One problem I see is trying to see the signals that would raise the crush probability ... While you would also need to see the signals that would make that probability drop.

The sensible route seems in my opinion to be what signals would they give me if they didn't have a crush on me ?, as you seem to be going the confirmation bias route otherwise.

I'm also one of those for whom the whole "You're overthinking this, don't think, stay natural" simply does not work. I appreciate the idea of such a survey to get a prior though, it seems like a great idea.