His asshole

His asshole means exactly what is says. It’s yo mans asshole so yeah.

Jamey: what did my mans mean when he said his apple booty hurts..?
Angelica: His asshole?
Jamey: his what?-
Angelica: the hole in his ass, dumb bitch.

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Difference between his asshole and a hole in the ground.

A metaphor relating to a stupid, ignorance, and educated person that can not distinguish similarities between items or objects.

George is so stupid, he don't know the difference between his asshole and a hole in the ground.

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Tripped over his own asshole

Someone that is super ignorant, super hateful and super motivated by cruelty. The have become such a large asshole that they can actually trip over it.

When he said, " We birthed a nation from nothing. I mean, there was nothing here. I mean, yes we have Native Americans but candidly there isn't much Native American culture in American Culture," he literally tripped over his own asshole.

Like Satan Crawled Up His Asshole

To describe an instance of one being so unbelievably angry, that such anger is unholy.

"Sometimes, when Josh rages, he gets so unequivocally, royally pissed off, that it's like Satan crawled up his asshole. It's actually quite frightening."