I wonder if he just doesn't realise that other people can see the sides of his head?
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At what level of contrast does it technically become wearing blackface?
I think he's well past that limit, he must be using boot polish to get that level of colour
He can, he's just lied to himself for so long he doesn't see reality like you and me.
At some point in his journey of body dismorphia he's convinced himself that this is the right way to apply whatever makeup he's using. I just would have thought that for someone whose life must be so heavily curated, someone in his gaggle of support crew would have resolved this. He must be actively making it this way and firing anyone who suggests it looks ridiculous.
Oh, freddled gruntbuggly...