Kenneth is a rare Immortal child with the physical appearance of a 10 year old.
He was raised in twelfth century England by peasants. In 1182 his village was attacked by Normans where he experienced his First Death. Amanda discovered him soon after and taught him The Rules of The Game. In 1183 they split up when Amanda was arrested for theft. From here, he was a vagabond who used the lessons of Amanda to his own ends; interpreting her reference to his innocent looks as a perfect way to ensnare older, stronger immortals and behead them, thus using his youth as a weapon to eliminate the threat these immortals posed and eventually win the prize. This seemed to have worked for him through the centuries as he traveled around Europe and eventually to America when he answered the 'irresistible pull' of the gathering in Seacouver, Washington.
In the last 800 years Kenneth had become a bitter man who used the sympathy of other immortals show for him to behead them. In 1975 Dallman Ross adopted Kenny, only for Kenny to betrayed him and kill his mortal wife. In the year 1990, Frank Brody took him under his wing. Kenny again betrayed the confidence of his patron and beheaded him. In 1994, Seacouver, he is found by Duncan MacLeod and Richie Ryan. He attempted to decapitate both without success. Dallman Ross found him, but Kenny was able to surprise him and behead him.
In 1995, he met Amanda and Duncan. He developed a plan using Terence Kincaid to kill Duncan. His plan failed thanks to Amanda's intervention.