American jazz musician Billy Tipton developed a reputable touring and recording career in the mid-20th century, along with his band The Billy Tipton Trio. After his death in the late 80s, it was revealed that Tipton was a female at birth, and his life was swiftly reframed as the story of an ambitious woman passing as a man in pursuit of a music career. This documentary seeks to correct that misrepresentation by collaborating with trans artists. As they collectively celebrate Tipton's story as a musician living his life according to his own terms, they paint a portrait of a trans culture icon.