Moral Event Horizon in The Venture Bros..
- Many of Dr. Venture's actions are examples of the sort that would normally qualify him for crossing it. He's the star of a Black Comedy, however, so it's more funny than repulsive thanks to much Refuge in Audacity.
- Rusty, in the first episode, removes a dog's skin (his own dog no less) because a makeup company wanted to find a new way to test makeup on animals. To be fair, it was to prevent the dog from dying, but that's still pretty horrible.
- It's pretty much telegraphed that Tim-Tom and Kevin killed 24.
- Limb releases The Monarch's prison mates just so that he can hunt them down like animals.
- Molotov Cocktease crosses this twice: first at the end of season three, where she puts a bounty out on Brock Samson's head and tricks him into thinking OSI was the one responsible. Manipulating Brock just to further her career was more impressive than it was unforgivable... but in Operation P.R.O.M., she went and not only chose someone else (Monstroso) over Brock after long acknowledging his affections for her, but was also willing to die with him. Then, just as a final "screw you" to Brock, she told him if she were to die, the Blackhearts were ordered to kill all of Brock's friends. They only survived because Dr. Venture used mutant Spanish Fly on them. Which turned them into mutant Spanish flies.
- The senior Dr. Venture has done several things that may qualify. His actions once caused a group of orphaned children to wander below his home for over 20 years, which he conspicuously did nothing about. One wonders if this is potentially worse than his son's machine that was powered by the heart of an orphan. Making the thing with the orphans even more disturbing, it was very common for Jonas to make a project that risked the life and limb of others, and then promptly forget about it, sometimes midway through, giving him ample material for his section on this page.
- On a more intimate level: acting as Rusty's therapist so that he could belittle his own son and tell him how ungrateful he was for not enjoying a life of constant danger, kidnapping, and isolation from his peers. If you didn't already think he was worse than Rusty, this about clinches it.
- Creating an AI with full access to a nuclear silo was a pretty idiotic move to begin with. Not to mention he trapped the miniscule Dr Entmann in her control room for decades as well.
- And then there's the Morphic trilogy, (Season 7, episodes 1-3, if you're wondering) which reveals the depths of his abuse of the Blue Morpho, a man he (allegedly) considered a friend. Said abuse may very well rival if not outright beat his abuse of his own son. Where to begin?!
- Led his friend into various orgies, then used a sex tape of said orgies to blackmail him into becoming Jonas' pet psychopath, doing unspeakable things. Said unspeakable things ranged from seducing Dr. Z to murdering an arch.
- Also, he had sex with the Blue Morpho's wife. Maybe. The movie says he just foisted a failed Rusty clone on them to give them a son, but the intitial interaction between Jonas and the Blue Morpho still implies that the two had sex.
- Upon the Blue Morpho's "death," he built him into the borderline-lobotomized cyborg Venturion, an act that disgusted his normally sociopathic friends then — after Venturion had a psychotic break, literally throwing what was once his friend in the trash.
- Then, after Venturion/Vendata/The Blue Morpho reappeared, Jonas Sr. attempted to steal his body. All the while acting like he'd done the Blue Morpho a favor or acting like he was the ungrateful one.
- Dr. Impossible using his ex-brother-in-law, a failed experiment who is constantly on fire (and screaming in pain) when awake as a green energy source to power his skyscraper. It says something about him when he thinks being green makes it morally acceptable. The Phantom Limb says it's basically the most deliciously evil thing he's ever seen.
- Monarch's committed several deeds that may qualify as candidates for his crossing. Most notably, his forcing a prostitute to run a dangerous gauntlet inside the cocoon after they have sex was supposed to be one, but the sequence's Red Dragon homage and Monarch revealing that he stole the polar bear from Lost to serve as a guard-bear, made fans laugh at it instead.
- In the season six premire, the Sovereign masterminds a plot to destroy the Gargantua 2 space station/casino hotel, to kill hundreds of the civilians on board so he can escape having to pay for his Deal with the Investors.
- Copycat crosses this in Season 7 when he sets up the villains under his leadership as decoys, so he can make off with Dr. Venture's teleporters for himself while leaving them at the nonexistent mercy of Brock Samson.
