The book tells the process of a child accepting the loss of his mother. He goes on a big boy’s journey to find his lost bedtime friend Gaff. On his way out, he meets the ugly caterpillar and becomes friends. He meets chattering children, woodchucks, strong soldiers and vendor children. The real problem is the big pirate. Let’s see how our hero will face the Black Hat pirate. Will the big boy find out what he’s looking for on this trip or is it important to go out on his own?