Okay, let's back up a bit. If this system were used in a game, it would obviously explain how to use it before you start. But since I'm explaining it as a dialogue (to prove that it's doable, mainly), there seems to be some confusion.
You are not the character who is speaking. If it feels like you're not deciding what he is saying, then I think I've done my job correctly. This is a character who I have used on my blog before, who couldn't care less what I have to say. The things he says are not supposed to reflect what you would say in similar circumstances.
What you are picking is only the tone he will speak in.
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