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 0.16.3Public. 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

Version 0.16.3 to 0.16.3.3 patch. If you downloaded an old version of 0.16.3 please either download the game again or apply this patch to fix a few minor bugs.

StatusIn development
PlatformsWindows, macOS, Linux
Rating
Rated 4.6 out of 5 stars
(3,326 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-0.16.3.3Public-mac 7.2 GB
Version 9
TheHeadmaster-0.16.3.3Public-pc 7.2 GB
Version 9

Development log

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Viewing most recent comments 4 to 43 of 1,895 · Next page · Last page

Is there a Russian language in the game?

(-2)

Here's another conflict




Last I checked 29 is almost 30 (3 decades old) not 40 (4 decades old)

(+1)(-1)

Yeah ... you star decade 4 on your 30th birthday. This reference is dead on. Your analysis is ... poor at best.

(+2)(-1)

First decade: 0 - 10

Second: 10-20

...

29 is indeed nearing the fourth.

(2 edits)

00


I would like to call attention to the developer that there is one thing that makes absolutely no sense at all. 

As far as I can tell the following event will only occur after you have finished Rachel's training which is when one of the characters (avoiding their name due to spoiler possibility) is being harassed in the shower room with a cold shower for allegedly being a thief.  The problem is supposedly Rachel's condition of being jealous of other girls' bodies has been taken care of however once you gain access to the shower room she tell the main character that she does not want to go in to the shower room with him that instead he should be happy with her body and hers alone in the normal I'm thinking to himself comment he says he sees he still has a way to go and trying to help her with her body envy despite having already finished supposedly curing her as seen after her final punishment.

Now after all of this I talked to my PET in my office only for her to say she can't wait until we have sex for real (Which despite us having sex for real there is Sex option stopping with the "Practice with Dildo" option.

Pretty sure Rachel was voted to finish by Mycock's backers (people on Patreon) and not, script-wise, dependent on Rachel being finished. Even were that not true, Rachel is not required for the scene, and having two renders, one with her present, and one with her not, is a waste of resources compared to doing it the way it was done. Not sure if it can happen in the morning, but if so, it almost has to work this way.

Im having an issue where it tells me to spy on Amy's room in the evening and I've been doing it for quite a while now but there is no change and its just Amy working out every time. I don't know if I need to meet a prequiste even though it doesnt say anything.

Not sure where you are, but I can think of two possibilities. One is where she runs into you in the hallway, but you teach an afternoon class and get a Cassandra scene with no options except afternoon punishment. (Afternoon classes aren't a great idea, but the build-by-vote thing makes doing Claire a big early priority.) Even if you punish Amy, she won't advance, but Cassandra will. You need to get run over in the hallway again, punish her, then spy. 

The second one needs some other events to happen first, as it is a Maxine scene. In one, you get Amy playing with her riding crop, in the second, you get Maxine spanking Amy to make the evidence look more realistic. Which are you missing?

I'm so confused how to get Rachel to level 10

Following the order on the guide only brings me to 9/13 for pain with one ap left

Can someone help me?

Nvm I figured out a different solution

A different solution? Do tell... Personally I had to work the equation backward but I figured out the steps that are needed include the photograph, her grinding on his lap, the diaper position on the desk, remember you can switch to each any position without it costing an AP point it's only when you do an action that it does, that said using the dildo on her in that position and popping her butt with a paddle over the desk are the other actions needed

1)Photo

2)over desk paddle 

3)Diaper position Dildo

4)Grind while on chair

5)Dildo while over lap

6)Penetration while on chair 

(These should be the steps you're looking for if I remember correctly)

I had this happen as well. Failed the first time on most recent play-through first time (a little buzzed) then replayed it using v15 beta walk-through and that also failed. Pretty sure the first failure was user error, but was surprised at the second. It can be done putting her in diaper position and taking no actions in that position though. 

The game has an easy mode which guides you through punishments automatically. You can switch anytime under preferences.

does anyone plays on Mac here? I downloaded the build and it does not open, I tried changing the extension(it is .app, even though it should be .dmg), nothing works for me :O I am kinda new to AVN's and maybe there is something I do not know yet. 

I use Mac and I think I understand your issue.  Your Mac is probably extracting the file for you and then sending the original to the trash. 

1 . Go to your trash and see if the original is there. 

2. Restore it, then right click and choose 'Open with'  and extract the file.

3. After it extracts and you click on it your Mac will try to verify the file and might say its not safe to open. You will have to Right click and select 'Open'.

If this doesnt' work Idk

thank you so much bro, it worked

it just never happened for other games before, thanks again

I increase the levels in the game. I raise green, yellow and red all to level 15, including discipline. But after a few progresses, -10 points suddenly drop and the game is over, Game over is written? If anyone knows about the game, can you please explain it briefly?

Well, the spanking the not-yet headmaster gave at the Dept of Education conferencee resulted in zero reddening of the girl's bottom. 

Otherwise, I'm having a delightful time just starting this game.

(-1)

when i open the game with the joiplay the game will instantly crash after a second of loading and I have downloaded all the plugins (like Renpy 8.2.1)any help would be appreciated 

(+1)

I can't continue the Nurse questline because now I never have a Thursday morning action. It just gives me the screen where my secretary comes in Thursday morning and skips immediately to afternoon.


Anyone else have this issue?

make sure you have the latest version. there's a patch for this. 

(+5)

I NEED THE NEXT UPDATE NOW ((just kidding take your time))

when is the next update coming?  thx

I doubt even the dev knows, but based on the timing of previous releases, April 1 seems like a good estimate.

Please help, I don't know how to continue Rachel's story anymore. I got stuck at The headmaster pet part 2 in the first step Learning to share. Thanks

What does the quest log say to do?

have the same problem

I am pretty sure the first step is to go around campus body searching all the girls until you trigger a scene with Rachel. Might be that you need to pass a new rule. The quest log should say what to do next.

I hate asking the community for help but I have a strange issue that I can not resolve:

In both Android and Windows (Via JoiPlay) I can not use the 'Office Computer' to buy the Science equipment or do any other tasks in it. I have over £1000 available.

As soon as I open the computer screen all the icons don't do anything and the blue power button does not close that window. I am stuck unable to progress. I have tried multiple saves and restarts but the issue persists.

Any idea how I can fix this as I live this game and would love to progress past the first few days.

(+3)

Have you got the latest game version? Check the about page and make sure you are using version 16.3.3public. If not then you'll need to re download the game from here. If you still have the issue then send a message in the help channel of our Discord and we'll try to figure it out. https://discord.gg/hTFAxtcJgU

Thank you for this reply :) I will check when I next can. 

I want to know if this game supports Chinese or is there a way to sinicize

use MTool to translate Renpy and RPG game!

 https://afdian.com/a/AdventCirno

What did you use to make the character models

(+1)

been having fun with the game for a long time now , but man i feel like im being teassed by all the pee stuff
spoilers in the loose terms : that one spanking scene that faked it, the tickling scene , and the comments of the girls need to stay well hydrated during the night when a heat wave is happing  ,

 i know many are not into pee or girls wetting themselfs but at the same time its a missed opportunity this is a school i bet you saw many of your fellow class mates desperate to use the bathroom to be left to the fate of the teacher  
these little thing could be optional and avoided at all cost by a player 

but i think during teaching having a girl ask to use the restroom would be a good and natural part of being a teacher making them wait could increase discipline and lower popularity  depending on how the player handles it 
anyways i cant wait for the next installment 

A classroom mechanic like that could work and wouldn't be out of place thematically. Truth be told though, I'm just not interested in writing stories or making art involving any kind of bathroom stuff. No judgement on anyone who is interested in that, I would never want to kink shame anyone. However, for the record, I have no plans to add anything along those lines. Even if I were to write a scene where one of the girls wet themselves, I would probably have the camera cut away (as it did in the TV show you can watch in the dorms). So, if you are holding out for some scenes later in the game I am afraid I must disappoint you.

ok , thank you for taking the time to respond and answering the question like i said before i cant wait for the next part of the story  

hey, probably a stupid question, but im stuck on "wait for a miracle" for ruth's quest. What do i do? I opened the lake but i cant talk to jimmy

Did Jimmy already take you to where the old headmaster slipped?

(+1)

yes I just managed to get that.

Oh i figured it out thanks thougn

can someone help me with pride and president quest of "check what maxineis up to in doorms at night . you've seen her hanging around in rachel room before" , i,m already stuck in this

(2 edits)

Lots of other events have to be finished before that scene will trigger. You need to have punished all of Rachel, Cassandra, and Amy and spied on their rooms afterwards. You also need to have already made Debbie a prefect and watched her shut down Maxine's weekend protest.

When you do trigger it, "Speedy" is Amy. That can be a hard reference for those whose first language is not English.

big thanks bro!

Yea, I've played this before on joiplay and it worked, however now even though I have renpy 8.2 installed the game closes upon opening, not getting pass the joiplay loading screen. Joiplay does not work sadly

Same just decided not to bother anymore I have a heavy duty tablet can't get anything that needs JoiPlay to work for me at all

I play relatively slowly, and (here, at least) read everything on every play-through. It boggles the mind these interwoven updates are done based on Patr ... err ... the school ownership's preferences. That has to set the scripting back a fair way in some cases, and, maybe, reduce participation of girls the owners didn't select (I get why Nina would not do Pride and President, but Donna's parents laud their own philanthropy, and everyone else participates at least once). I get it, the market speaks.

Loved the new update. Am sure the Patrons already mentioned it, but there are a few lines in the streaking scene where Sally is identified as Samantha. In the P&P finale, Faye is absent around the intercom, but in the imagination scene, Faye is there, and Emily is absent. Not an issue, as MC doesn't know who is out there, and M-Th tells us our cast, but  not sure why both aren't there all the time.

Also noticed the extra desk row to include Jasmine, Olivia, and Arabella for (one presumes) Chapter 3. Guessing the previous empty desk was being held for the not-highly-voted-for Zoe Bates, but now that there are two ... moar Tia! She already has a name and interactive scenes. 

(+3)

Yeah, writing an interactive novel every six months based on community polls is not easy. In fact it's really very difficult. Sometimes I have to put storylines on the back burner for a few updates until I've figured out how to deliver what I've promised. However, I do always get there in the end. Introducing a major character like Zoe requires a huge amount of thought and planning. So much so that I have had to push her appearance back to the start of Chapter 3. Tia, on the other hand, was never intended to be more than a throw away character. I don't plan any character development for her and she is not in the headmasters class, so I can add her into scenes without really thinking about it.

(+1)

You're doing a great work, but remember that you're the author of your story. You can figure how to introduce things members requested, but the story is YOUR story and you need to go using YOUR pace and not somone else.
I like your story, but I admit I've thought for a while it was abandoned because there was no replies and P. page was offline.
Glad to have found you're still active and I've very appreciated the new content.
BTW there is a reason you set the 2nd chapter start at day 99? I fully developed the game at day 49, maxing any content and any single score...
(p.s.: I've put a stop on Maxine's protests not calling in my office until ready to unleash Debbie on her, so this solved a lot of slowing down problems... Trick for newbies.)

I didn't mean to suggest that Tia needs a backstory or that you change your story arcs, seems hard enough to do already when putting content in so far outside of linear order, just that there are 24 desks and 23 girls, and only one of the randoms has a name. :) I'll shut up now, and write Santa a letter about getting Sally in new outfit with Liz for Christmas.

(+1)

I can't start the game on Mac. do I have to do something specifically ? I ve already modified the privacy settings 

Alguien sabe donde lo descargo para android?

do anybody know how to complete rachels quest

which part?

Ada best girl in the game :)

(+2)

for some reason, I can’t start Priti’s quest.  I get assigned the quest, it tells me to observe her in class, but I never get her event.  I’m not sure what’s going on.

try to call her by the phone at the office

(+1)

i need some help with the joiplay the game will instantly crash after a second of loading and I did replace the patch file anyhelp would be appreciated 

Yea i have the same problem here. I dont think there is a fix until the devs personally do something about it. Kinda disappointed tbh.

ya I just hop they do something soon lol

Joiplay still works but you need to make sure you have the latest version with the latest Renpy plugin.

(+1)

old saves now broken?

updated and used saves back from april where i was in this ine week even to wear another costume every day fundraiser - now using these saves gives me error messages - skip doesnt work and after 30-40 rollbacks it only sends me to please enter your name "_____" even older saves seem to work bu there is quite a bit of distance between them...?!

The game is amazing. Just a little problem here, I was able to run the game on PC but failed on IOS, is there any procedure other than just download the file  I have to do to run the game?

Hmm. Rachel-to-10 didn't work. Ran it again using v15 beta walk-through, and still failed. Subbed a few places (straddle for ruler, etc) still no dice. I will go back and see what I didn't do, but if anyone knows if there are restrictions on it now, please advise (like finishing 6th match or convincing Samantha first).

The walkthrough might be out of date as I changed the order. You can switch to easy mode in preferences and the punishments will autoconplete.

Thanks for the reply. I ended up doing it by putting her in the diaper position but not doing anything else to her in that position. I'm thinking that kind of workaround isn't really the intended plan, but I couldn't manage using the traditional methods.

This play-through is already on easy. My main one stalled because the chastity panties never came up for sale on normal. I figure that was also me screwing up somehow, but I wanted to get back to that stage a bit quicker.

Thanks again, and keep it coming!

(+1)

I am having so much fun. Thank you. My Favorite Char is Debby and i do not know why ^^

I just downloaded 16.3, copied my saves from 15.3 to it, but when I run it there's no new content, no new Quests???!??!?

There's no need to manually move saves, that happens automatically. 

Also, check the event log to see what's new. The new quests will appear after you've played a bit. Make sure to speak with your secretary at her desk.

I can't complete the Miss pots quest with Debbie the one where you need to send her to the office it ain't completing

 

Hello,

I have two problems with this version 0.16.3.3
I'm on Linux Mint 21.3

First problem :
I have an error during extraction (headers problem)
I solved this problem by extracting files on a Windows virtual machine.

Second problem :
On Linux the game doesn't start.
I tried on a Windows virtual machine. It works (but it's too slow to be really playable)

I've played the game since version 0.6.2 and had no problem until today.
Is there any solution ?

(3 edits)

I don't know about the extraction problem, but at least for me it plays fine with Wine 9.0 stable if you're not already using it.

(+1)

Thanks but I don't need Wine
I've found the solution :

In the folder found here in this path : "the-headmaster-win/TheHeadmaster-0.16.3.3public-pc/lib/py3-linux-x86_64/"

There is a file called "TheHeadmaster"

You must check in its "properties" (right click on the file) then in the "permissions" tab that the option "Allow execution of the file as a program" is checked.

Then it works when you start the ".sh" file at the root folder (this file needs the same permission too)

That's great,  glad you got it working. :)

Random question: why is Arabella in the new group shot instead of Ada? 

Is there any way to fix this? I can't see any pictures.

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