Basically, Ugly Americans. (TV show aired in about 2010. New York is owned by Hell Inc, a subsidiary of Yamaguchi Enterprises Ltd. Demons integrated into society through the Articles of Integration. Demon on demon violence is legal, because it's an important part of their culture. Most demons are manufactured, but the ruling caste are born. The current CEO of Hell is Aldramac Maggotbone, whose daughter, Callie, works at the Department of Integration under Twayne Boneraper, whose mother was supposed to marry Aldramac, but he jilted her and ran off with a human.

The story follows Mark Lilly, a monstrous human being who fancies himself virtuous. He abandons children regularly, fetishises eggs to the point of obsession, plays white saviour when he feels like it (usually in complete ignorance of the situation, thinking he knows best,) but abandons everyone at their most crucial moment, regularly commits murders, and lies, cheats and steals every chance he gets. With such an abysmal track record, he is irresistible to Callie, whose human half is drawn to Mark's milquetoast facade, and her demonic half is drawn to the hideous reality of his well intentioned super evil behaviour.

The entire series is a commentary on "the path to hell being paved with good intentions."

Whilst I have been technically correct in everything I just wrote... The series doesn't actually do anything with any of the depth I just hinted. It's just a dumb "one gag per week" sitcom. Some good laughs though, and OP might enjoy it.

Ugly Americans' sick, cynical outlook is basically what paved the way for later shows such as Rick and Morty.

The way I understood it, crocodiles evolved before sex determining chromosomes like X and Y, or sex determining ploidy as seen in some plants and formics.

There's no reason for them to change the way that they do things, do they haven't.

"You were right." Said the alien to his colleague.

"Of course I was right. I wanted a hundred 'senators' from this planet, but given the circumstances, I'm willing to settle for four. We can breed them up if we want more." Came the reply.

"Oh we definitely want more." The first enthusiastically responded. "They've worked wonders for morale around here. They're so upbeat and affectionate. What was their species called again?"

"They don't have a species name, but one of the nonsentient vocaloid species on their homeworld calls them: 'dog.'"

Gordon Freeman

For the first time ever, the creature's behaviour changed. His grin fell, his eyes widened and his hair stood on end. Then it spoke it's first ever words to me:

"Keep walking, just keep fucking walking and maybe they didn't see us. Keep fucking walking."

This was strange change in the creature's mannerisms sent a chill up my spine. Suddenly very nervous, I kept walking. It wasn't until I was three blocks away that I realised I was alone. As in - properly alone. For weeks, that thing had been following me around like a bad odour, but now it was gone. I looked around, and didn't see it anywhere.

To this day, I still have no idea what any of this means. What was the creature, who was the woman, and why did the creature leave? I'll be pondering those questions until the day I die.

Well, we had a moon... sips coffee ... It fell in the hole.

-President Tomska

"Anyway..." Said the dark skinned chef, in his delicately accented tone. "That's how I invented chicken vindaloo."

"Seriously... Angels, demons, and things that my ignorant, Western White Guy ass can't even name... What the hell are you, anyway?"

"I'm a Nuckelavee."

"A knuckle-lavvy, huh? Fuck off and come back when my fingers need a piss."

"Don't you want to know WHY all of us freaks keep hounding you?"

"I already know."

"Wh- Wait, you do?"

"Yeah, and that knowledge turned me into a complete asshole."

"... How?"

"Because knowing it gave me a greater understanding of the nature of my own existence and that of everything else and the futility of our existence is far more pathetic than you can possibly imagine. The reason why you hound me is closely connected to that indisputable, yet relatively unknown fact. You just don't realise it."

"Wait, that isn't what I heard. I heard that we're all chasing you because you alone understand the true nature of the universe. You have a wisdom that even the fae lack."

"That's a half truth viewed through the lens of a creature that only sees half of the picture."

"Enlighten me."

"You don't exist."

"Ah yes, that has often been said about cryptids and mythological creatures. But I'm standing right here. I actually do exist. You can see me. You can SMELL me."

"I don't exist either."

"Okay, you lost me."

"Nothing we can perceive actually exists. We are but words on a lip, text on a page, a passing thought which will be forgotten."

"So... d-"

"The reason why you hound me is because OP decided that was the way things had to be. There is no reason for anything in our world aside from the whims of higher beings far more powerful than you can possibly imagine. Every breath we take and every thought we think was decided by them. We are but cosmic puppets manipulated by something of incalculable power and yet, weaker than we know. Mortal, fleshy human beings."

"So..."

"Nothing exists. And our world is going to end. As soon as the puppeteers stop pulling our strings, we cease to exist. We return to nonexistence and our reality falls."

"When?"

"Now."

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