Chester is portrayed as a
man without desires or goals. Everything he achieves is meaningless to
him, turning into nothing seconds after having obtained it. He feels he's
alive only on critical moments, those when his life is on the line, but
even then its unfulfilling at the end.
During one day he was traveling
inside a war-stricken town, he spotted a girl with a doll and remembered
his younger days and how he enjoyed playing with dolls. At that moment,
he thought on playing at a large scale, using the kingdoms and their leaders
as tokens of his own game.
He started his plans convincing
the younger member of the Halteese's Royal family, Demuth,
to rebel and form a kingdom of his own. He then worked as advisor for Dalkia's
queen while serving Demuth as Prime Minister. Chester moved the pieces,
assuring Maletta's growing into an independent kingdom while diverting
Dalkia's attention towards Grandall. When the time was right, Chester backstabbed
Demuth and seized Maletta as his own, but his plans were ultimately foiled
by the apparition of the player, who defeated all his units and Chester
himself on Chronicle 10.
A year later, Chester appeared
as emperor Strife's advisor and tactician, helping
him taking care of the player. Even though Chester planned various officers
to kill him, the player defeats every enemy and finally confronts and defeats
Chester at Grandall's capital, Parousia, at Chronicle 19. It's unknown
whether he was killed or just arrested.