Andrew Steele’s connection with Will Ferrell began when they both worked on "Saturday Night Live," where Steele served as a key writer and the two developed a close friendship. Years later, Steele informed his friend that he was transitioning to Harper, marking a significant step toward achieving personal fulfillment and happiness—a process not without its anxieties regarding how friends and family would react. Ferrell expressed concern about navigating this new chapter and proposed a road trip revisiting places Steele had known as a man, observing how their interactions would change with Harper’s transition. The resulting journey offers an examination of American perspectives on a person who was once considered a “dude” but is now presenting as a woman. While they don't encounter overt animosity—likely shielded by the constant presence of a film crew—they do experience subtle expressions of discomfort and disapproval. Some opinions are amplified through social media, where individuals readily express prejudiced sentiments they wouldn’t voice directly. The documentary format feels somewhat contrived, and the bond between Ferrell and Steele occasionally veers into sentimentality as their travels take them from accepting urban environments to more conservative communities where difference is met with judgment. While I don't typically find Ferrell particularly compelling, he performs authentically in this film, prompting both the participants and the audience to consider some important questions. Despite a noticeable absence of humor, it manages to be effective.

Source on TMDB