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.
Guest Stars:
Henry Winkler
Penn, Boone, and Sashi are zapped into an underwater world to save a society of fish people, but their mission gets complicated when Penn finds out that Boone is afraid of water.
When Penn and his team are zapped into an old west cowboy world where the cowboys ride dinosaurs, the town sheriff joins them on their mission to prove he still has what it takes.
Guest Stars:
Beau Bridges
Penn, Boone, and Sashi are zapped into a world of living stuffed-animals to save the town's mayor from giant babies.
Guest Stars:
Diana Rigg
Penn and Boone's friendship is put to the test when they both fall for a beautiful alien princess that they must escort though the jungle back to her tribe.
Guest Stars:
Elizabeth Henstridge
When Penn, Boone, and Sashi are zapped into a world where everyone has superpowers, Penn learns that you don't have to have superpowers to be a hero.
Guest Stars:
Adam West
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.
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.
Guest Stars:
Michael-Leon Wooley
When Penn, Boone, and Sashi are zapped into a clown world as clown cops, Sashi must tap into her silly side to save the mission.
Guest Stars:
Garry Marshall
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.
Guest Stars:
George Takei, Lauren Tom
Phyllis has Penn and his team watch a play-back of their just-completed mission in which they were explorers in a race against time to return an idol to a temple while being chased by Rippen and a giant man-eating toilet.
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.
Guest Stars:
Chris Parnell, Bruce Vilanch
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 and his team are zapped into a world where they are enormous yet misunderstood monsters. They must convince the human President of a nearby island city that the monsters mean them no harm.
Guest Stars:
Maria Bamford
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.
Guest Stars:
Paul Reubens
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.
Guest Stars:
Adam West
Concerned about his abilities as a leader, Penn and his team are zapped into a world where they are sports balls to teach the other balls to defend themselves from their enemies.
Guest Stars:
Brian Posehn, Kari Wahlgren
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.
Guest Stars:
Rena Strober
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.
When Penn and his team are zapped into a world where the colorful Hues and the gray Drabs are in a feud, they must stop Rippen from destroying the rainbow rocks, which provide the world's colors.
Guest Stars:
Pamela Adlon, Harland Williams, Maurice LaMarche
When a power outage prevents anyone from zapping, both teams of part-time heroes and part-time villains kill time at Larry’s estate by trying to locate Larry’s missing teacup elephant.
Guest Stars:
Maria Bamford, Maurice LaMarche
Rippen falls for a space villain named Lady Starblaster.
Guest Stars:
Sigourney Weaver
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.
Guest Stars:
Olivia Holt, Beau Bridges
After Boone fools around on the zapping platform, he and Penn swap roles, so Boone becomes the hero.
Guest Stars:
Maria Bamford
Penn and his team return to the underwater world and must find a royal fish named Rufus.
Guest Stars:
Peter Stormare
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.
Guest Stars:
Kate Micucci, Kumail Nanjiani
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.
Guest Stars:
Kenny Loggins, Sean Astin
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.
Guest Stars:
Garry Marshall, Jeff Gordon
Penn endangers a mission when he discovers he has the lowest tech gadgets available.
Guest Stars:
Maria Bamford
Penn tries to solve a twisted mystery in a world where everyone is a plant.
Guest Stars:
Rena Strober
Boone gets zapped into a barbarian wizards world where he is tasked with conjuring up a spell to stop Rippen.
Guest Stars:
Blake Anderson
Uncle Chuck and Aunt Rose accidentally break an essential part of the machine that zaps Penn back from other worlds.
Guest Stars:
Maria Bamford, Maurice LaMarche, Fred Tatasciore
The kids get zapped into a backyard world where they become military action figures.
Guest Stars:
Wanda Sykes
Penn and his friends merge as giant metamorphosing robots to fight for control of an alien planet.
The fate of two alien planets is tied to the outcome of a sporting event.
Guest Stars:
Jason Alexander, Jane Kaczmarek, John K. Anderson, John Henson, Dee Bradley Baker
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.
Guest Stars:
Adam West, Maria Bamford, Wanda Sykes, Olivia Holt, Beau Bridges