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Pauline Cushman ( June 10 , 1833December 7 , 1893 ), a New Orleans -born Actor , served as a Union Spy in the American Civil War . After becoming an actor, she moved from New Orleans to New York at the age of 18. During the Civil War , she became a Transvestite Spy , discovering the battle plans of Confederate General Braxton Bragg . She was caught and sentenced to death, but escaped Execution , enabling her to keep providing intelligence information to General William Rosecrans and President Abraham Lincoln . She was given the honorary commission of Major by President Abraham Lincoln. She toured the country for a number of years, telling of her exploits. She finally settled in Casa Grande, Arizona, with her third husband, sheriff Jere Fryer. After a few years of marriage, she moved to San Francisco where she spent the last years of her life as a scrubwoman In her later life, she became ill and took opium for her illness. Then she became addicted to opium, and took her own life.