Since you don't mind I'll keep writing. I'll start with bugs and similar:
The button that takes you back one action, sometimes takes you back one time slot, even though the last action took multiple. Happened to me few times at the hospital, but I can not recall exact details. The one place I did took notice was when your sister forces you to the party. Theoretically the game takes away your choice but if you go to the party and then press back you can do something else.
I was confused once because MC started talking about stealing dress for the patient for no reason. She asked for it a moment later, so I guess there's an error in logic of what MC knows.
There ware few grammatical errors but tis is the only one I noted, you can ctrl+f it:"Finally you feel about to cum so you squeeze her tits" I think you missed "like you are" or something like that.
Now those are are only suggestions, but here what I would change:
I might be wrong about it, since the whole game is a such a mess and I might be misremembering, but when you are told to steal drugs, you can initially only steal them through the cop, and then only later you get an option to steal them in the morning. Why not unlock all those options at the same time? In fact, why not give the player option to steal them when there is no one around? I mean he knows the passcode.
In general I think you underestimate the creativity of players. I think options should get unlocked when player can reasonably think of them, and not when the demon makes a suggestion. Allow us to skip to solution if we know what it is, don't make us suffer through MC feeling his way blind.
The persuasion mini game is too hard, especially compared to other mini games. it is partly a my fault for getting stuck there, since there was something stuck at the back of my mind from playing all those years ago, that you said it was not meant to be winnable until you progressed further. It turned out that I remembered wrong, but I only found out by accidently discovering the skip mini games option in the settings. Anyway here is my suggestion: After player fails given mini game for the third time, give a new skip mini game option anyway. Also there is already an option that says "skip mini game(win)" an it is misleading, since it does not award you with the skill point, that also deepened my misunderstanding.
You should loosen some conditions and make the game more forgiving. I know it would make game shorter, but you would make the remaining playtime more fun. It really feels arbitrary why does stopping the car crash or not allows you to seduce the short girl for the after-party scene or yoga recommendation, or if you can interrogate the rioter girl or not.
I talked about alternate routes, so even if you do not want to touch the current state of the demonstration, you could make it so that going shoplifting together brings you close enough to recommendation, even if you did not stop the crash.
The game feels empty after clearing the first roadblock. When I first got there I expected "work in progress" messages left and right. This did not change. Populate the city, even if only with flavour scenes. When we unlock a location allow us to visit it on days before it becomes relevant. If player can not visit a location, give an explicit reason why. I'm sure you can write some scenes for the gym in the city. Those scenes do not even have to advance the story. You can write some disconnected short quests, just to farm fun points.
Also the main characters. When I first reached the 3rd day and beyond, I thought that the game will really open up, but you made a very convoluted and clever web of reasons why you can not do joust anything, it all felt just outside the arms reach.
The one thing that did not have such excuse, was the relationship with the car crash girl. Add some scenes please to her, again it does not have to advance the story, only feel like it does. Her case stands out in particular since on the first days you can interact with her on almost every time slot, and then it becomes so sparse, but you should add options for meeting other characters outside of when it matters as well.
As you said rewriting the demonstration would take a lot of time, but I think you should absolutely put it at the top of your to-do list. This is what a new player sees, and it an absolute TORTURE. At the very least loosen the conditions on certain outcomes like mentioned above.
I imagine you are so intimately familiar with your project, that everything about it seems obvious to you. but a new player does not have the same knowledge as you, the dev. It took me a whole IRL day to get over that 3rd in-game day. I think you will agree that is way too much time.
Sorry for making it so long. Am I wasting my breath? Should I write more, when something new comes to my mind?