Boone gets zapped into a barbarian wizards world where he is tasked with conjuring up a spell to stop Rippen.

After a recap of the events of the first season. Penn, Sashi, and Boone are sent to a pirate world where whales act as the ships. Penn must get to a treasure before Rippen does, but finds himself teaming with a competitive female pirate in the process.

Penn has to take care of The Chinchilla -- which causes problem on their return to Plush Toy World.

Penn accidentally drinks a potion that turns him into a Rippen-monster, whenever he loses his temper.

When Sashi's parents find out about her real job with Penn and Boone, Penn has Phyllis zap her and her parents into the Outer Space World.

Penn, Boone, and Sashi visit an anime dimension to compete against Rippen in a ninjutsu tournament to bring back an island back with the help of 3 new friends.

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

Penn endangers a mission when he discovers he has the lowest tech gadgets available.

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

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

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

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.

When Penn discovers that Phyllis is trying to locate the Most Dangerous World Imaginable to bring his parents back to Middleburg, he takes matters into his own hands leading to catastrophic results.

Penn, Sashi, and Boone must travel to the three most dangerous places in the multiverse in order to free Penn's parents as Rippen plans to conquer the Most Dangerous World Imaginable with Larry and those with him after having to close its portal from the other side.

When the team is zapped into an alternate world where Penn is president, Sashi is a general, and Boone is a Supreme Court justice, Boone finds himself on the most popular game show in the galaxy where he must plead his case and compete against Rippen in an outrageous contest that will determine the fate of the Earth. However, Boone has a fear of public speaking.

Penn, Sashi, and Boone must make the Princess Argelbleccht and Grinkon fall in love.

Penn must overcome his jealousy of popular fellow cadet Blaze to complete his mission and finish at the top of his class at Dragon Flight School.

The kids get zapped into a backyard world where they become military action figures.

Penn and his friends merge as giant metamorphosing robots to fight for control of an alien planet.

Penn and his team return to the underwater world and must find a royal fish named Rufus.

Sashi is called in for sensitivity training which Principal Larry forces Penn and Boone to attend as well. The methods seem to work to quell her anger, but soon become a hindrance when the trio return to the underwater world for a mission.

Exhausted from recent missions, Penn is relieved when he is zapped into a seemingly ordinary job as a food court employee in a mall, but it turns out that Penn and his team are in an alternate world where a zombie apocalypse is taking place.

In a world where everyone is a cereal mascot and cereal is grown on farms, Penn seeks the help of an imprisoned Rippen to catch The Milk Man, a villain threatening to flood all the cereal crops with milk, turning them soggy.

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.

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.