Etymology

asshat

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Today it means: An obnoxiously ignorant person; a fool. Full definition →

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The story

From ass + hat, from the slang expression have one's head up one's ass, thus, wearing the ass as a hat. The term is extended to people who are clueless or bumbling, who don't understand what is going on.

Etymology from Wiktionary, CC BY-SA 4.0.