Plunder first met Simpson when they were chained up next to each other in the Highview Corrective Centre. Simpson helped Plunder to escape, and subsequently joined his new crew of Sky Pirates (the old crew having been captured in an attempt to rescue Plunder). He became the ship's cook. His antics frequently annoyed his shipmates, to the extent that some even told him to "drop dead." He didn't seem to mind. Even when asked to cook live sea serpents, he seemed to enjoy his work.