How similar do you want it to be?
I've only done it once, but IIRC you have to spot her in class, in the dorm, in a walkaround, and in the gym. Make sure you try all the spots you might observe Cass and remember that time of day or day of week can provide different results.
They are all 18-19, which counts as a teen still, as well as adult.
With Debbie, you can't punish her if you want her cooperation, I.E. if you want to complete her story. When she agreed to be your prefect, you promised her that you would always let Sally do it.
What do you want them to be? That's what they are. The game qualifies itself as 18-19, but doesn't throw numbers in your face so much that it would stop you from pretending something different.
And it absolutely makes sense that they are that age. They failed their last year. Usually you are 18 (in the UK) after leaving school, they have an extra year, so they'll be 18 at the beginning of the year, we are joining during the year, so some will have turned 19. Storywise "14-16" doesn't make any sense. And as Devian correctly pointed out, 18 and 19 mean both "teenager" and "adult".
I would totally agree, that "The headmaster" heavily plays with ideas of "Autoritarism". And I admit, that this could be seen very critical. But it lacks something that determines a dystopian story like Orwells "1984" or Kafkas "The Process" in my understanding quite a lot, and that is the characters permanently struggling with the system in which they live and more important: the hopelessness of that struggle. That's neither for the headmaster nor for the students the case (Ruth and Mr. Wilson are maybe the only exceptionsIt is a dystopian setting, because the world had fallen to a point where kids who don't do well in school, can have their rights taken away, and effectively turned into slaves.
I mean, since 'happy' is relative, one 'happy' ending could be the girls losing their rights and having to be his servants. Another is that he is successful, and they all work for him in various ways, like some work in the school as helpers, teachers, and so on, others work in his house, cleaning, cooking, and what not, and so on... But I guess someone might consider it 'happy' if the girls all pass and the HM and the people backing him go to jail, so who knows?
, but they are not in the focus). I thought a little, whether there are lewd games, that fulfill those criterias, and I would put rather games like “Caseys fall” and “Fashion business” in a dystopian lewd games category.
I don't really disagree, though they do toy with that concept, and the dystopian part of the world has really just begun, this is the first generation to be forced into these programs. I might have exaggerated, but it's clearly going that way. Have to see how it goes as the story progress and we get more information from the outside world.I would totally agree, that "The headmaster" heavily plays with ideas of "Autoritarism". And I admit, that this could be seen very critical. But it lacks something that determines a dystopian story like Orwells "1984" or Kafkas "The Process" in my understanding quite a lot, and that is the characters permanently struggling with the system in which they live and more important: the hopelessness of that struggle. That's neither for the headmaster nor for the students the case (Ruth and Mr. Wilson are maybe the only exceptions
By what the game is now and in the logic of the game, the headmaster is rather a pervert antihero, who "helps" the girls with his punishment-measures to graduate from school and develop their own strengths, and might finally maybe even start a fight against Mycocks System, which he is by now only blurred aware of (as far, as I remember). The students (after some struggle) adapt to the system of the headmaster and even draw advantages from it, what makes the overall tone of the game, despite the dark setting, rather positive.
I personally would define a "happy ending" in the logic, the game represents by now. I would see it as an ending, where you graduate the girls and the later life of the girls going a way you would like for someone you have "trained" (whatever this is (harem, professional success, etc.)). In an exaggerated way, the MC could even get a price for his life-work by the secretary of education, who just does, whatever is popular in the public. Of course everything in the lewd logic of the game. If this would be done in real world, the actions of the headmaster would be totally to condemn.
To have the girls stripped from their rights completely in the end would be hard to make plausible, as you train them even to be more self-confident (and at least for me not enjoying). If they come to your harem, it would be rather on their own will.
I would find the last ending actually also quite funny to watch and thought about if such an ending was possible and plausible to explain, if popularity drops to zero, because then the events of the school might drop to the public. Some weirded-voice in my head tells me, that in this case even Mr. Wilson might overtake the school as the new headmaster, being far more popular then the MC.
