"Hillary made me feel emasculated"

While I can't explain Kanye, I do know he's a grown ass man and makes his choices.

Maybe it's mental illness, maybe blaming mental illness is the wrong approach. Maybe he has been an asshole and cornball all along, and blaming mental illness is pathologizing his personality flaws.

Prior to 2016, Kanye was known to revel in being offensive. He lacked humility and a sense of boundaries. At times that produced some good art ( an opinion some won't share but art, after all, is a matter of taste, and I've enjoyed some of his work) Bucking social norms and being contrarian is nothing new for artists.

At times Kanye's antics have been amusing and good for dank memes, but what I'm seeing no longer makes me laugh.

His reasoning for supporting Trump was fucked up but honest. It's the most honest reveal from a Trump supporter I've ever come across:

It all boils down to: "Trump made me feel like a real man, and any focus on women emasculates me", it doesn't get more accurate than that when it comes to 2016.

See also:

"All this talk about black lives matter makes me feel uncomfortable so I'll vote Trump"
"All this talk about dreamers makes me feel left out so I'll vote Trump"
"All this talk about people who don't look like me is a waste of my time"