It's a little bit ironic because, 9 times out of 10, I agree with your approach here: 9 times out of 10, I think words SHOULD have a clear unambiguous meaning for a conversation. In most situations, there's nothing I love more than clarity, and what can be more contrary to clarity than a word which means different (and often vague) things to different people?
I think there are a couple places in philosophy where I make an exception for that - where it actually makes sense, I think, to have a more fluid definition of a word. I think EACH PERSON should attempt to concretely define the boundaries for their use of the word, but I don't thinks it's necessary for every person to conceptualize the word the same way or to have the same boundaries as another person.
Free Will is, I think, another word where each person should draw their own distinct boundaries, but two different people can draw their own ideas of the boundaries in different (often extremely different) places. Free Will and Art both have a common feature which makes their fluid-boundary-ness palatable, and that is, they have a more primal experience at the center of them, prior to any concrete definition for the source of that experience. Free Will is an *experience* first and foremost, before it's *whatever some particular philosopher defines it as*. Most thinking people have the experience of Free Will, before they ever come close to trying to define the word Free Will - that experience is more central than any single definition, and I think it makes sense to leave room for different thinkers to define the boundaries and causes and underlying reality of that experience differently.
And perhaps Art is similar - perhaps it's an experience first and foremost, before it's a solidly defined word in Webster's English Dictionary. And because it's experience-centric, it makes sense to me to allow for different people to have different boundaries for how they define that experience.
But if clarity is important, how can we have clarity when words are fluid like this? Well, easy: you clarify exacty what YOU mean when you say it, and get them to clarify exactly what they mean when they say it, and then *avoid debating if things are art* -- because that's just semantics, that's just arguing about the boundaries of a subjective experience -- and instead talk about the things you said are more important. As long as MOST words are more clearly unambiguously defined, the occasional word being a bit fluid shouldn't be a terrible barrier to clarity.