Sissy (derived from sister), also sissy baby, sissy boy, sissy man, sissy pants, etc., is a pejorative term for a boy or man who does not conform to "standard male" gender stereotypes.
Generally, sissy implies a lack of courage, strength, athleticism, coordination, testosterone, male libido, and stoic calm, all of which have traditionally been associated with masculinity and considered important to the male role in Western society.
The word sissy in its original meaning of "sister" entered American English around 1840-1850 and acquired its pejorative meaning around 1885-1890; the verb sissify appeared in 1900-1905.
By the 1930s, "there was no more damning insult than to be called a sissy" and the word was widely used by American football coaches and sports writers to disparage rival teams and encourage ferocious player behavior.
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