It is 1885 and Cecil Sherbowe has everything he could ever want in life. He has led a privileged childhood, raised in a large estate nestled in the plains of the English countryside. He is in line to inherit his family's property. That is, if he can fulfill his father's archaic wishes. Under the watchful eye of his cantankerous caretaker Ananias, Cecil is ordered to spend several months working in the poverty stricken village of The Deverills. Intending to break him of his vanity and pride, instead his months at The Deverills introduce Cecil to a new infatuation - a beautiful village woman named Natalie. When he is forced to choose between her and his freedom, Cecil spends years chasing after his lost love, from the Boer War of Africa to the speakeasies of 1920's New York City. In order to reunite with the woman he loves, Cecil may have to lose everything along the way.