But you're going to "well actually" someone's comment based on the second definition when they're using the first, rather than actually communicate. Makes perfect sense.
I've always understood how a dictionary entry can have multiple meanings. You're the one who started off citing "the" dictionary definition.
Whereas my point since the start has been that the dictionary definition is barely relevant to good-faith communication, which tries to understand what the other person means and engage with that. Even if they're using the number 1 definition, and you'd rather use number 2.