Thanks!
1) You can bring John and Charlotte to level 3 before the Festival. Paul doesn't have a side quest with Aura because of certain doubts he harbors towards Aura.
2) I think the most realistic way to trigger pink scenes and incorporate sweet memories is to role play a very overeager and self-destructive Aura. Invest into Vitality Potions, Energy Potions, Mana Stones, etc. and try to stretch how far you can get in a single day as far as possible. Due to lack of skills and stats you will be forced to use those potions quite often and also have a lack of funds at the end of the day. It may be a very specific way to roleplay but to be honest.
I have seen quite some other proposals to rework the willpower system but wasn't too happy with them as in a certain way, pre-major curses such as Eyes Of Greed, it should be hard for Aura to get into pink scenes, since the game is just in the beginning stages at that point.
3)