LIPSTICK LOBOTOMY imagines the playwright’s great aunt Ginny and JFK’s little sister Rosemary Kennedy meeting at an exclusive high-end sanitarium for women in the fall of 1941. Ginny is desperate to be friends with the charismatic and stylish Rosemary and is not satisfied with the talk therapy at the Institute and pressures her doctors for more aggressive treatment. Meanwhile, Rosemary, forced into the institute by her famous family because of her intellectual disability, keeps trying to escape. The famous surgeon Dr. Walter Jackson Freeman II visits the Institute to perform a lobotomy on one of the patients, and Rosemary is selected for the treatment because of her Kennedy family connections. The surgeons go too far and Rosemary is incapacitated to the mental level of a 3-year-old. Ginny sees Rosemary, debilitated by the “botched” lobotomy, yet decides to get the procedure herself. Ginny has learned what a lobotomy is, it’s risks and complications, and still won’t face a future without it.