'''Original air date''': January 28, 2007

At a yard sale, Brian accidentally sells Rupert, Stewie's teddy bear, to a man who moves to Aspen, and the duo are on the road again to get the toy back. Meanwhile, Peter loses his driver's license after his latest stupid stunt, and Meg is forced to drive him and his immature friends everywhere.

!!This episode contains examples of:

* AnimationBump: Due to the original sequence in ''Film/AnchorsAweigh'' having full animation, Stewie is animated much more elaborately than usual during the dance number (also because they needed to cover up Jerry[[note]]the mouse from the Tom and Jerry cartoons[[/note]], who dances with Gene Kelly in the actual film).
* ArsonMurderAndJaywalking: Inverted. Joes starts off with reckless driving, disturbing the peace, and then finishes with rape.
* ArtisticLicenseLaw: Joe says Peter committed rape against a driver. It's a heinous crime, but several people pointed out that it can't be rape since Peter wasn't directly involved. Also, Joe hitting Peter just to get the license easily stands as assault, since Peter was not actually threatening Joe. Shows how much of a DirtyCop Joe is. Also, the fact that Joe does nothing to stop the guys from distracting Meg while driving, and even joined in. Had Meg killed someone, or caused an accident (which did happen), Joe easily could have gotten fired.
* EvilLaugh: Devil Stewie emits one.
* NoHoldsBarredBeatdown: Meg gives a brutal and graphic one to the driver who crashes into her.
* RogerRabbitEffect: Stewie dances with Gene Kelly in a sequence from ''Film/AnchorsAweigh''.
* ShoutOut: When Stewie and Brian's helicopter is about to crash, [[Film/PlanesTrainsAndAutomobiles Brian looks over and imagines Stewie as the devil.]]
* TakeThat: In a DVD-exclusive scene, Lois badmouths a DVD called ''Stymie Gruffin: The Untold Story'' (a rip-off of the ''WesternAnimation/FamilyGuy'' DVD-exclusive movie "Stewie Griffin: The Untold Stories"), deriding it as being "three episodes shown back-to-back" and that "FOX should be ashamed of themselves" (which gets cut off by two men in black suits dragging her away).
* WeirdCurrency: The helicopter can be rented for cash, check or a jaunty tune. [[JustifiedTrope The reasoning for that last one is that the rental agreement was drafted when musicals were still culturally relevant]].