For example, say I wanted to know how good/enjoyable a specific movie would be.
My point is that "goodness" is not a thing in the territory. At best it is a label for a set of specific measures (ratings, revenue, awards, etc). In that case, why not just work with those specific measures? Vague questions have the benefit of being short and easy to remember, but beyond that I see only problems. Motivated agents will do their best to interpret the vagueness in a way that suits them.
Is your goal to find a method to generate specific interpretations and procedures of measurement for vague properties like this one? Like a Shelling point for formalizing language? Why do you feel that can be done in a useful way? I'm asking for an intuition pump.
Can you be more explicit about your definition of "clearly"?
Certainly there is some vagueness, but it seems that we manage to live with it. I'm not proposing anything that prediction markets aren't already doing.