The Whipping Boy’s exploration of wealth and poverty is a prominent theme because the two main characters occupy vastly different socioeconomic positions. In exploring the contrast between wealth and poverty, the novel reveals that characters aren’t inherently happier because they are wealthier—in fact, individuals with less wealth may be more resilient and equipped to thrive. As the son and heir of the reigning monarch, Prince Horace has access to vast wealth, yet remains unhappy. Jemmy describes the prince at this point in the novel as “bored with his own meanness and haughtiness and cruelty” (77).

In fact, Prince Horace’s luxurious life seems to make him less happy. Because of his status and wealth, the prince has to uphold certain standards of behavior, and is denied many of the experiences of a “normal” young boy. He eventually complains to Jemmy that “the ladies keep me clean and starched as a pillowcase” (49), while he would prefer to be free and relaxed. Prince Horace takes his luxuries for granted, and stops appreciating them; instead, he longs for simpler pleasures. For example, the prince remarks with glee, “I’ve never been allowed to carry anything!” (64). Finally, the prince’s pampered life prevents him from developing common sense and resilience, and thus hinders him.