Then Again, Maybe I Won’t by Judy Blume is a coming-of-age novel that delves into the complexities of growing up and navigating changes in family dynamics. Tony Miglione’s life takes a sharp turn when his hardworking father strikes it rich, prompting the family’s move from their working-class neighborhood in Jersey City to the wealthy town of Rosemont.
As Tony adjusts to his new life, he faces the confusion that comes with wealth and social status. His mother’s newfound ambition to climb the social ladder, the hiring of a housekeeper that replaces his grandmother’s role, and his older brother’s shift in career aspirations all add to the turmoil. Tony’s journey highlights the challenges of self-discovery, adapting to new environments, and balancing family relationships.