My only comment as of now is: maybe don't have so many checks to make sure that you want to pursue a certain route. 2 MAYBE 3 checks are somewhat reasonable in case someone misclicked or didn't fully understand what the consequential action might be, but like with the mom thing, maybe tone it down a little bit since it kinda feels rough? unnatural? forced? idk (this is just my personal opinion and this is your game so what you decide is best is what i will accept). Otherwise, combining what I'm seeing with what you said previously, I'm excited to see where you go with this :)
Edit: If this is supposed to kinda play into the mc "feeling psycho", maybe there's a better way to portray it? without having so many seemingly redundant dialogue options is all.