Captain Plunder was sent to the prison to be hung by the neck until dead for piracy against Doctor Robotnik. Waiting for his death, Plunder was given fellow inmate Simpson the Cat for company. Their jailer, Mister Gullets, was suitably nasty, "treating" Plunder with a bucket full of unsavoury liquid. Fortunately, Simpson knew of a secret exit built by Billy Gulch shortly before his pardon. Plunder freed the pair from their chains with a secret tool and Simpson got them out of their cell by summoning a question mark from nowhere. During a fight with Gullets, Simpson painted a hole on the floor that their warden fell through.