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There was a famous jazz trumpet/piano player by the name of Billy Tipton, who performed in the 1940's. He had been married 3 times and had at least two adopted children. It wasn't until his death in 1989, that it was discovered by the medical examiner that Billy was a she. Her family was understandably shocked. They hadn't a clue.
Being that there were not many opportunities back in the day for a woman jazz musician, she decided to change her appearance in order to get in the door.
Strange and sad story, actually.
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