The Warden and his staff unearth an ancient fighting arena. It is reactivated in an effort to decrease the high inmate depression level and becomes a Thunderdome-like chance for the inmates to fight to the death for freedom. The Twins attempt to sabotage the arena with Combaticus, a fighter created from their DNA.
A carrier ship for the female prison "Ultraprison" crash-lands in Superjail. Ultraprison's "Mistress" and the Warden arrange a ball for their inmates as part of a bet to see which set of convicts can act more refined. The Warden gets to keep the female prisoners if he wins the bet; if the Mistress wins, she gets Superjail.
Jacknife's latest crime results in him accidentally kidnapping a little girl with cancer as Jailbot drags him back to Superjail. A disfigured inmate, discovering it is the girl's birthday, decides to throw her a party. Meanwhile, the Warden conjures his gremlin-like inner child, which tries to kill the girl, as she makes him feel old.
An Ed Gein-like serial killer is mistakenly captured by Jailbot instead of Jacknife, putting Superjail on edge. To investigate his grip on the inmates, the Warden sends Jared undercover as a inmate. When the new arrival accidentally kills himself, Jared takes the credit and becomes admired by inmates as Superjail's most violent resident. Meanwhile, the Twins hack into Jailbot and control him like a video game.
Jailbot, while carrying Jacknife, is shot down in hostile territory. Jared and Alice end up running a gambling ring with the inmates over who will kill the other/survive longer. Meanwhile with the Warden, he tries to live without Jailbot, and do Jailbot's duties around the jail. In the end he goes crazy, and convinces himself he is Jailbot. This episode is the third in which Jacknife in not imprisoned in Superjail.
The annual Superjail Grand Prix is held, with the winner being offered their freedom from the prison. However, the Warden competes with the help of a kidnapped ringer. The Warden's team gets into a clash with Lord Stingray right at the race's end, and as the Warden and Stingray fell out of the cars, Jacknife—who was in the Warden's trunk—wins and is released.
After spotting two Peacocks together during mating season while hunting Jacknife through Africa, Jailbot becomes obsessed with finding love. The Twins capitalize on this and hand Jailbot a strange alien fungus with humanoid features which he promptly falls in love with. The fungus begins giving off mold spores infecting everyone in Superjail turning them into horrendous mutated monsters with a similar appearance as to itself.
While the Warden is building a new dam in Superjail several inmates start to run a tabloid newspaper called the Superjail Inquisitor. The Warden is astonished by one of the fake articles and believes that his favorite childhood monster, "Manglefang" may be lurking in Superjail. This prompts the Warden to suspend construction and go on a massive hunt for Manglefang and torturing anyone who refuses to believe in it. The Twins then discover an article made by Ash about aliens, so they modify the image in the newspaper and then send it to the Triplets in space. The Triplets arrive on Earth in response, and in a fit of rage they make every fake article ever written in the tabloid (including Manglefang, to Warden's delight) manifest in reality resulting in chaos and the arrival of the Four Horsemen of the Apocalypse to Superjail.
It's Superjail's annual Field Day, and Warden is dead-set on winning the Three-Legged Race this year. As such, he builds himself the perfect partner: A walking weather machine named "Sunshine". Using Sunshine to create weather anomalies that distracts the competitors, Warden cheats his way to victory. However in his gloating Warden breaks his remote controller for Sunshine causing it to develop its own will and abandon Warden. Sunshine promptly creates dangerous weather anomalies all over Superjail, destroying the Candyland section in the process which enrages Warden (as it's his favorite place in the prison). Meanwhile, Jared is crying over losing Sharice to The Doctor who makes multiple attempts to take his new relationship with her to third base. His plans backfire when Sharice blindly ignores his advances, leading The Doctor to create a Frankenstein-style clone of her with slutty tendencies. Which Jared finds first. In the end, Sharice and Jared reconcile while The Doctor decides to stick to using the Sharice clone he made for his libdo.
During a routine sewer cleaning in Superjail, Stingray discovers a long forgotten secret that Alice and Jared had kept from the Warden. Apparently there were six dangerous inmates (known as the Superjail Six) during Superjail's early years that managed to escape from prison and make it into the badlands around the jail. After Warden learned of this he shut himself in his office for days due to depression which led to Alice and Jared forcing him to forget the incident. When Stingray learns of this story from one of the older inmates, he sets out with Prison Peedee's help to drive Warden back into his depression. The plan backfires, however, and Warden falls through the sewer pipes with Stingray and Peedee in tow. While Peedee and Stingray are chained together lost in the bayou the Warden comes across some mutated hillbilly/alligators. After partying with them he angers the entire group by destroying their sacred tree. This leads to a full invasion of Superjail by the Alligator Hillbillies. After Ash ends the invasion with a massive explosion, the last member of the Superjail Six returns to the Jail. Warden promptly kills him.