At midnight, apart from sleeping for a while before sleeping at night (which as you say doesn't make much sense), you can also masturbate to pass the time... but more importantly, from the second week, you can visit the coffee shop to earn a little money
And on Fridays, in the coffee shop, you'll find Alexia, and on the fourth visit to Alexia there's a surprise.
Also keep in mind that visits to Jessy at night are not always the same, try on Wednesdays... and when you have more than 30 affinity points and 50 sexuality points there is surprise... and you can also use the pill
It is true that Katia's repetition in the park is the same, we will change this in the next version, but in the third encounter, if you have trained enough, you should be able to win it and start in private training.
If you are in the second meeting with Ms Cooper two things to keep in mind...
- Don't get too angry with the mini-game, we know it didn't like it and we're going to change it in the next version... just lose a couple of times (no penalty) and then it will be easier to get over it.
- You still have some content to see... visit Jessy in the bathroom 6 times (there are variations), and I think you also lack the meeting with Sabrina (Alexia's new partner), and finally, the final scene with Becky
What version of the game are you playing (pc, mac, android)?
It simply changes the dialogues when talking about family, brothers, sisters, mothers, ...