What if, and I mean what if, this game traveled through more than one timeline?
Like I mentioned before, this isn't the first time the MC has saved Tiffany at the school, which means that the MC of the future timeline saved Tiffany before the MC even experienced the time he traveled through, and if I remember correctly, Liz transferred to the school a year ago?
We can make an assumption that the controller in the Mystic's hand can pinpoint the time traveled, and this will definitely be in the MC's hand in the future, so is it possible that the MC could have traveled to a timeline a few years after 1999 if he used it incorrectly the first time? Maybe meet Liz at that time?
i think you missed my issue with your point which was: How did lizzie enroll into the 2018-2019 or 2019-2020 school year (cant reemeber how school years work
she would need documents proving stuff about her? I assume I have never enrolled a kid in school so maybe you can just show up and say "i go here now"
Edit: Thinking about it a hole in your logic around Darci is that her family would have to be keeping time travel from her, or she has ungodly acting ability and can utterly fool someone that has known her for her years. You also seem to forget that every single instance of time travel we have seen has been accompanied by some weird noise/lights (even shit ninja) and yet dari never noticed the strange blue light coming from under the door? If she knows about time travel she would have to act in such a way that the MC knows she doesn't believe but still think that if he got evidence that she would change her mind. Really easy to do naturally (i dont believe time travel without proof either) but almost impossible to mainuplate someone into doing that exact thing which i assume was done so that aunt jenny can see him burying that stuff specifically on that night (because otherwise why act like you might change your mind?
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