Much time was spent on this, both your writing (I can tell) and on the reading. In fact if I have any criticism, it’s that there are a lot of words here.
That’s not a problem in and of itself, but it did make it hard to tell if anything had changed on Round 2. In fact, I thought at first that I’d just gone back to the start. Yes, the choice of drink changed, but it had been so long since I’d read the first choice that I couldn’t tell that the second was different … hope that makes sense! :)
Anyway, onto the story itself. It’s not my usual sort of thing, and yet I liked it. The switch to the yellow for the memories was a nice touch, and I can see there’s an intention to have those be something you can explore more in a later version of the game. Maddie is a mess and the lack of choice actually expresses that perfectly. You can see the choices she should make, right there, and the game won’t let you make them, because she’s so messed up. It’s an effective tactic.
Small technical note: You can use a [[]] style link inside a <<button>>. e.g.
<<button [[Go somewhere|Round 2.0]]>><</button>>