In her book, Mindy Kaling reflects on the cultural landscape of the 1990s, highlighting a time when societal expectations for teenagers were vastly different from today's norms. Back then, being considered 'cool' didn't revolve around having children or starring in reality television, contrasting sharply with contemporary values.

Kaling's insights suggest a nostalgic look at teenage life, pointing out that popularity and acceptance were once defined by different measures. This observation serves as a commentary on how the pressures and aspirations of youth have evolved, making way for a new generation's distinct challenges and influences.