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Davy Crockett is quoted as using the term in regard to a shooting match; when his opponent challenges Davy Crockett to shoot near his opponent's wife, Davy Crockett is reported to have replied: "'No, No, Mike,' sez I, 'Davy Crockett's hand would be sure to shake, if his iron pointed within a hundred miles of a shemale, and I give up beat...'" The term later took on an implicit sexual overtone.

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Shemale (also known as she-male) is a term primarily used in sex work to describe a trans woman with male genitalia and female secondary sex characteristics, usually including breasts from breast augmentation or use of hormones.

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Many transgender people regard the term shemale as offensive, arguing that it mocks or shows a lack of respect towards transgender individuals; A gynandromorph is an organism that contains both male and female characteristics.