The Headmaster
A downloadable game for Windows, macOS, and Linux
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 0.16.4.4Public. 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
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 0.16.4public 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
- The Headmaster Christmas SpecialDec 27, 2020
Comments
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Check the update of this game HERE
[NEW VERSION!] Updated Version - https://ltb123.itch.io/ <=== new update release
hey does anyone have a save file from around day 30 or something like that ? I lost all progress when i had to reinstall windows unfortunatly :((
Do you plan to add Spanish? Maybe with the help of AI?
HOW TF DO I LEVEL PRITI TO 4. EVERY TIME I PUNISH HER IM ALWAYS MISSING 1 MORE POINT.
Yes, this is driving me nuts. PC version
EDIT: So, I figured out that you have to unlock something after the first attempt to level up, in order to enable the options needed to level up on the 2nd attempt. Seems to be a theme with Priti
When will Faye get her own quest?
Edit: Ive gone In to DC and searched for it it seems it will be out soon
Is this game dead?
No, Patreon just got an update.
Will there aslo be a public version?
Show post...
👉 Download the New Updated Version - https://ahmed77.itch.io/
This game is fabulous. So many loveable. characters with unique looks, personalities and kinks. Has me cracking up regularly at the dialogue and crazy scenarios and how the girls always somehow end up naked. Also the way the headmaster justifies his methods, grooming them and having them welcoming it and thinking it's for their own good.
Beautiful artwork and videos.
Plenty of titillation all the way though, delivering every step of the way without making you go through hours and hours of stuff just to get to the good bits.
Has it's dark side too, like Mykock and his group of perverts seem to have evil intentions with these girls after they graduate. I trust the headmaster will foil them, because even though he's a sick pervert himself, he genuinely seems to care about the girls.
My only complaints are
1) It's too softcore and I would love if it were a lot more explicit with the penetration and nudity as it's tame in that respect.
2) Even though the girls are all different shapes, sizes and colours, all the pussies and butt holes look exactly the same. There should be more differences there.
3) Give us more shapely girls too. There is one but we usually only ever see her in the shower being bullied.
4) There's these amazing black girls like Harriet and Jasmine, but we hardly see anything of them. Pritti is the only dark-skinned girl we've got to enjoy in any great detail. Harriet's story was only a short one. Please, let's see one or two with decent stories and going through the punishment scenarios. (and no I'm not black. I just love black women). Surely not all fans of this game are racist are they?
Predictions:
1) MyKock is intending on trafficking these girls after they've graduated. Turning them into sex slaves like the ones at his manor. The headmaster better prevent this from happening!
2) Ruth murdered the dead teacher in a crime of passion. The headmaster is going to find out and then blackmail her to do everything he wants.
One of Liz's public punishment won't unlock.
When I summon Debbie to be punished and she offers to blow I can't undress her and I get stuck. Is there any fix?
are they still updating this game? Probably one of the best on here
When are we going to get Debbie bouncing on the bone for greater power over the student body.
Is there any content about pregnancy?
Not in the current version, I don't know if there are plans for it in the future,
anyone know how to complete it.
Usually people get stuck here because they didn't spy on Cassandra after spanking her after school.
Can there pretty pleaseeee in a future update be a male studenttt? Maybe a transfer. Femboy, Cross-dresser, futa, twink or somethingg? <33 (Not pressuring, Just wondering.) - Thank youuuu~
I sure hope not, no kink shaming, but your tastes are a good bit off the beaten cock (I'm feeling punny today). I'd guess A&H would piss off the vast majority of their players. I know I would kick, ban, ignore them for stuff like that.
> "no kink shaming"
> proceeds to shame kink
It's odd that you assume only straight males play these games. As a female, it's extremely hard to find high quality games with males as a focus as well. In fact, I am actually a paying customer for this game, which can't be said for the majority of you who seem to feel a misplaced god complex over a game you literally have no say in. You're literally just another guy jacking off to a cartoon. You're no better than anyone else here, including this person ^.
There are several of us who are hoping for the male school to visit to add to the girls' punishments -- It's even been implied and foreshadowed in dialogue with Amy several times, so you may want to prepare your panties to be offended.
Also, saying " no kink shaming" doesn't mean you're not kink shaming. You are. Plenty of popular creators have similar content, and several creators give the option for opting out of pregnancy content or lesbian content. There's no reason the same couldn't be done for male content. Just because YOU don't like something doesn't mean it shouldn't be an option. If optional content pisses you off, that's a you problem. A simple option to accept or deny the student would work, and if that pisses you off, you have way bigger fish to fry than this game bud.
I would definitely agree that it should be an option if they do add it, as the game was made with only straight and lesbian options.
That would be a great way to kill the game
I think the only way to implement that properly would to give the player a choice whether to accept the student or not - that way, everyone can play their version of the game.
I personally wouldn't mind this IF it's like a transfer student which you are allowed to reject entry to the school.
There's plenty of people with the mindset "Looks female enough" so it's a good addition for those people.
Branching plots of that sort are a terrible idea for a game that's already this big. The only way to do it is to basically have the added character be a complete nothingburger who never participates in anything, due to the need for writing different scenarios. The content drip is already slow enough without troubles like that. We also already have a lot of added characters that have 0 content, like the athlete girls, and the unseen trouble girl, who I'm not certain if you can actually deny entry. Oh and Arabella also has nothing going on, despite her mother having loads of content.
The best way to get this sort of action in the game is the Headmaster visiting that boy's school we sometimes hear about. or their Headmistress visiting our campus with an aide.
Also, people getting upset about homosexuality in their media that already features plenty of lesbianism are children who should get the Headmasters punishment, maybe they'd be normal afterwards.
Agreed, based opinion!
No way!
Hey I'm wondering if you able to put this game on Android please if that's ok?
Would also like an android port,without having to utilise joiplay
it had one in the past but it got too big for android.
Idk why more people don't suggest this, but there are apps that you can access your computer from your phone, even when you're far away on a different network. I personally download these games onto my laptop and use Splashtop Streamer to connect my iPad to my computer and play them on my iPad. I'm using my computer from my iPad right now, actually lol
Is this one going to get an Android port?
has this game been abandoned???
no, the next update will release publicly on 1/16/26. they have a discord server that has announcements.
"Has this game that literally just got an update been abandoned??"
the only update this year was in january
its a updating coming out January 2026
It was literally updated like a week ago, you just have to actually pay to play.
A new version is out for patrons. I'll release it here for free soon enough.
We all love you and love your work
I wanna pitch something to you. I normally tell devs to ignore the idiots pitching them ideas, but I think this is actually a good one.
On Saturday afternoons, when Amy is at the lake, for a horniness of 3 she can tease the Headmaster.
It only seems logical that the Headmaster should be able to be like, "Uh-uh, you ain't tricking me again, lose the top right now," at a horniness level somewhat higher than that.
Since there are two girls standing there, the potential to increase horniness also exists as they gossip about how Amy is gonna fuck the Headmaster given enough time.
Just an idea.
Hello, what will the new update have? And how do I get it for December 12th? What is the cost and method to do so? I love this game BTW! Also is there a mobile version?
The latest version is out for patrons on the $10 and above tiers. It will be released to $5 and above tiers next Friday and it will be here for free January 16th.
Bless. I hopped onto the page because it'd been so long since the app found an update and I was worried the project died. Glad to see it's still chuggin along!
Anyone has an idea why the game wont run for me ? Everything goes smooth until I want to run the game. The circle on the cursor of my mouse just shows that its loading but nothing more ever happens.
when is the next update?
I will be releasing it to Patrons on December 12th. It will be here for free on January 16th.
😍
Is it weird that I want to punch the main character in the face?
Nah it's not
allo ?
"Priti, not only are you top in class.
But you have got one damn fine ass."
Loving all these rhymes as I finish up my experience with the Christmas Special. Got all the scenes unlocked to date, played the shit outta this game. Thanks for a great time dev, stellar work on this one. I hope to come back again for the next update. Wish you all the best!
"With his presents the girls he was thrilling
But as one sack was emptying another was filling.
So as he continued to move boldly forth.
Santa's pole was now pointing north."
Had to get this one more in before I go, but they were all hilarious.
when is next update
If the last update is anything to go off of, free release should be by mid January. Paid is coming out Dec 12.
Just going through the week-long charity fundraiser event, and the narrative has me rolling on the floor laughing. I love how the devs put so much into the cheeky script and subtle background details in the images as well. This game has been such a treasure to experience.
Not usually a fan of these 3D games as they look bad and uncanny and the lighting is always terrible but this ones good. It still has the above problems but the gameplay is interesting enough to carry it. You should definitely do a sound overhaul though as the moans are really terrible quality and it just feels like you clipped them from porn videos.
Tried every combination still can't "promote" Rachel for her last quest, always 1 pleasure or pain point short. dialog box says the the sitting/spanking position "requires level 3" while she is already at level 6 and doesn't have action. Any pointers?
1) Use easy mode.
2) Use the most recent walkthrough.
3) Don't use the cheat buttons to skip ahead.
It worked...from now on will switch to easy mode when in doubt - thanks!
when can you try to give us chinese language
much easier if you learn English instead.
ok so learn other languages when the dev is spanish or french, it's much easier than them making a translation!
Well, yeah, fair is fair. If developer has to learn a language to put out their game, a player will have to learn a language to play it. Such is life for most non-anglos.
Racist
Pragmatic. Race has absolutely nothing to do with this.
Yeah finished game like nothing more to do all main and every quest coming soon or next update like bruh at the start I thought is good game but as of right now it was ok could be 100% better absolutely xdd idk 6/10 as of now
hope to see pregnancy in this
who wouldnt :>
Just have to remind you guys, don't click on links from other members unless you trust them. Official updates can be downloaded from the website.
not even a day after there was a guy (or bot... probably bot) that posted a link
Why in chapter 2 when cassandra's quest required her to go to debbie's room,but when i'm go to debbie room, it said "debbie doesn't appear to be in?"
There might be another quest-line conflicting with Cassandra's. Trying checking the shower room. If you can't figure out what to do just carry on with different quests and come back to it later