Cole Winston is the love interest of Kathleen Mahoney, the best friend of Ralph Hart and the worst nightmare of Amethyst Giger appearing in Livin' The Life With The Stereotypes and its 2016 sequel Livin' In College With The Stereotypes. He has black hair and black eyes. In Stereotypes, his outfit is composed of: a blue long sleeved shirt, blue jeans and black sneakers. In College, his outfit is composed of: a red long sleeved shirt, black jeans and blue sneakers. At his age in Stereotypes, he is 13-years-old, while in College, he is 16-years-old.


  • Nora and Andrew Winston (Parents)
  • Dahlia Winston (Younger Sister)
  • Kathleen Mahoney (Love Interest)
  • Amethyst Giger (Biggest Fanatic)


  1. Feeling nice to Kathleen
  2. Flirting with Amethyst
  3. Admiring his genius sister Dahlia


  1. Feeling abashed
  2. Losing his luck
  3. Being careless

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