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Ultraprison

    The Mistress 
https://static.tvtropes.org/pmwiki/pub/images/1138352_1351951083106_full_9546.jpg
Click here to see here appearance from season 3 and onward 
Voiced by: Sally Donovan

Warden of Superjail's Distaff Counterpart Ultraprison, and the Warden's polar opposite. Female, efficient, and a real killjoy to hang around with.


  • All Women Are Lustful: Played with. Apparently the reason why she was so greedy, power-hungry, and dominating is because she never had anyone that could fulfill her sexual needs and please her.
  • Arch-Enemy: The Warden considers her to be his, even though he points out that they rarely get to see or speak to each other.
  • Bad Boss: Whereas the Warden mostly treats Jared with tolerable contempt, Mistress just flat out abuses Charise (shown clearly in her second appearance, where she smacks Charise in the head with her riding crop for talking on the phone without permission).
  • Defrosting Ice Queen: Is much nicer at the end of "Stingstress" and in her cameo in "Oedipus Mess", though both Alice and the Warden just find it to be an annoyance.
  • Everyone Calls Him "Barkeep": Everyone calls her the Mistress, even if she's technically a prison warden.
  • Expository Hairstyle Change: Usually has a short bob when in her standard clothing, but it winds up long after she becomes a hippie. Before that twist, it seemed to like to instantly get longer whenever she was in the mood for sex or a romantic moment.
  • Most Common Superpower: She's very well-endowed, only being second to Alice's Gag Boobs.
  • Ms. Fanservice: Aside from wearing her short shorts, she likes to wear dresses with rather plunging necklines (even as a hippie), and even wears a catsuit with a Cleavage Window at one point in "Stingstress".
  • Nice Hat: Usually seen wearing a pink cloche.
  • Official Couple: With Bruce, as of "Superhell!".
  • Rich Bitch: "Stingstress" implies at least twice that she's very well off. Considering she has so many spaceships and gadgets for her prison, it's no surprise.
  • Sex–Face Turn: Subverted: She turns into a hippie Granola Girl in the 3rd season premiere and relinquishes the prison back to the Warden after sleeping with Alice.
  • Sex Is Liberation: Thanks to Alice having sex with her, she states that she feels "free" and no longer in need of any men or anything but her prison, which is what gives her the above idea to become a hippie.
  • Women Are Wiser: Definitely smarter than her male counterpart, the Warden, although she did also get easily fooled by Lord Stingray's claim to being a sea captain, and fall head over in heels in love with him at first sight.
  • Who Wears Short Shorts?: Wears pink shorts and suspenders with her usual uniform.
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    Charise 
https://static.tvtropes.org/pmwiki/pub/images/7pykbp8plh6ihprpazkaaaaasuvork5cyii.png
Voiced by: Kamala Sankaram ("Ladies' Night"), Sally Donovan (season 2- present)

Jared's Distaff Counterpart of Ultraprison, whom he fell for. However, in season 4, she temporarily winds up falling for the Doctor after having believed Jared to be dead. Her relationship with Jared is also revealed to be complicated by the fact that she's not sexually active, while Jared longs for her to have sex with him.


  • Adorkable: Seen this way with her nervous but optimistic personality, as well as being as unfortunate as Jared.
  • Ascended Extra: She has a larger role in the final season. Likely due to the story arc regarding her relationship with the Doctor.
  • Beehive Hairdo: As big as Jared's gargantuan head.
  • A Day in the Limelight
    • She's the focal character of "Superhell!", where she has to come to terms with Jared's (apparent) death.
    • "Superstorm!", where she becomes victim to the Doctor's experiments.
  • Four-Fingered Hands: Though like her counterpart, she is also sometimes depicted with five on each.
  • Glasses Girl: Unlike Jared, she has to wear a pair of large, lavender glasses.
  • Hair Decorations: Two pink bows.
  • Shipper on Deck: Played with and parodied. She promotes the idea of getting the Warden and the Mistress together, but it's only really out of the hope of getting to have a more secure relationship with Jared.

    Bruce 
https://static.tvtropes.org/pmwiki/pub/images/siji6l8yzfqiehtd66lxcjjiknwaaaabjru5erkjggg.png
Voiced by: Melissa Brown ("Ladies' Night"), Chris McCulloch ("Stingstress")

Alice's Spear Counterpart in Ultraprison. The two seem to have a rivalry, constantly trying to one-up each other.


  • Badass Mustache: Sports this and some Perma-Stubble.
  • The Big Guy: The muscle of the Ultraprison staff. Amusingly, he was actually depicted as being much shorter in his first appearance, but the artists in "Stingstress" revised his design to have him as the tallest member of the staff, so he's also now the big guy in that sense.
  • Mythology Gag: His original voice actor was the first choice to voice Alice. But this was averted in his return in season 3, as she'd retired note 
  • Official Couple: With The Mistress as of "Superhell!"
  • Stout Strength: Is overweight and flabby compared to Alice's more muscular build, but he still can be brutally strong.
  • Transgender: A trans man, to contrast Alice.

    Nova 
https://static.tvtropes.org/pmwiki/pub/images/wfavenamuyuuwaaaabjru5erkjggg.png
Voiced by: Sally Donovan

Jailbot's Distaff Counterpart. She seems to be a more modern version of Jailbot, with updated technology.


  • Computer Voice: Had an electronic overlay effect to her voice in season 1, but this was dropped in her season 3 appearance.
  • Fem Bot: Pink and curvy in shape compared to Jailbot, and with a humanoid faceplate.
  • Robot Buddy: For the Mistress.
  • Transforming Mecha: Can disguise herself as various objects, including a pink robotic stork in "Oedipus Mess".
  • Walking Armory: Shown to be just as deadly as Jailbot in her second appearance.
  • Women Are Wiser: Is more advanced than Jailbot and intelligent, a fact which she passively-aggressively notes in her debut, with him being a "retro unit" and her being able to solve the problems that he can't.

    Ultraprison Inmates 
https://static.tvtropes.org/pmwiki/pub/images/prison_hotties_837.jpg
Voiced by: Kamala Sankaram and Sally Donovan ("Ladies' Night"), Sally Donovan ("Stingstress")

A group of scantily-clad, attractive female convicts housed at the jail. Contrary to their sophisticated appearances, they're all just as vulgar, violent, and ill-tempered as the men.


  • Flat Character: Overlaps with Living Prop. Due to being incredibly minor characters, none of them have as much personality or notable traits as the male inmates, and exist to show that women can be just as raunchy.
  • Most Common Superpower: They're all basically very well-endowed.
  • Only One Female Mold: They all pretty much have the same small-waisted, large-breasted and shapely body type. Jacknife's female counterpart (see below) would seem to be the odd one out.
  • Red Shirt: However, they're this just about as much as their male counterparts.
  • Sassy Black Woman: One is seen among the usual batch, most notably referring to the male inmates as "man-holes" and then mutilating Fatty for daring to leave the seat up.
  • Stripperiffic Institutional Apparel: They all wear matching blue bras and panties (or bikinis if you're feeling generous).
  • Talking to Herself: The inmate roles seemed to be split between two women in their debut, but by the time they re-appeared, Sally Donovan was the sole actress to voice them.
  • Tattooed Crooks: A few of them sport tattoos, although the animators include them less often with these characters, or they come and go.
  • You Gotta Have Blue Hair: While most of them have plausible hair colors, there are a few inmates that have pink or blue hair.

    Lady Jacknife 
Voiced by: Sally Donovan

A female counterpart of Jacknife who seems to be just as unlucky and as criminal.


  • Ax-Crazy: Thinks nothing of violently murdering those who get in her way.
  • Bare Your Midriff: She wears a tank top instead of the plain T-shirt that Jacknife's known for.
  • Butt-Monkey: Is this with Nova.
  • Distaff Counterpart: Is basically Jacknife with breasts, lipstick, and just looking a little more feminine.
  • Kill It with Fire: Melts two female bouncers down to nothing with a lighter in her debut.
  • No Name Given: So far, has no official name differentiating her from the original Jacknife.
  • Tattooed Crook: As with her male counterpart.
  • Who Wears Short Shorts?: Wears cut-off jean shorts, instead of full jeans like her male counterpart.
  • The Unintelligible: Following along the lines of the original.
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Other Characters

    D.L. Diamond, aka Darryl "The Dying" Diamond 
Voiced by: M. Wartella

A smooth-talking self-motivation speaker, who preaches the teachings of an alien species known as the Galactoids. He just also happens to be a wanted criminal and scam artist.


  • Alliterative Name: Both his stage name of D.L. and his actual name, the latter revealed by Jared when he broadcasts his inmate file.
  • Con Man: He manages to easily fool the Warden and all other inmates with his promises and charm.
  • Church of Happyology: Runs a cult designed to get rid of "Negatons" in people's bodies, and speaks of the power of the Galactoids. Jared's willing to prove it a scam. Turns out, they're real.
  • Gonk: With his makeup and wig on, he can pass for an average looking man. Without it, however? He's aging, bald, decrepit, and his face is basically falling apart.
  • Karma Houdini: He gets everyone to fall for his con, robs the jail while they're distracted and leaves with no one (besides Jared) suspecting a thing. This appears to be subverted when he and his assistants are abducted by the Galactoids, but they don't actually punish him
  • No Celebrities Were Harmed: Visually parodies "Diamond" David Lee Roth, as well as including elements of Klaus Nomi.
    The Prison Mogul 
Voiced by: Chris McCulloch

The Warden's late father, who also happened to run a prison.


  • Abusive Parents: Every time he's been shown, he's either yelled at, ignored, or psychologically tortured little Warden.
  • High-Class Glass: He sports a monocle, instead of glasses.
  • Posthumous Character: What we know about this guy is all through flashbacks, photos, or Warden's own word.
  • Shoot the Dog: Forced The Warden to kill a puppy with an axe, because he felt Warden being nice to it ruined its potential as a guard dog.

    Gerald 
Voiced by: Chris McCulloch

Seemingly the Jared of the Mogul's jail. Not much is known about him.


  • Apathetic Citizens: Barely shows much reaction to his boss berating him, and when said boss dies, he simply congratulates and informs the child Warden that he'll now be taking his father's job.
  • Our Zombies Are Different: Briefly appears in a cameo as one in the episode "Ghosts", and seems to be mutually frightened at the Warden falling in his grave.
  • Posthumous Character: Only really seen in a flashback.

    The Time Police 
Voiced by: Reggie Watts and Chris McCulloch ("Time-Police" note ), Chris McCulloch and Stephen Warbrick ("Oedipus Mess")

A group of singing time/space continuum patrollers who detain offenders- and in the meantime, play in a rock and roll band.


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    The Time Court Judge 
Voiced by: Reggie Watts

A disembodied, talking brain that rules the Time Court and decides the fate of the offenders.


  • Brain in a Jar: Or rather, on top of a pedestal.
  • The Faceless: Well, he is a brain, one with a mouth.
  • The Judge: A non-human example.
    • Judge, Jury, and Executioner: He declares the verdict and punishment of time criminals simply from knowing their thoughts. He might not kill them, but instead leaves them trapped and stranded in the time dimension for eternity.
  • Sinister Silhouettes: He's cloaked in shadow and appears pitch black except for his mouth, although considering how the Time Court warps perception of color, he may just be that abstract outside of it.

    The Stars N' Stripes 
Voiced by: Chris McCulloch ("Cook Out", "Rip Tide", The Commander, other misc. soldiers), Stephen Warbrick ("Blow Job"), Richard Mather ("Black Face"), Sally Donovan ("Peepers")

A military organization tasked with bringing down Lord Stingray and his terrorist army. Unfortunately for them, they're not so lucky or effective at it.


  • Expy: They're all patterned after G.I. Joe characters in some way. Cook Out appears to be Blowtorch, Blow Job is modeled after Tripwire (with his name seeming to be a parody of Snow Job's), Black Face is the equivalent of Snake Eyes, and Rip Tide is Torpedo. Peepers' inspiration isn't as discernable or said, though he may be a (much younger) counterpart to Dial-Tone or Breaker.
  • Eye Glasses: Peepers' glasses act as these, as do the camera lenses on his helmet.
  • Kill It with Fire: Cook Out's specialty, to where he accidentally does kill their own commander with his carefree usage of the flamethrower.
  • Punny Name: Their names are all puns on their specialties.
  • Red Shirt: The rest of the army was decimated, and the remaining bunch don't fare so well either.
  • Unfortunate Name: Said puns on the specialties lead to the camouflage expert being named "Black Face" (and being a black man, to boot) and the demolitions expert being named "Blow Job".

    Mistress Kilda and Catastro 
Voiced by: Sally Donovan (Mistress Kilda), Unknown (Catastro)

Lord Stingray's allies in his crime syndicate. He considered Mistress Kilda his wife, although she also had a relationship with Catastro (his assistant) going at the same time.


    Hunter 
Voiced by: Sally Donovan

A mysterious and completely naked alien woman that arrives at the jail, attempting to track down the Twins. She's actually the family dog, sent by Ozzal in his first attempt at bringing them home.


  • And I Must Scream: Winds up sealed inside her crystal, and is last seen being used as a piece of jewelry by Alice. She's set free and found by The Triplets during the climax of "The Superjail Inquisitor".
  • Barbie Doll Anatomy: She's completele without detail. Justified as the censors wouldn't allow it.
  • Boobs of Steel: As she took the form of the type of women that Jacknife fantasized about, she's greatly endowed.
  • Femme Fatalons: The better to shred inmates apart with.
  • Godiva Hair: Her hair acts this way in some scenes, even though she has nothing to show underneath.
  • Multipurpose Tongue: Can stretch her tongue to reach into others' brains and probe their memories. But to other bystanders, it just looks like she's making out with her target.
  • One-Woman Army: Can rival Alice in her strength and brutality, to where the Warden considers making her a guard.
  • Power Crystal: Gifted to her by her master. She can morph with it, as well as use it to completely disable the Twins' powers (to make their escape more difficult). It also can be used to entrap others, by shrinking and storing them inside. Not so lucky for her when she gets her own crystal's powers turned on her.
  • The Unintelligible: Sort of. She has a fluent grasp of her own alien language, but her English is limited and broken to where she's mostly grunting and yelling, with the only intelligible lines being ones such as "Where twins?" and "You, leader?".
  • Voluntary Shapeshifter: Appears as a blue blob of goop and tentacles in her base form, but soon takes on the form of a nude woman. Her hair is also shown to morph when Alice tries to rip it, with it turning into a bunch of angered snakes.

    Ozzal 
Voiced by: Richard Mather

The father of the Twins and Triplets, an overlord of a distant planet. He wants his youngest sons to come home, no matter which method he'll take in trying to get them back.


  • Abusive Parents: Sends a highly-vicious and deadly pet on his youngest in an attempt to bring them back note , will flat-out abandon or neglect any children that can't impress him, encourages torture on his youngest in an attempt to have them "study". All with such a playful demeanor about it.
  • Alien Blood: Green, following along the pattern of other aliens in the series.
  • Aliens Speaking English: He's first heard speaking an odd alien language in "Hot Chick", but the rest of his appearances have him speak in English (likely for convenience and to not have to subtitle everything).
  • Amazing Technicolor Population: Blue skin, pale blue sclerae and teeth.
  • Creepy Monotone: Speaks in this, but a bit more higher and nasal compared to his children. Although in his first appearance, he also had an alien echo to his voice.
  • Healing Factor: Seen when he's stabbed and torn open. Despite his initial shock and pain, he thinks little of it and just uses his power to heal back up.
  • Large and in Charge: Quite large, certainly in charge. His overall height seems to depend on the layout artists and animators, though his double chin and the fact that his early design was an overweight humanoid man would seem to suggest that he's also on the heavy side.
  • Spock Speak: Another way of easily identifying him as the Twins' father.
  • Strong Family Resemblance: Played around with. The Twins have the same wavy blond hair as him, and have the same shape of nose. The Triplets avert this, being partly bald with straightened hair, as well as having no noses at all. But while all five of his children have more of a humanoid appearance, he's basically a giant floating blue ball with a head and wings. Regardless, they all share that Big Ol' Unibrow.
  • Tentacle Rope: Used with a pair of tentacle arms, as well as a tentacle tail.
  • Tuckerization: His name derives from Mike Lazzo, the vice president at Adult Swim.
  • Unusual Ears: Long, twisted blue earlobes.
  • Wings Do Nothing: They turn out to be too small for him to actually fly with, so they just flap and wave about.
  • Your Size May Vary: Throughout his appearances in "The Trouble with Triples", the animators varied between depicting him as a gigantic creature, or simply only a few heads larger than his sons.

    The Triplets 
https://static.tvtropes.org/pmwiki/pub/images/4lmhxg4qcp5j18wxn64i4hxwn0gfsyobsbfv8dyse2rafmrhaoltuynfex6pdbfwkgnhro7gzqydno1ba0fenysjiiy1po6uvqsihq2mbq0knpgwmsiqa0i0v9y9caamaaaaasuvork5cyii.png
Voiced by: Richard Mather

The Twins' older brothers, who spend their time conquering planets across the galaxy.


  • Aliens Speaking English: As their brothers and father speak it, so do they.
  • Big Brother Bully: Shown to be physically abusive to the Twins, as well as mocking them at any given opportunity.
  • Bizarre Alien Biology: One Triplet is shown to vomit up a cluster of crystals. He proceeds to feed them to his brother, who sprays the liquified remains out through his (four) nipples.
  • Creepy Monotone: To easily denote them as part of the family.
  • Finishing Each Other's Sentences: They have this habit as well, although sometimes not all three of them speak or finish for the other.
  • More Teeth than the Osmond Family: Their mouths are filled with a lot of very huge, sharp teeth.
  • The Noseless: And rather jarring when put next to their father and brothers.
  • Parental Favoritism: Ozzal spoils these three, and considers them to be his favorite children. Things change a little by the end of "The Trouble with Triples". Or did they?
  • Power Crystals: Small red ones worn on their necks. They also apparently store crystals within their bodies.
  • Reality Warper: They have the power of turning the content of tabloids into reality, up to and including the Apocalypse, as seen in "The Superjail Inquisitor".
  • Rubber-Forehead Aliens: Look a little less "human" than their little brothers, what with their lack of noses and the red horn growths protruding from their skulls.
  • Same-Sex Triplets: As their younger brothers are identical, so are they.
  • Sibling Rivalry: With the Twins, to the point of "brood wars" being a custom among their species.
  • Sibling Yin-Yang: The Triplets are brutal, physically strong, and goal-oriented (with their obsession of conquering). In contrast, the Twins don't care for "real work", are more laid-back, and rather physically weak (relying more on their powers). The Twins are also slender but with muscle tone, while the Triplets seem to lack any and are shown to be somewhat overweight.
  • Single Minded Triplets: Work in tandem with each other on anything, whether it's beating the Twins up or figuring out a way of cheating.
  • Stout Strength: Even if they are a bit overweight, their speed and strength are enough for them to give their younger brothers a brutal thrashing and no chance to fight back (though considering how intimidated the Twins get around them, it's also a question of if they'd even try to defend themselves).
  • Spare Body Parts: They have at least seven fingers on each hand.
  • Spock Speak: As with the rest of their family, although they do what they can to sound more sophisticated than their younger brothers.
  • Teleporters and Transporters: They have the ability to teleport as well, but with a red aura as an opposite to the Twins' green one.
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