Penn doesn't want to celebrate Christmas because his parents won't be there. However, he is sent to the North Pole to fill in for Santa Claus to save Christmas.

Penn, Boone, and Sashi are zapped into a world of living stuffed-animals to save the town's mayor from giant babies.

After Penn and his team are zapped into a desert world filled with flying carpets, Penn begins to question Boone's abilities as the team's part time wise man.

Penn becomes concerned that Sashi takes her role as sidekick too seriously. Meanwhile, he and his team are zapped into a new world as spaceship heroes to save a starship from destruction, but the mission is complicated when Sashi accidentally turns Penn into a weird space animal.

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.

Penn, Boone, and Sashi are zapped back to the super hero world to help Captain Super Captain defeat his twin brother, Professor Evil Professor, who has turned all the superheros evil.

The team zaps into a musical fairy tale universe where everyone sings when they speak. Penn is a princess, Sashi is a knight, and Boone is a fairy godmother. During their mission to save the queen from being turned to stone, their true feelings come out in song.

Rippen falls for a space villain named Lady Starblaster.

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

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

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

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

Penn's origin story is revealed in a flashback to his first day of high school when he learns his parents are part-time heroes instead of insurance salespeople.

Phil and Rippen tunnel into The Odyssey and damage the Multi Universe Transprojector, causing unbalance in the multiverse. Vortexes form in every world that Penn and his team have visited. Penn, Boone, and Sashi must travel to each world and close all of the vortexes before everything and everyone from all the worlds get sucked into nothingness. During their mission, Penn finds a crystal shard in the nothingness, which, according to Phyllis, is the key to finding his parents.

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.

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.

Boone and Sashi have to build a Penn robot to save a world from the forces of evil.

Penn's team has to save a ghost from supernatural exterminators Rippen and Larry.

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

Penn's emotions cause problems for the latest mission.

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.

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

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.