Firstly, L&P has said that Aiden's blackmail will not be too "extreme", and since this game does not have a ntr tag, this probably means we can rule out him doing anything sexual with her and her doing anything sexual with anyone.
Secondly, we'll be able to resolve the Aiden blackmail in a "comfortable" way, that doesn't involve sending Dylan to boarding school, on PD (playable day) 13 which is 2 PDs from where we are now. The next time it can be resolved if you don't do it on PD 13 would be PD 18, which is 7 days away but there's also a weekend in between so it's only 5 more school days. In both cases, there isn't much time left so not all tasks will ever be done unless more than one have to be done in a day.
And thirdly, I think there are only 10 tasks, not 12, and she's already done 3 of them; not wearing a bra, wearing a sexy dress, and flashing the class.
As for the "to-do" list, I have just 3:
Honorary mentions to Julia and Nathalie, but I'm mostly interested in seeing her with those 3.