In his short time in town, Chester feels as though he chose the perfect little berg in which to raise his daughter. But if Chester didn't know any better, he’d say there was something funny going on in Moonlight Falls. What a place to raise an impressionable young daughter – especially one who keeps reading all those vampire and werewolf books. Chester thinks it’s just a typical act of teenage rebellion and, though he worries at times, Chester is determined to protect his daughter so she grow up to lead a wholesome life.
Not much is known about Chester's past, but it is possible that he moved from another town to Moonlight Falls because he divorced with his wife, or because the latter died. Chester Swain is very overprotective of his daughter, as seen in his bio.
He is a Sim spoof of Twilight character Charlie Swan: both have first names that start with "Ch" and similar-sounding last names, are single fathers, love fishing and work in Law Enforcement. However, Chester's secret wish to work in Business is exclusive to the spoof.
Another similarity is their zodiac signs, both Chester and Billy Burke (who played Bella's father) are Sagittarians.