wow this design definitely hooked me very fast. i love the sort of meta-analysis you have here on dating games! i'm really interested in game design regarding relationships, especially when they're not just "insert coin x number of times to start dating" and even more so when they start to question that kind of design.
im glad you talked about your experiences from last jam and how they will affect your approach this round. narrative games/VNs/twines usually to require a lot more content than gameplay, so it's great that you have a better idea of the type of work you'll need. i think posting daily to your devlog also creates some accountability to yourself and your audience.