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Hello, I know this is probably quite out there but have you ever considered Reaper/Nightmare-?
Ohohoh, you bet I’ve thought about them.
Goodness gracious there’s so much potential. Reaper has gone almost entirely unexplored outside of Geno and Life. The content with Error is mostly about how he used to be Geno.
But Nightmare? The King of Negativity himself? Listen. Death undoubtedly brings angst of all kinds. Reaper’s quite aware of it, and it’s part of why he doesn’t like his job. But then this dark figure starts trailing him. Doesn’t even bother with being out of sight. Just hangs around in the shadows and watches.
Surely, that would garner at least some curiosity. Nightmare has a powerful presence, and can back it up literally and figuratively. Reaper is on a similar level, being a god of death. He’d eventually ask, and Nightmare would happily oblige in being a dramatic bastard and introducing himself.
One of the differences between them is how they interact socially. Reaper is aloof and takes things lightly. Sure, he might flirt occasionally, but the point would be the pun, not the intent. He’s very much used to others not liking him, so brushing it off casually is his way to deal with it.
Nightmare, on the other hand, is far more serious. He’s feared, but also respected by those he has power over. He didn’t have the established god status that Reaper does, and therefore gained control through negotiation and clever words.
My point? Reaper is an awkward pun lover who aches to have any sort of proper connection to another being, while Nightmare is a demigod king who knows he has power and flaunts it, who might also be a bit lonely despite his knack for getting into someone’s mind.
I’ve certainly considered them, and they’re not as “out there” as you’d think. :)
(Oh, y’all? When you ask for headcanons, it would be appreciated if you put a prompt in so I’m not floundering too much for a place to start. Thanks! <3)
-Mod Goof