pretty vs winning

pretty

adj
  • Fine-looking; only superficially attractive; initially appealing but having little substance; see petty. 

  • Cunning; clever, skilful. 

  • Of objects or things: nice-looking, appealing. 

  • Pleasant to the sight or other senses; attractive, especially of women or children. 

  • Awkward, unpleasant. 

adv
  • Somewhat, fairly, quite; sometimes also (by meiosis) very. 

  • Prettily, in a pretty manner. 

noun
  • Something that is pretty. 

  • A pretty person; a term of address to a pretty person. 

verb
  • To make pretty; to beautify 

winning

adj
  • Attractive. 

  • That constitutes a win. 

  • That leads to success. 

noun
  • The money, etc., gained by success in competition or contest, especially in gambling. 

  • The act of obtaining something, as in a contest or by competition. 

  • The portion of a coalfield out for working. 

  • A new opening. 

How often have the words pretty and winning occurred in a corpus of books? (source: Google Ngram Viewer )