In the story, Homer, a small boy of the age of 13 is told my his parents that he was an orphan. Homer was adopted by them from an orphan train, which were popular during the Great Depression. After running away for the night feeling upset and worried that he wouldn't inherit his father's farm, Homer decides to go to New York City to find his real parents. His friend Jamie and he jump on a train but end up going west. There they get caught by Blackjack, a railroad watcher. Smiling jack, an educated hobo, saves Jamie and Homer from being killed by Blackjack.