This is the story of the Charlottetown family as seen through the eyes of the oldest boy, Fred "Fiddler" MacDonald. This memoir tells of Frederick James' journeys in the City, starting with his days as a newspaper and a shoe-shine boy while attending Queen Square School, an all-boys Catholic school in the centre of the City. The story retraces his paper route in the mid-1950's and the people that he encountered in his travels.