Why is it fitting that Milo's journey started with the Land of Expectations

Young Milo is bored with his life, especially going to school with its useless information. One day he arrives home to discover a mysterious tollbooth waiting in his room. In addition, there are coins and a map and so he does what any bored little boy would do under such conditions: he gets into his red car, pays the toll and drives through the tollbooth straight into a very strange world quite unlike his own. Of course Milo is full of wonder and expectations of adventure hence the name of the first place that he visits.