While in a medieval world, Rippen holds tryouts to replace Larry as his number two, and Penn goes undercover as Rippen’s new minion to find a village’s stolen gold.

Larry becomes an acting part-time villain as he substitutes for the ailing Rippen. The team's mission is endangered when Penn takes pity on Larry.

Penn and his team return to the cowboy world and get help from Sheriff Scaley Briggs to stop Rippen and Briggs' daughter Amber from rustling Cow-o-saurs.

A clown-style street race is held in Chuckle City to determine the next mayor.

Penn tries to solve a twisted mystery in a world where everyone is a plant.

Uncle Chuck and Aunt Rose accidentally break an essential part of the machine that zaps Penn back from other worlds.

The trio return to the dragon world which finds itself under attack by winged unicorns which threaten to destroy Wingfire Academy. However before the team can fight them, they must get Blaze, who has fallen into a slump from a previous defeat by the unicorns, back on his feet to help them.

A return to the Knight World causes issues for Boone when he meets a better wizard than himself.

A mission in Cereal Mascot World gets weird when the Milkman makes an appearance.

Penn has to stop Rippen from ruining a dinner in a sitcom dimension.

Penn, Boone and Sashi must stop Rippen from ruining Middleburg High when he switches bodies with Larry.

Rippen's origin story is revealed for his first day as a part-time villain.