Pet Store Owner Bunny Love ??? (grunts) Winds up intimidated by Jacknife when he catches him in the act of stealing a rabbit.
Father Bunny Love ??? (grunts) A man that was carjacked and killed by Jacknife.
Beer Bottle Bunny Love Stephen Warbrick A beer bottle that tries to tempt Jared into drinking him.
Vegetable Garden Bunny Love ??? A talking bunch of vegetables. They reappear to some degree in Best Friends Forever, Superjail! Grand Prix, as well as Nightshift.
Lunch Ladies ( Janice, Cookie, others) Bunny Love ??? (Janice), ??? (Cookie) A group of sadistic lunch ladies that enjoy utilizing dead inmates in their cooking. Janice is mostly seen in later cameos, although all have a role in Nightshift.
Talking Alcohol Superbar ??? Jared hallucinates these alcohol bottles speaking to him when he becomes stressed, and they cheer when he decides to get drunk.
Gingerbread Guards Superbar N/A Giant gingerbread men that force the inmates to work on a candy farm. They reappear in a brief cameo in Time-Police Part 2, as well as within Jared's flashback in Jailbot 2.0.
Teenage Girl Superbar Kamala Sankaram A girl who develops a crush on Jacknife after he gives her a stuffed toy.
Friend Superbar Kamala Sankaram Another girl attending the sleepover at the end.
Doctor's captive Combaticus Christopher McCulloch A man held hostage by the Doctor and forced to view several unsettling images. Possibly one of the inmates.
Human experiment Combaticus N/A A man with his eyes sewn shut and forced to walk about with a TV screen attached to him. Similar-looking experiments appear in Gay Wedding and Ghosts, as well as one in a brief panning gag in Ladies' Night.
Gore Combaticus Christopher McCulloch The ancient war god of Pummelonia. Was reduced to the form of a scorpion until the inmates' bloodshed resurrected him, but was then promptly re-killed by Jailbot.
Jimmy Jazz Combaticus ??? A jazz singer at the jail. Sings at Fight City, but is also seen in later cameos in Superjail! Grand Prix and Vacation.
Specimen 7 Combaticus N/A A super strong experiment created by the Doctor, made from the DNA from the Superjail staff members (as well as Jacknife, and the Warden's flying creature).
Combaticus Combaticus Richard Mather (constellation) A clone of the Twins, created as a fighter for the Fight City arena.
Amber Don't Be A Negaton Kamala Sankaram or Sally Donovan One of D.L. Diamond's two groupies.
Unnamed D.L. Diamond groupie Don't Be A Negaton N/A Another girl that travels with D.L. Diamond. Doesn't speak and isn't named within the episode.
The Galactoids Don't Be A Negaton ??? A troupe of space aliens that love to party.
Talking Junk Food Terrorarium Kamala Sankaram (Ice Cream) Jared winds up tempted by these snacks. They reappear in the fight sequence in Time-Police Part 2.
"Cancer" Bunny Love, Mr. Grumpy-Pants (formal debut) Kamala Sankaram A young girl accidentally taken to Superjail by Jailbot.
The Warden's Inner Child Mr. Grumpy-Pants ??? The destructive and monstrous inner child of the Warden, birthed from his body to cause chaos.
The Doctor's assistants Time-Police Part 1 N/A Three scientists that assist the Doctor.
Time Court Aliens Time-Police Part 1 N/A Seen watching the Warden's trial. Some alien designs are re-used in a cameo in Oedipus Mess.
The Time Judge Time-Police Part 1, Time-Police Part 2 Reggie Watts The ruler of the Time Court, who deems the Warden guilty over a possible future in which he enslaves the Earth.
The Time Police Time-Police Part 1, Time-Police Part 2 Reggie Watts (lead singer), Christopher McCulloch (his partner) Singing patrollers who arrest those who are about to commit crimes. They also play in a rock band.
Warden troopers Time-Police Part 1, Time-Police Part 2 N/A A group of soldiers that are part of Future Warden's army. They attempt to kill the Twins in the second part of "Time-Police", but wind up dismembered by Combaticus. Versions that are outright identified as robots are seen working at the jail in season 3 episodes ( Superfail!, Special Needs, and Oedipus Mess).
The President Time-Police Part 1 Christopher McCulloch Attempts to attack Future Warden after refusing to sign the agreement to let him take over, but winds up killed.
The Prison Mogul Time-Police Part 2 Christopher McCulloch The Warden's deceased father, seen within flashbacks in this episode and in later flashback sequences.
Gerald Time-Police Part 2 Christopher McCulloch The Prison Mogul's assistant, seen within the flashback. Briefly reappears as a zombie in "Ghosts".
Porn Director Time-Police Part 2 Christopher McCulloch Used Alice in a series of porn films, and then proceeded to sexually violate the Twins or force them into porn. They don't want to talk about it.
Pimp Time-Police Part 2 ??? Jared mistakes him for the Warden, and winds up slapped.
Jared's boss Time-Police Part 2 (animatic only) ??? Fires Jared when he catches him eating Chubsteaks burgers on the job.
Henry Allen Baby-Blender Time-Police Part 2 (animatic only) ??? An inventor imprisoned in the Time Court for reasons he'd rather not talk about.
Talking Bullet Time-Police Part 2 Christopher McCulloch A flying sentient bullet that guides the Warden through the Time Court.
Rude Kid Time-Police Part 2 Sally Donovan A young boy that winds up mutilated by Jailbot for mocking him and throwing junk at him.
Bird Men Time-Police Part 2 ??? The only residents left at Superjail after the Warden returns.
Lunch Lady Mayhem Donor ??? Informs the staff that they've almost reached "golden brown" on a toaster's function.
Chinese facial graft Mayhem Donor Keith Kin Yan A piece of a face with a mind of his own. Insults Alice in Chinese. It's implied that he came from an inmate seen missing part of their face in "Special Needs".
Jacknife's father Lord Stingray Crash Party (flashbacks) ??? (grunts) Jacknife's abusive alcoholic father, who sold his toys. Reappears in a cameo in Ghosts.
Stars N Stripes ship commander Lord Stingray Crash Party Christopher McCulloch Berates one of his soldiers for not being up to the task.
Stars N Stripes soldier Lord Stingray Crash Party Christopher McCulloch The meek, nerdy soldier in question.
Stars N Stripes soldier #2 Lord Stingray Crash Party Christopher McCulloch Informs the commander that they've located Stingray.
Stars N Stripes sergeant Lord Stingray Crash Party Christopher McCulloch Orders his unit to sound off, but is killed by Cook Out's flamethrowers.
Peepers Lord Stingray Crash Party Sally Donovan The surveillance expert.
Blow Job Lord Stingray Crash Party Stephen Warbrick The demolition expert of the team.
Cook Out Lord Stingray Crash Party Christopher McCulloch Flamethrower expert, accidentally kills his commander.
Rip Tide Lord Stingray Crash Party Christopher McCulloch The diving expert.
Black Face Lord Stingray Crash Party Richard Mather The camouflage expert.
Mistress Kilda Lord Stingray Crash Party Sally Donovan Lord Stingray's wife, as well as the girlfriend of Catastro.
Catastro Lord Stingray Crash Party ??? (grunts) Lord Stingray's assistant.
Stingray soldiers Lord Stingray Crash Party N/A Various nondescript soldiers that are part of Lord Stingray's army. Two reappear in Superjail! Grand Prix, and a few are seen as guards to the cells in Stingstress.
Hunter Hot Chick Sally Donovan A shape-shifting alien creature sent to Superjail to retrieve the Twins.
Ozzal Hot Chick Richard Mather The Twins' father and Hunter's master.
Jean's father Gay Wedding ??? The Warden attempts to reunite him with his son, but learns that Jean was imprisoned for attempting to murder the old man. Denounces Jean to his face.
"Chet" (Quetzalpocatlan) Ghosts John Waters The ghost of an ancient ruler that became trapped in Limbo.
Doctor's assistants Ghosts N/A Three assistants that wind up slaughtered by the Doctor's experiments. They may be another group, or the same ones from season 1 with a different artistic depiction.
Strange God Ghosts ??? A god with six breasts and several heads that denies The Warden and Jared entry into the reincarnation chamber.
Jailbot 2.0 Jailbot 2.0 N/A The would-be replacement of Jailbot.
Jailbot prototypes Jailbot 2.0 N/A A group of robots that were initially used by the Warden, but tossed away into storage.
Mr. Toddly Jailbot 2.0 Christopher McCulloch Alice's old warden at the Rockland County Maximum Security prison. Fired Alice after he discovered she had a sex change, and after she discovered him with his lover.
Timmy The Budding of the Warbuxx Christopher McCulloch The protagonist of the "Weed Whacked" film that the inmates are forced to watch.
Jimmy The Budding of the Warbuxx ??? A greaser that tempts Timmy into smoking weed.
Warbuxx bud The Budding of the Warbuxx N/A An apparent offspring of some sort that was budded by one of the Twins, but winds up devoured by them.
Potawatomi The Budding of the Warbuxx ??? Ash's childhood hero, a parody of Tonto from "The Lone Ranger".
Franco Superjail! Grand Prix Christopher McCulloch A world-famous Italian racer, brought to Superjail to act as the Warden's ringer for the race.
Angered God Vacation ??? A Zeus-esque entity who smites the Jail Boat for intruding upon his domain.
Lady Warriors Vacation Sally Donovan A group of Amazon and valkyrie-inspired warriors that ride upon flying snake creatures.
Mistress troopers Vacation, Stingstress N/A An army of Mistress-themed soldiers in pink armor, that appear similar in design to the Warden ones. They wear "UJ" badges on their hats (for "Ultrajail"). Like the case of the Warden troopers in season 3, it is possible that they may be robots.
Doctor's experiments Superfail! N/A Various creatures that wind up let loose through the jail when the Doctor loses power in his laboratory.
Puppy Superfail! N/A A dobeman puppy seen within the Warden's flashbacks.
Vampire Superfail! ??? Seen in a brief gag. He attempts to get a taste of blood while crawling through the air vent, but disintegrates and dies before he can get the chance.
The Rat Uh Oh, It's Magic, Planet Radio Dana Snyder A rat that acquires Gary's vocal cords after they're discarded. After his death, the vocal cords wind up back in Peedee.
Little Girl Sticky Discharge N/A A young girl given helium balloons by Jailbot, only to wind up carried off by them. Slightly resembles the "Bunny Love" version of Cancer.
Eyecraft Workers Sticky Discharge, Burn Stoolie Burn N/A A group of workers modeled after the band "The Residents" (but in the Warden's colors) that operate the Warden's eyeball-shaped flying machine.
The Arthropiaks The Trouble with Triples N/A An alien species that the Triplets had captured. They're made to battle against the inmates in the climax of the episode.
Guard Aliens The Trouble with Triples N/A A bunch of black crystalline aliens that guard the Triplets' ship. One reappears in a cameo in Oedipus Mess.
Gnomes Nightshift N/A Creatures that force-feed the Warden hallucinogenic mushrooms.
Vegetable Monsters Nightshift N/A The results of the Twins transforming the talking vegetables with their crystals.
Jacknife's son Oedipus Mess ??? Jacknife's illegitimate child that he sired with an Ultraprison inmate.
Mall Time-Police Oedipus Mess Christopher McCulloch Attempt to arrest the Jacknife clones for disturbing the peace of the mall.
Security Orb Oedipus Mess N/A Essentially the Time Mall's equivalent to Jailbot. Destroys anything in its path.
Superhell creatures Burn Stoolie Burn, Superhell N/A A legion of monstrous creatures that were contained beneath Superjail, but wind up released due to its destruction.