Rupert is the teddy bear of the one-year-old Stewie Griffin. He is Stewie’s confidant and best friend. Stewie confides all his secrets to Rupert.

Rupert is at least damaged twice. The first time when Brian and Stewie were arguing about the economy and Brian decides to bite one of Rupert’s legs off. The second time, an unfamiliar Rottweiler tears Rupert to pieces, but was later fixed again by Lois, Stewie’s mother.

Rupert plays a leading role in episode 9 of season 5 of Family Guy: Road to Rupert. When the Griffins have a garage sale, Brian accidentally sells Stewie’s beloved teddy bear Rupert. When Brian confesses this to Stewie, they begin a search for Rupert, which off course ends well.