In a class situation, this is very, very hard. That fearlessness always comes when a kid is writing for himself, and almost never when doing directed writing for the grade (unless you get one of those rare fearless kids who’s totally confident). The best thing—maybe the only thing—is to tell the student that telling the truth is the most important thing, much more important than the grammar. I would say, “The truth is always eloquent.” To which they would respond, “Mr. King, what does eloquent mean?”