Paige's pitch to keep Magic School open hits a snag when a student inadvertently summons Lady Godiva to its halls. When the sisters are tasked to send her back to where she came from, things get tricky when an evil land baron arrives with the intent of killing her before going on her rather infamous ride. Phoebe has a hard time letting go while on her sabbatical.

After Paige crosses paths with a cursed pirate called Captain Black Jack Cutting, she happens to get cursed as well and begins to rapidly age. As a result, Piper and Phoebe have to find and steal a special golden chalice for Paige to use to drink from the fountain of youth in order to break the curse.