

Love the game, except that i cant seem to get Debbie any further. She got to level 4 and now doesn't do anything wrong so i cant punish her anymore. I've seen the locker scene and that's what got her to 4 but i don't know how to get her to 5. any one have any help?

Thank you,

Have you changed the rule at the school board to allow you to confiscate non-regulation underwear?

Can you make them have a chance to get pregnant?And after become mother,they may change  their character like from bad girl become good girl or something like that?

I am here since I don't think I ever commented on this beautiful masterpiece of grand thoughts compressed into a game. 

This is perfect and I appreciate the mindset of the main character because he knows what he is doing but is being  beaten down by problem after problem since life is not good.

I also like the inner conflict in the main character where he has different paths to choose of either be evil or find salvation for your inner rage against life.

I  heavily recommend this game and agree with the main character(good path). Keep up the good work and have a good time in life.

(1 edit)

Why can't I download the 0.7.1 update?

It's not available here at the moment. It's only been released to my patrons. I'll post it here in a few weeks.

When does the 0.7.1 update for non-Patreon players arrive? And how do you get it? (I use PC)

(2 edits)

the 0.7 update will be out in a couple weeks due to his release schedule for patreons to allow for them to due a little beta test for any bugs before he does a public release, 

the release will probably be around 4/21 since he released it to his patreons on 3/21 and usually uses the next month for beta and bug fixes 

Where are the games saves located at?

In folder containing game you should have 3 folders game, lib and renpy. just go to game folder and there you will find saves folder.

But i dont have to move the saves when upgrading the game to a higher version?

I don't know, I'm sorry: 3 Some developers are changing some parts of the games due to updates, so it's best to ask Dev. directly or start the game from the beginning, and the skip mode will save you a lot of time, but if it finds something new, it will stop so you will be able to see new content.

No you don't. Saves will transfer automatically.

Will we get an Amy Walkthrough?

Amy? She don't have much content in this vesrion as far as i know... Gym, Dorm, School Hall and Class Room is all.


A trully wonderfull game , and I cant wait for the next update . 


Amazing game. Definitely want to be a patron. Opened me up to some things I didn't even know I was into. Very well put together. I must confess I finished the current free content three days ago and have been thinking about it ever since. I haven't longed for an update so bad in more than a decade, since CoH. Please whatever you do, continue to add on to this wonderful piece of art. 10/10

I kind wonder if there Headmistress version with co-ed school that something I think about in cartoon 3d or 2d environment to me Headmaster is kind of boring being sole harem policy.

 If was drug released onto school ground and bad girls/ good boys in different classroom what would that sort interesting programming people would actually pay money to customize their headmistress, and headmaster be in their own world. 

Fetishes realized but that just me mouthing off possible game here I just releasing because to me headmaster was infused with one game called Medical doctor it be awesome game/ if school was to save money and Headmaster was to be one examine girl ai that would crazy of course 18 year old misfits who make shivs out of toothbrushes and you know can't wear shoes because do some lethal stuff  while good boys depends what kind world it is. Moon(robots), Swamp(slime creatures), forest(choice depends on who is headmaster/headmistress).

I think if academy was on moon or remote place and misfit girls don't know that all they know is that if escape for freedom they free but reality is they could die. Earth in reality we know has choose clones or make new babies via surrogate girls who escape or those whom been tamed and groomed.  I don't know what new academy idea would learn/ possible drop hints/ they aren't on earth.  Forest or swamp zone where its like no man's land go out there they aren't coming back. 

Generally that my idea, I think headmaster is too safe to stay in one place, does Headmaster have field-trips, or expansions?


Absolutely fantastic game with great quality and storyline! I can't wait for the next update.

How do I get to punish them my self

Follow the main quest log. You have to complete pretty much everything in the game so far to get to that point but there is a big reward scene at the end.

alrighty thank you I'm at the point where I have to convince Ruth

How do I can punish Debbie by myself at end story ?

if u do all right...and u get all unlocked...at beginn of the punishment right up u can chose who will do the punishment..dont remember if with debby work cuz is her weakness to be punished from a girl....


This is by far one of the most creative and kinky storytelling I've ever played with. Please continue


Any information about new release ? At "More information" tab is only"In development" information.


The beta version will be out for my patrons at the end of next week. It'll be about another five weeks before I release it publicly.

I am trying to download the game, but is taking quite a while, and after some time download fails and says "Forbidden". Is there any other download links I can use?

the forbidden is gonna be because of a virus detector due to some downloads not being able to be scanned, to get around this you will need to go into whet ever detector you use and allow it to download.

even if there was another place to download the files it would give you the same error due to the file type.

Actually I was able to download the file from mega, I am unsure of what caused the forbidden error here that isn't present in mega, however I did notice that when the error occurs, it is usually with a file that takes relatively long to download. 

yes Jason1224 forbidden error comes when you change internet network between download or it is unstable or if it is taking too long to download

(1 edit)

at beginn i totally dont agree the dominant way to punish but this game is really good..really hope a lot u bring more netx time i think im done with all...the story is good and the will of play its everytime more...all girl look different and their personal story are really good build...the detail are good was nice get more language...i can help with italian if u need...got a lot of free time...if i can suggest a tip....make a list for more interact with the pantie u can confiscate....(alice and emily got awesome pantie...)...was nice to see something more of the twins liz and alice...gorgeous girls...and more role to the poor buttplug...used only one time till now...a glory holes between the two shower can be really hilarious...keep the great work up find a way to support you on patron....

How do you get Rachel take her shirt off in front of the other girls? 

nvm i think you need high popularity on a tuesday in the gym

5 time gym every day..after for more make gym monday for sally naked and on thursday for get rachel naked with u alone

Ok I am lost with Rachel.  I've gotten ointment, permission to remove skirt, camera for photos etc. Also, viewed her playing at night, caught her sleeping class but no matter what I do I cannot get the option to talk about her night time habits. Do I need to get miss Newman to where she can start touching the women inappropriately?

Also, the "walkthrough" on the discord seems lacking. It doesnt even have the name "Rachel" in it which I dont understand if it is a walkthrough.  Also, I think it would be wise to list other stats in the "Stats" section other than grades and discipline (the two easiest to figure out) like; influence, horniness etc.

Nvm, figured it out. I didnt realize the order of punishment mattered.

Deleted 7 days ago

Hi, I'm stuck in "Priti as a picture". In step 6 I have to talk to Wilson, but when I get home he doesn't give me any choice, just to leave.

In addition I lack 1 reputation to have 10 and continue with "Headmasters pet", so maybe you can get it differently, but all other missions are finished.

There is a way to do it without giving him her photos but it would require you being able to talk to him and tell him you won't do it. Then he asks for something else. You could go to the cheat menu, there is a option to "make it so you do not hand Wilson Priti's photos" and that may initiate the other option. See below:


I usually don't play 3D hentai games but i am a huge sucker for Exhibitionism so i had to give it a try and i give you 5 stars! You are an amazing ero novelist, a true master, it takes one to know another, i loved the casual teasing with the PE teacher and i really wish for more teasing, i saw me keeping going into the bathroom expecting to see some scene where she would tease me or i would tease her.

 Now, for suggestions;

 First, don't mind the lazy people who are complaining about grammar, you might as well put them to work, i am sure they would do it for free and even add some new languages options for you, god, i love community efforts; 

Second, i loved the hidden sex with Amy, and you might as well add that tag to the list of content, maybe you can add bodypaint, through wall and glory hole down the line too, or at least i hope so; 

Third, i am not an expert but i think you can add some frames of the torso moving in some scenes that are more animated to make them look like they are breathing, especially in the spanking scenes.

 Now, the only thing that had bother me... the bellybutton of some characters, because it looks like a hole to their internal organs, i would argue that you could even use that to make opened buttholes, well it is just minor thing though. 

That is all from my review, congratulations, you really made it, 5 ***** , i will be looking forward for more!!

Sorry for the long comment, i don't have a potato, but here is some boobs for you.

( • )( • )ԅ(‾⌣‾ԅ)

Deleted 51 days ago

share and agree with all...more language and the belly button sometime are really scary...amy is so cute i hope too for more quest..glory hole was a nice incoming...

Just finished the game and I applaud you for your work! I found myself very immersed and enjoyed it quite alot, a very nice experience.  The N64 segment...   Pure gold.
Look forward to your next updates and hope you're doing well!

Can I make a suggestion that the stats at the top left tell you what they are when you hover over them?

Suggestions are welcome. I plan completely to redo the whole UI after version 0.7 and I will be sure to add in some details like this.

How can I officially send suggestions that would be seriously considered? I could drone on with ideas for hours and I don't know if you want your comment section spammed with all my ideas. Respectfully suggested of course.

Cant figure out what to do after asking jimmy about the headmasters death to progress with the troublesome inspector

what current quest ?

Waiting for a miracle ?

when is the next update?

Updates on the estimated release dates are posted on our Patreon page. 

you will die in the next update

can't figure out how to win the water gun fight. i have chengs mix, just no idea when to put it in the gun

You can't win the first time. Twins always beat you. You have to buy a special water pistol online before the second fight will trigger.

thanks :)

But how do you buy it? I dont see anything on the online store and when I try searching it says there is nothing to search right now.

Did you manage to to survive the first battle until you run out of water and the twins get you?

No, Everytime I try to hit one of the twins they hit me and it says "they are just too heavily equiped"

(2 edits)

Wait, try to hit, as in you actually clic to do it? I don´t think that is ever an option. When you get to the twins it is just a cutscene where you run out of water and the twins shoot you. Are you sure you are at that part?

That dialog sounds more like what you get when you try to attack the blond and the dual wielding chick. In which case you should not shoot at them and instead take cover behind the tree.

(The gun should be at the shop right after the battle ends with the dialog about buying it. It´s under electronics.)

Lots of chatting and talk....hopefully the focus is on creating more game play and not so much on the blah blah blah

(1 edit)

My game keeps getting problems and i can't play it and i feel like I'm walking on egg shells 

I just played through the whole game again with the new update and must say I'm very happy. I've been playing many similar games here on itch io and this one is by far my favorite.

I did come across a few missing frames (specially when you are punishing Rachel yourself) and there are a few grammar mistakes (your/you're is common). Other than that, I'm loving this!

I know this one just came out, but when can we expect the next update?

(1 edit)

I've noticed the grammar errors, too. Normally I'd think, "Whatever, it's a silly porn game," but given that the setting is an extremely strict secondary school, these are the kind of details worth getting right. They make a point of the titular character having an extensive vocabulary for some jokes with the character April, as well.

Another common grammatical error is in dialogue when characters are addressing the headmaster as "sir." It is properly capitalized and preceded or followed by a comma.


yes, I feel very strongly about grammar errors, especially since this is put out in a public game for all to see. I mean really, how hard is it to get this right. I notice some people aren't able to take a little criticism. Too bad. In times past before everyone got so sensitive, people welcomed strong criticism in order to perfect they're craft, now everyone seems to just want a bunch of "yes" men to pat them on the back. Too bad, so sad. 

(1 edit) (+2)

Nagual11, constructive criticism is fine and I accept it but you played my game for free, said that you found it "an enjoyable distraction", but then for some reason felt the need to come on my forum and throw childish insults at me. You called me a "dumb ass" and a "moron" on your review. I am entitled not to be insulted on my website. As it happens I do understand the grammatical issues you pointed out (I wrote, designed and coded this whole game myself so I'm not an idiot), however, there are over 100,000 words of dialogue in my game and I don't have the time or budget to proof read everything as much as I would like. I do continually fix any errors that I find or people point out to me. Perhaps you would like to report specific mistakes so they can be corrected rather than just being rude. After all, I didn't force you to play this free game, I really think that your rudeness towards me is unjustified.


You're right, I am purposely abrasive at times for various reasons which I won't go into. I don't really think you're an idiot or moron, just grammatically challenged, haha, just kidding. I wish you well and continued success. Take care, and have a great day.

Deleted 51 days ago

  why does the game keep crashing  whenever it's time for the quiz

If someone getting stuck about story..

Abseloutly they just keep Skipping Quest

When you realese the new update do i lose my pogress??

No. Saves should transfer automatically. Just open up the new version.

Do i have to delte the other one??

The game saves elsewhere on your computer so you can delete the old game and just open the new version. Saves transfer automatically.

Viewing most recent comments 4 to 43 of 68 · Next page · Last page