Huh, don't know what glitch you both are talking about then since I had no problem with wingdings but I did get this from the discord server (15+) "if you're dying to gaster, you either ||rejected him outright or have a shitty opinion and need to reload||."
BlueDress
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There's a guide in the development log if you didn't know that yet.
Do not romance anyone else at all until you reach grillby, after that chocolate scene? Make damn well sure you are not romancing or even flirt with anybody else until you get to the city where you will meet grillby again aaaand choose "stand closer" 👍
You have to die enough times and get all dialogues with Reaper so he gets included and you get the poly route with him and Trapper :,D
I realized that later after looking back at the walkthroughs and noticed how much we have to die so we can actually pursue Reaper 😅
You'll notice when you have to stop dying in an area if the next dialogues with Reaper/death scene do not change anymore (probably. idk, I'm guessing for now since the Waterfall walkthrough isn't done :,) )