In each group, entries are listed buy release date/publication date.
- Hellraiser & Hellbound: Hellraiser II:
- Frank Cotton is a cruel hedonist, who was taken by the Cenobites in his search for ultimate pleasure. After escaping, he manipulates Julia Cotton in to helping him murder several innocent people in order to complete his return to normal world. After murdering his brother and disguising himself in his skin, he tries to rape his own niece Kristy. When he killed Julia by accident, he just tossed her aside to continue his hunt for Kristy. When he's taken by the Cenobites again, Frank languishes in a private hell and sends Kirsty letters begging for help, pretending to be her father so she'll come to save him, solely so he can keep her as a Sex Slave.
- Julia Cotton is Kirsty's Wicked Stepmother who helped Frank accomplish his murders and was trying to help him rape her own adopted daughter Kristy. After she is revived, she gleefully drains people at a mental hospital of their life while relishing in their pain and suffering to restore herself. She feeds her rescuer Dr. Channard to her master to turn him into a Cenobite and tries to kill her stepdaughter and an innocent, mentally handicapped girl. When she encounters Frank again, she murders him by ripping his heart out.
- In Hellbound, Dr. Philip Channard is a psychiatrist and head of the Channard Institute with an obsession with the occult, specifically Hell. Using his facility as the front for his studies, he has his patients solve the Lament Configuration, and observes them being taken by the Cenobites. When he gets his hands on the mattress Julia Cotton died on, Channard takes his patients to be sacrificed to complete Julia's resurrection. In return, Julia takes Channard to Hell where Leviathan looks into his mind, revealing that he would dissect animals as a child. Channard is turned into an abnormally chaotic Cenobite, at which point he drops his affable facade and revels in his sadistic side, proceeding to slaughter every living thing that crosses his path, including the other Cenobites when they stand against him. It's also discovered that Hell is beginning to cross over with Earth due to Channard giving his patients their own puzzle boxes.
- Deader: Winter LeMarchand is the mysterious, white-dressed leader of the Deaders. A descendant of Philip LeMarchand, Winter viewed himself as the rightful owner of the Lament Configuration, admiring the philosophy preached by the Cenobites. Incapable of opening the box on his own, Winter began attracting emotionally-vulnerable people to his cult with his nihilistic attitude and convincing them to commit suicide, reviving them with necromancy to be turned into his slaves. When a Deader loses faith in Winter, he punishes them by making their body rot while they are still conscious. Wanting to overthrow the Cenobites, Winter gets Amy Klein killed and makes her solve the Lament Configuration for him, intending on becoming the new ruler of Hell.
- Multiple comic books: Lady Abigor, a fierce warrior in Hell's Army and elite member of Vasa Iniquitatis, is rumored to have been either Queen Cleopatra or Helen of Troy in her human life. A Cenobite who hides her rebellious individuality behind her devotion to Leviathan, Abigor has her own slaves and a group of nine mutilated young men that she uses as steeds for her chariot. Performing a ritual to make a fellow Cenobite human again, Abigor gladly agreed to destroy him even if Leviathan would get angry. As the first Cenobite to be enlisted in Vasa Iniquitatis, the cold and focused Abigor was assigned to install an oppressive regime in an African country, Volksland, manipulating events from behind the scenes and eliminating every obstacle in her way until only the option of a Final Solution remained, succeeding in establishing a dictatorship based around Afrikaner supremacy and starting a genocide against the black population in Volksland, ordering her human accomplice to hang himself before returning to Hell.
- Clive Barker's Hellraiser:
- Issue #2's "The Vault": Arturo Velez is a corrupt South American prison warden who enjoys abusing his power over life and death. After using his skills to assume the role of "Jefe of La Enfermidad", Velez turned the prison into a "strictly-modeled version of Hell, created on Earth, by one man", ruling the prison with an iron fist. When an inmate solved the Lament Configuration to escape from his torments, Velez forced captured revolutionaries to solve the box for him, executing them if they refused. Having been warned by his right-hand man to stop ordering unnecessary executions because the "mounting death rate" was attracting international forces, Velez beat and threatened him for not providing the right people. Torturing a revolutionary for days, Velez bludgeoned the man to death when he discovered that a substitute was coming to take over his position.
- Issue #13's "The Ferryman": Harmon Taylor is a high-ranking member of the Ku Klux Klan behind the legendary Dixie Shadow and the depravities that occurred on the ship. Leading "midnight raids" across the countryside to kidnap African Americans and take them back to his "floating house of horrors", even children, his victims were used as entertainment for his fellow Klansmen; men were tortured and forced to participate in Gladiator Games, and the women were raped before they were thrown overboard directly into deep water, abandoned to drown. Always saving the Dixie Shadow's champion and his favorite fighter, the titular Ferryman, for last, Taylor unleashed the sadomasochistic maniac on his victims. When not enjoying himself with the Dixie Shadow's brutality, Taylor took some of his victims to a deserted island and set them free with the sole intention of Hunting the Most Dangerous Game.
- Issue #14's "Later", written by Vincent Cecolini & C.J. Henderson: The Stalker is a monstrous human wanting to become a Cenobite. Targeting women with anxiety issues, the Stalker would savagely beat and stalk them for a long period of time, doing this to numerous women for years and confessing that his actions made him happy because he could play women "like violins". Filling his room with pictures of women, the Stalker was responsible for the mental breakdown and suicide of most of his victims, claiming to be "providing a multitude of fodder souls" for the Leviathan. After solving the Lament Configuration, the Cenobites judged him unfit and agreed that he did not understand their philosophy at all, enjoying committing his crimes simply because he liked to be feared.
- Hellraiser III: Hell on Earth comic book adaptation, by Peter Atkins et al.: Pinhead Unbound is given a different origin than that of the film, a demon that has existed well before it possessed Eliot Spencer and served as the black pope of Hell. After he and Eliot were separated, Pinhead was bound in a statue before being awakened and feeding on a woman seduced by JP Monroe. Offering Monroe a place at his right hand in rebelling against Leviathan and ruling his own Hell he'd make on Earth, Pinhead later tempts Monroe's ex-girlfriend into sacrificing him. Upon his freedom, Pinhead slaughters his way through Monroe's nightclub and turns some of his victims into his new army to cause murder and torment to those who cross them. Pinhead torments a priest for his faith, mockingly declaring himself "the way", and sets his sights on Joey Summerskill. He briefly tricks Joey with a vision of her father before stating his intent and attempt to personally torture Joey forever before he is forcibly rebonded to Spencer.
- "The Confessor's Tale", by Sarah Pinborough, from Hellbound Hearts: The Boyar is the depraved ruler of a feudal region in Russia. A hedonistic Serial Rapist and Serial Killer in love with his own cruelty, the Boyar is known for burying people alive in his flower garden and hanging people outside of his castle walls, leaving them to be eaten alive by buzzards. Always fascinated by pain and extreme "physical experimentation", captives are taken to his dungeons and made into guinea pigs for new tortures that were devised to be carried out on local petty criminals. Not satisfied with the brutality of his hobbies, the Boyar invites young women from neighboring towns to his castle, drugging his victims before raping and even killing some of them for sadistic pleasure.
- The Scarlet Gospels: The Hell Priest, better known as "Pinhead", is the result of Clive Barker wishing to strip the character of any redeeming qualities. The Hell Priest systematically exterminates the world's magicians or tortures them mentally, physically and sexually to death or until they are broken, mutilated slaves. This achieved, he exterminates the Cenobite Order of the Gash in order to lead a resurgent Hell under Lucifer's banner. When it turns out Lucifer himself despises these plans and has no intention of trying to dominate the rest of creation, the Hell Priest steals his armor and attempts to kill Lucifer himself to unite Hell under his own power and subject everything that lives to the worst tortures he can devise.
- Sherlock Holmes and the Servants of Hell, by Paul Kane: Professor James Moriarty, having escaped to Hell itself, has contrived to become the new Engineer, the keeper of the Lament Configuration. Plotting a coup, Moriarty has many souls smuggled to him, torturing them physically and psychologically to twist them into Pseudo-Cenobites to serve him and expand Hell's dominion. Intending on capturing Sherlock Holmes, Moriarty horrifically tortures him to break him for good, showing him all his failures amidst the agony, all to satiate his ego and power.