Ok so I think it's time to ask the big question...
...
WHO'S THE BETTER FABULOUS SUPERNATURAL RED TRANSVESTITE??

HIM?

Or Grell?

Ok, here are my arguments:

Cartoon vs Anime:
•HIM has been around with the Powerpuff Girls on Cartoon Network since 1998.
•Grell Sutcliff has only been around with Black Butler/Kuroshitsuji since 20o6 (manga version).

Powers:
•Grell is a grim reaper/shinigami with killing intent, psychopathic tendencies, and a giant chainsaw.

•HIM is literally Satan (or a demon at the very least) whose true form is associated with the apocalypse, whose very name is too terrible to even say, and who also has psychopathic tendencies.

Appearance:
•Both are over-all associated with the color red.
•Both have green eyes.
•Both have pointy teeth(not always in HIM's case)
•Grell is pale with long red hair, glasses, red coat, brown vest, white undershirt, black pants, small-ish heels, red and white striped bow tie, and chainsaw. He has a higher pitched voice that is still semi-masculine.

•HIM's skin tone is completely red. He has short black hair, black beard, pointed ears, makeup, red minidress with black belt and pink boas on the bottom and around his neck, dark red claws instead of hands, and black hooker heels that rival even Sebastian's. He has a hypnotic higher pitched voice that deepens to a demonic tone when he's angry.

Costumes:
•I was Grell two Halloweens ago (2014) and it wasn't as fun as I had hoped.
•I'm going to be HIM this Halloween (2016) and it seems like it's going to be super fun.

Ok, enough with just them. What about their two shows in general?

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LETS PUT IT THIS WAY
I might be reaching with this next part, but just hear me out on this...

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Do you know about that one animated show?

The one with kids solving crime?

They have that smart adult with black hair that always dresses nice on their side.

And that one rich bitch who wants to ruin everything.

They take orders from that one old person...

...with the really hot assistant.

And there's also that creepy red guy that causes trouble and likes the adult.

You know which show I mean, right?

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... I have no clue what I just wrote ...