Can i get if a spoilers free answer, How dark is the dark path for Maddison?
The Dark path is still in its infancy.
What I've seen are really hints at future content, so don't take them as gospel, just potential for the future story.
Choosing the Dark path can lead to sadist or masochist sub paths.
Going Dark path and choosing the harshest choices is not just about Maddie - the MC will scare both Maddie and Olivia - future consequences unknown but there will be consequences.
The MC has to make choices for his own psyche - pure, lust, dark.
I believe that the further down the dark path he goes so he can push Maddie down that path, the greater the chance that other options will become more limited in the future - which makes sense.
Beyond this - all you can do is wait to let each path develop and then see what happens when you push the dark choices and the Maddie dark path.