- 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.
- 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.
- In the MSF High Forum, Seram Rosenbyme is meant to be one. Whether or not she can stay written as one of these, when she is engaged, is an interesting conflict for the player, and is likely to cause severe character drama in the future. She does not possess the lack of long-term planning, but definitely lacks empathy.
- The Nostalgia Chick, especially with the "not understanding boundaries" thing. What's wrong with installing cameras in your friend's bedroom?
- 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.
- 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.
- 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.
The Sociopath / Web Original