Family Guy: 10 Best Stewie Episodes

2. Road To Rupert

Rupert, Stewie's faithful teddy-bear sidekick, has long been a staple of Family Guy, always sort of there in the background, sometimes taking on larger roles as Stewie's confidant or, at times, implied lover. So when Stewie loses him, it's a big big deal, and of course, Brian agrees to tag along with him to retrieve his precious teddy bear. Which is good, because it's Brian who technically loses him in the first place, selling him at a yard sale. With a musical number featuring Stewie superimposed into a clip featuring Gene Kelly, and a hilariously shocking car jacking to end the episode, Road To Rupert once again finds balance between evil Stewie and sympathetic Stewie.