Yes, I've had this problem all my life. Like in English lessons at school when we were told to write an essay about something, but the teacher hadn't properly defined what it was we were to write about; if I started asking questions to try to clarify what I was meant to be doing, I would be criticised for being flippant or stupid.
And in countless other examples through the years, where people would hint at what they were trying to convey but without spelling it out properly, expecting me to be able to read their mind. Which usually just isn't going to happen!
Not to mention all the times when ambiguities in instructions arise. I'll then be asking something like "when you say on the right, do you mean the right as seen from where you are, or the right as seen from where I am, facing you?" And instead of the person understanding the ambiguity and providing a simple clarification, they will accuse me of being deliberately pedantic and obtuse.
You can't win...