The Sociopath / Web Original

• 30 Days in Spring: Ryan Rhodes has been committing acts of violence since he was a child, committing his first murder in fifth grade. After he and a bunch of other students are trapped in the wilderness, Ryan gets a gang together to rape and murder for fun. Despite sticking with them for a month, Ryan never pretends to care about them, only needing them to help him not die during the trip. He absolutely despises society, and thinks rules are for suckers, even hating his parents for trying to parent him.
• Boots to Reboots: Evil!Andy is a hedonistic split personality who is violent and murderously insane. In nearly every episode, Evil!Andy either kills or maims someone; robs banks; drinks booze; anything that stimulates him.
• Cobra Kai: Exaggerated in the third season (when The Bus Came Back), this is Kyler's stock in trade. The students that joined when Johnny was the sensei were bullying victims themselves and itching for a means to fight back. He, however, was a shamelessly ruthless thug all along and looking for a way to take that as far as he could go. He enjoys tearing others down and making their lives hell seemingly for no other reason than because he thinks it's funny. He also appears to have no genuine loyalty to anyone, not even Brucks, as his response to Hawk's No-Holds-Barred Beatdown on Brucks during new Cobra Kai tryouts indicated oh-so clearly. He's shown to be capable of charming others when he wants to, as seen when he starts dating Sam in season 1, but it's all an act and he's actually rotten to the core.
• In Dawn of a New Age: Oldport Blues, Melissa's parents showered her with praise while also forcing her to work hard. She internalised their praise, which led her to honestly believe that she was superior to everyone else. Utterly ruthless, believing no one deserves her respect, lacking any deep emotional connections, and believing that her wants are the most important thing in the world, Melissa is a sordid apple who shows no remorse when she manipulates others to kill for her.
• A much darker example on the site would be the yandere family in Demo Reel. They hold Donnie captive with muscle relaxants under the pretense that they're helping him get better, have No Sense of Personal Space with him (not even the daughter), force him to watch the movies he made when he was little, and worst of all, refuse to believe him when he tells them that his mother killed herself while he was shooting a film.
• Don't Hug Me I'm Scared:
  • Tony the Talking Clock in the second. The sadistic smile on his face as he rots the puppets alive to prove a point says it all. He uses the same trick on a sentient apple earlier in the video For the Evulz.
  • Collin in the fourth is narcissistic, violent, and completely indifferent to the suffering of others. He punishes Red Guy for touching his keyboard by trapping him and his friends in a digital world where they can't do anything except open one of three doors over and over again. It's hinted that he also literally made Red Guy's head explode.
  • The Healthy Band in the fifth put on a friendly, playful demeanour, but it's heavily implied that they tricked Yellow Guy into eating his only remaining friend alive.
• In the Dream SMP roleplay, for lack of a better trope name, Dream pretty much fits this to a T — he wants to reunite the server under his rule ("justified" by a sketchy Divine Right of Kings excuse that can only really apply on a meta level), and is willing to do anything to do this, including (and not limited to) plotting the massacre of a pacifist nation, manipulating every other person around him, nuking an entire city-state to bedrock, and abusing and gaslighting a teenager to the point said teen almost killed himself. Practically everything he does is self-serving or for his own amusement, and as of Season 3, he has a god complex to boot and dehumanizes everyone involved in his plans to serve his own goals, including to his former best friends, who both eventually stood up to him and turned against him from how toxic he was.
• HABIT from Everyman HYBRID is one, having killed and tortured several people sadistically, all out of a twisted sense of entertainment.
• Fear, Loathing and Gumbo on the Campaign Trail '72:
  • The Lesser Mao. He does anything to maintain power, including massive purges that kill millions, and even dropping an atomic bomb on a rebelling city. He cares about nobody except himself, believes himself to be smarter than everyone around him, regularly uses drugs near the end of his rule, turns his country into a Khmer Rogue style hellhole, and turns China into a massive producer of heroin largely to spite the West and for his own monetary gain.
  • Donald Rumsfeld. He obviously doesn't care about ruining the environment, and forcing working people to work for starvation wages if he can create a "free" economy. Or locking up his own allies if they don't agree with his whim. And he doesn't care about giving soldiers substandard equipment and killing them if he can save money.
• Game Theory has a couple videos about Mario being one. Unsurprisingly, a large chunk of the fandom isn't a terribly fond of these theories.
• The internet troll calling himself Resisilobus in I was a professional Internet Troll naturally fits the bill, since his idea of "trolling" goes way beyond merely being a dick on the internet. An arrogant loner with a love of sadistically tormenting others, Resisilobus manipulates people like puppets on a string and commits crimes as petty as catfishing and posting gore in family-friendly communities, and as monstrous as goading people into committing suicide and mass-murder. He has no empathy for those he hurts, and when recklessly invoking a demon's name leads to it hunting him down, he's cocky enough to brag that he was a better demon than it ever was.
• My Father Was a Serial Killer: Abby's nameless father, the "Reverend," was a sadistic Serial Killer who killed and gutted pregnant women whilst trying to excuse it as being in the name of God.
• My Brother And I Kidnapped A Woman for Thanksgiving: Mrs. Paterson presents herself as a loving mother but in actuality enjoys killing and eating random people for Thanksgiving. When her husband and son began to show resistance to the family tradition, she slowly drugged them, the former to an insane, docile state.
• The Nostalgia Chick, especially with the "not understanding boundaries" thing. What's wrong with installing cameras in your friend's bedroom?
• Pretending to Be People has Ann Love, aka "Agent Karen," a woman who uses her incredible magical powers to horrifically murder people she's tasked with killing. She shows no remorse, dismisses others' anger towards her, and is so utterly devoid of empathy towards other human beings that she legitimately believes that she can recruit the son of a couple she killed and suffer no consequences.
• Puppet Reviews Stuff: Vonstrucker has all the warning signs: he's manipulative; needs a source of stimulation to alleviate boredom; lacks empathy; and lastly, he has a high opinion of himself.
• The Rising of the Shield Hero: Princess Malty Melromarc, the corrupt princess of Melromarc who framed Naofumi for attempted rape, ticks all of the boxes:
  • Lack of Empathy: She has no true emotional connection to anyone, nor does she feel shame or regret for her actions, though she will act like she does to beg for mercy from the people she screwed over. This even extends to her family and allies, including her sister Melty (Not only did she marked her for death, but also tried to burn her alive with fire magic), her parents (Who she tried to kill off during the second Three Heroes Church uprising), and even Motoyasu (Who she abandoned without hesitation during the Spirit Turtle Incident, and even falsely accused of him attempting to rape her just like she did to Naofumi).
  • Lack of Foresight: She never stops to think about the long-term consequences for her actions, always acting out of pure sadism or petty spite.
  • Compulsive Lying: She lies so much that she had to be branded with a slave crest that shocks her every time she fibs.
  • Manipulative and Treacherous Tendencies: She manipulates people around her without care for their safety and well-being and will even discard them the moment she decides they're no longer useful to her (which comes back to bite her more often than not).
  • A Need for Stimulation: She practically lives to ruin other people's lives out of selfish gain or petty amusement, spends the country's treasures frivolously, and it's even confirmed by her mother she had slept with countless men before she met Naofumi.
  • Self-Centeredness and Inculpability: Clearly cares only for herself as shown by how she threw away even her most devoted allies, and whines about "revenge" against people who retaliate against her cruelty (if you pay close attention to when she begs for mercy, you'll notice she never once apologizes for her actions, a clear sign that she's completely remorseless).
  • Excessive Pride: She thinks she is meant to be queen of Melromarc despite obviously not having the kingdom's best interests at heart, leading her mother to choose Melty as her heir instead, and even going so far as to refer to herself as the future queen in her magical arias (while flimsily denying it).
  • While Malty does seem like a high-functioning example at first, it's only because she has her father, Motoyasu, the Three Heroes Church remnants and Tact protecting her from the consequences, and she's nowhere near as smart as she thinks she is. Once she loses all her remaining support, she's doomed.
• Survival of the Fittest villains can quite frequently be sociopaths, with characters like J.R. Rizzolo and Jacob Starr being prominent examples of these traits. In spin-off The Program, Brigadier General David Adams has all the hallmarks of being one, given he doesn't seem to care at all about the imminent deaths of the students.
• Tales from Cherryshrub, Mississippi:
  • D'regorra a multi-armed eldritch god who enjoys trapping people who entered her catacombs and adding them to her "Wall of Pain" a tapestry made of the still-living bodies of her victims.
  • Ash Mystique from The Illuminated Ones runs a cult where he convinces his followers into believing that he was the reincarnation of Christ, Moses, Confucius, and Buddha. Whenever there is a hint of dissent, he would immediately quash it as evidenced when he sentences a family of 10 to burn to death despite their pleas for mercy. He also impregnated several women with eldritch abominations.
  • The Popobawa is an evil spirit with a sick love for rape and hunts those who deny his existence often taking him to his pocket dimension to torture them and threatens further torture if they do not share what he had done to them to others.
  • Two-Toed Tom a Serial Killer in the form of an alligator who murders the hunter's children out of spite before killing other people in the town.
• The Veronica Exclusive gives us Jane Dean, an intelligent, manipulative, charismatic teenage girl who has very poor impulse control and sees no problem with killing people for being bullies, or plotting to blow up her school. Her only genuine connection is with her girlfriend, Veronica, but it's clear she doesn't really know how to empathize with her, and frequently coerces and manipulates her into being her accomplice. Given that she was willing to murder Veronica for leaving her, it's hard to say whether she genuinely loves Veronica (albeit in a deeply unhealthy way) or if she's just desperate for company and affection. Or both. She also did love her mother — it's implied that her death is what broke Jane into being such a monster in the first place, though she clearly had a screw loose right from the get-go.

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