In the comedy special, Whitney Cummings opens up about various aspects of her life, including her sexual experiences and mishaps, her preference for dating younger men, and her thoughts on social media. She also speaks candidly about her photo leak scandal, which involved intimate pictures of herself that were leaked online without her consent. Throughout the special, Cummings also takes a nostalgic look back at her life before the age of social media, sharing humorous anecdotes and observations about the changes she has seen in society and culture over the years. With her trademark wit and irreverence, Cummings delivers a hilarious and intimate look into her life and experiences, offering audiences a unique and entertaining perspective on modern life and relationships.