"Gentleman Jim" is the story of Jim Bloggs, a lavatory attendant who, dissatisfied with his station in life, devotes his time to envisioning a world beyond it. His walls are lined with books like "Out in the Silver West", the "Boys' Book of Pirates" and "Executive Opportunities", which provide fodder for his ruminations on career change. Encouraged by his wife Hilda, also eager to incorporate more adventure into her life, Jim sets out to bring these dreams to fruition by accumulating various accoutrements, only to discover that the life of an executive, an artist or a cowboy is more complicated and costly than it appears.