For an experience to be memorable let alone transformative, the human brain has to be pushed out of default auto-pilot mode into conscious thought. And that push necessarily involves some level of discomfort.
What if we arrive at fun not through expanding the circumstances that we’re in in order to make them less wretched, but actually by embracing the wretchedness of the circumstances themselves? What if, in a literal way, fun comes from impoverishment, from wretchedness?
Diary games aren’t generally fun. This is part of why in a commercial market, you’re not necessarily going to see them. In fact, they’re very rarely fun at all. Some are. But usually that’s because of a person getting into it, getting into the mechanics, etc. But many are actively unpleasant to play, even some of the more fun ones.