I played around with it a while longer. As I said before, mostly it is very enjoyable to my taste. I understand that it is not very far into development, so obviously the variety will change.
I found one thing MISSING that should be relatively easy to implement.
The more deprived Lolita gets, the more revealing clothes she will be willing to wear and do naughtier things.
I think her attitude change should be shown in the game in various ways by simply adding variety to the text. E.g. looking in the mirror her view on herself and her body could be expressed differently, to give a simple example, she could start out regarding herself pretty, than sexy, than hot or whatever.
The same changes - in text only - could happen in the way she approaches people. E.g. working at the bar she could talk in a different way with the people, especially get a bit flirty, earning better tips.
Talking about the bar job - Apart from text alteration, I think she should get the opportunity to be actively changing on the bar job, maybe show a little bit more skin (this is beautifully done in the greatest abandoned game ever, "Valiant Warrior Astrid") or flash her tits or work topless or even naked (which is beautifully done in the generally not soooooo great "A new dawn"). In any case she should be able to switch to an even hotter outfit on this job.
By the way it is pretty obvious that Lolita should have an option to do some kind of dancer job before moving to prostitution! And she should have the opportunity to go clubbing! At that age, what else would you do? And of course the opportunity of hook ups should be implemented. EVERYWHERE! On the beach - of course! In the bar, in a club, in cinema, everywhere!
TO SPEED UP THE GAME THERE SHOULD BE AT LEAST ONE MORE DAILY ACTION! I would opt for five actions. (I'm not good with numbers, at the moment I would count three).
To get back to my main suggestion, I would love to have more variety depending on her depravity level in dialogues, with the room mate, at school - everywhere.
The same goes for reactions on her sexier outfits and naughty behavior. E.g. there could be comments, maybe even groping, on the bus. Maybe at some point she might grope guys and get different reactions. For a start this could happen in text only, and later, once you have time for it, you fill in pictures. Same as in the bar job she could be asked to flash her tits and react accordingly to her state of corruption.
One thing that is just wrong at the moment is that when she does the housemaid job and it gets to anal sex there should be a reaction if she wears the anal plug, otherwise it is really ridiculous. You could do this via text without much work. Same goes for shaved/ unshaven pussy and underwear / no underwear. If Lolita changes in front of people, they should at least comment on her lack of undies or pubic hair. COME ON!
I totally don't get what the coffee at school and the alcohol at the bar stand for. Give them a meaning or cut it out. If they have a meaning I would like to hear a hint what to do.
All in all I am looking forward to the progress. "Paris wasn't made in one day" made me think (and laugh).