"One by one, you will come to know Oblivion!"
"I'll destroy anyone and everyone who dares get near you. First these pathetic teenagers, and then your life parents...and then anyone else you even dare speak to. Just like I always have... and just like I always will."
— Demon Fox, to her own sister Kwai, Blood Syndicate
The Milestone universe has a rich, diverse array of heroes and rogues alike, with a setting frequently dipped in Grey-and-Gray Morality and pure evil characters rarely shown in the setting. That said, many characters have crossed the ultimate line.
All spoilers are unmarked. You Have Been Warned!
- Dr. Nathan Flack/Dr. Nemo is the first Bang Baby and, alongside Dharma, mastermind behind the Big Bang event. A Mad Scientist with no qualms testing his mutative Q Juice on innocents, Flack is anchored out of reality when exposed to his creation. Fascinated, Flack poisons tear gas grenades used to break up a major turf war, resulting in the death of 90% exposed and transforming the rest into Bang Babies. Deciding to advance on this development, Flack hijacks Headmaster's plans for world domination and tries to replicate the Dakota City incident on a global scale. Flack directly engineers the death of hundreds, is indirectly responsible for hundreds more in creating the Bang Babies, and is willing to kill billions of people and mutate the rest to satisfy his God complex.
- Blood Syndicate:
- "Mother" is the leader of SYSTEM's Amber Cell, the division of the supervillain conspiracy responsible for biological experimentation. Mother kidnaps droves of Bang Babies to have them tortuously experimented on, alive and begging for death, until they expire. Mother fills up meat lockers with the bodies of failed experiments, dismissing them all as raw meat, and brainwashes many of the few survivors into obedient weapons for SYSTEM. Mother is also a horrendous boss, blowing out the brains one of her own men for messing up an assignment and trying to have another of her own men "retired", partly due to the man's rebellion but also due to him being stuck with terminal cancer.
- The Demon Fox, the Lord of Lies, is a sinister spirit and the sister of the Chinese warrior Kwai. As part of a divine game arranged by her and Kwai's sociopathic immortal father, the Jade Emperor, the Demon Fox has lived for seventy-seven cycles killing and ruining everything around her for fun, earning her sobriquet by tormenting her victims with twisted lies. Invoked to kill the Blood Syndicate by the corrupt John Wing, the Demon Fox mentally breaks and brutalizes them first before casually snapping Wing's neck after she feels she's fulfilled his wishes. The Demon Fox continues to play more mind games with the team while posing as John Wing's wife, convincing Masquerade to impersonate the Blood Syndicate's deceased leader for so long Masquerade loses her identity, and possibly even making Brickhouse miscarry her child. Even when freed from the game by Kwai, the Demon Fox spitefully states she'll continue to deny her sister anything close to a loved one for the rest of their lives.
- The Jade Emperor himself is the series' Greater-Scope Villain and the immortal father of Kwai and the Demon Fox. The Jade Emperor has had hundreds of daughters and set up Kwai in particular into a Vicious Cycle where her psychopath of a sister would slaughter everything around them and engineer cataclysms. Every life stolen over seventy-seven cycles by the Demon Fox and all the agony has occurred in Kwai's life is primarily so the Jade Emperor and his buddies have a cheap game to routinely gamble on. When Kwai finally reaches him and begs him to be free of the cycle, the Jade Emperor decides to grant her wish by condemning his daughter to death without resurrection. Ultimately, the terrible cycle in which the Jade Emperor has trapped his daughters can only fully be broken by Kwai sacrificing herself to take down the Demon Fox.
- Deathwish: James Gordon Staley, better known as "Boots," is a sick-minded, psychopathic Serial Killer with a twisted obsession with transgender people and a track record of rape, torture, and murder dating back years, with countless victims to his name. Growing bored with simple murder, Boots decides to become a Mad Artist, torturing and massacring entire houses filled with transgender prostitutes in order to make perverse sculptures out of their dead bodies, horribly brutalizing his own minions if they get in his way. Boots's intended masterpiece is Dini, his former charge who he attempted to rape ten years ago, kidnapping her and leaving a taunting message to her lover Marisa Rahm in her own apartment.
- Icon issues #22-27: The alien menace Kali'kak, better known by his self-given moniker of Oblivion, defines himself as one of Arnus's most brutal foes and sticks out from the rest of the Cooperative's peaceful society. Growing tired of his race's virtual immortality, Kali'kak develops an academic knowledge on death which eventually blossoms into an unhealthy obsession with the concept. Murdering his own therapist after being transferred to the Prison Planet for his own well-being, Kali'kak is enraptured at committing murder with his own hands and vengefully sabotages an occupied space liner Arnus is on. Shortly after committing a prolonged massacre of his own people resulting in around 350 casualties, Kali'kak rechristens himself Oblivion and makes his way to Earth after having learned Arnus, now known as Icon, is still alive. Butchering two joggers who find him and enthralled that death is permanent for Earth's beings, Oblivion begins a one-man crusade to kill every sentient being on the planet with his own bare hands. To this end, Oblivion indiscriminately slaughters his way into Dakota City, leading to countless fatalities; gleefully stabs Icon's lovable replacement Buck Wild to death; and attempts to suffocate Icon's young sidekick Rocket, sadistically assuring her he'll go after her friends and her infant son next. Ruthless and utterly psychopathic, Oblivion's limitless appetite for murder cements him as one of Icon's most wicked foes.
- Kobalt: Mr. Glass is a ruthless assassin with a penchant for wreaking wide swaths of havoc even when it's completely unnecessary to his overall goal. With an incredibly long streak of bodies already on his hands, Glass introduces himself blowing up a school bus simply to kill the driver, murdering every single child on the bus in the process. Glass later blows up a gang meeting and personally guns down every survivor himself with a giant smile on his face. Glass disgusts even his amoral employer Milton St. Cloud and sociopathic anti-hero Harvest, and Glass remains completely unrepentant even when faced with death at Harvest's hands, sneering that he simply can't feel.
- Wise Son: The White Wolf: The vicious leader of the Children of the Ivory Fist is a racist psychopath seeking to instigate a race war and purge all non-whites from the streets. Through the Children, the leader incites a wave of racist violence, has several black ministers killed, and pointlessly murders a colored vagrant captured by his minions. Humiliated by Wise Son and forced to admit he doesn't care a whit even about his so-called Children, the Ivory Fist leader spitefully blows up the store Wise Son defends, killing its elderly couple, and tries to have Wise Son and his pregnant ex-girlfriend gunned down in the latter's own apartment.
- Xombi:
- Vol. 1:
- Issues #1-6—"Silent Cathedrals" arc: Dr. Sugarman, David Kim's very first foe, is the madman responsible for turning Kim into Xombi in the first place. A former surgeon already responsible for several horrible experiments, among them transforming children into pained abominations who lived for days on end before perishing, Sugarman forsakes science for the occult to further his pursuit of immortality. Learning of nanites invented by Dr. Kim which repair tissue at superhuman rates, Sugarman unleashes the Rustling Husks into the Organitek building to massacre whomever gets in their way and steal the nanites. Sugarman's ultimate plan, after stealing the nanites, is to unleash a titanic abomination called the Lord of Fumes to destroy the entire planet and leave it a lifeless, polluted husk.
- Issues #7-11—"School of Anguish" arc: Leland Crowne is a cult leader intent on destroying the masks worn in everyday life and force out the private sides of every living human being. In practice, this amounts to deranged cult killings and kidnappings; a slew of people are kidnapped and made into the embodiments of negative emotions, resulting in them, including a pregnant woman's children, turned into abstract abominations. Crowne turns Xombi himself into one of these, has him butcher his own friends, and tries to use an angel named Israfel—which, used incorrectly, would kill millions—and is so fanatically devoted to his idea of "truth" he ignores Israfel incinerating all of his own followers.
- Vol. 2 note : Roland Finch is a consummate user-and-abuser who, tired of the various enemies he's made in a life of screwing people over, decided to conquer a floating kingdom known as a Stronghold to sate his boredom. Finch seduced a woman named Annie Palmer to gain access to the Stronghold, then killed the twin rulers of the city and drove the population into slaughtering each other before casting Annie aside to live alone. Years later, Finch continues to play on Annie's desire to go home, instigating a slaughter at a fantastic prison through her and intending ultimately to dispose of her. Finch intends ultimately to wipe out the twenty other floating Strongholds, all too happy to murder countless thousands to enjoy his kingdom alone.
- Vol. 1:
