Does it matter how they talk to characters in the world? Of course it does! But in the case of your gate guard, I'll also use their characters insight as justification to tell them "he's not going to do anything unless you tell him your business with his boss."
I think context is important, and players can be somewhat disconnected from what might be obvious to their characters in the world- so clarifying that can be important.
I think context is important, and players can be somewhat disconnected from what might be obvious to their characters in the world- so clarifying that can be important.