Confessions of the South Side Rapist is a true crime tale about the life, the crimes, and the motivations behind the crimes of Dennis Rabbitt, one of the most prolific rapists in American history. It relies on hundreds of pages of police reports and exhaustive interviews, especially from Dennis Rabbitt, to tell his story. The book gives detailed and sometimes grisly accounts of the crimes of the South Side Rapist but also gives the motivations and explanations behind these crimes from the perspective of Rabbitt, law enforcement, the forensic psychologist, and the author.