Picture a little devil leaning over a desk, working something out and enjoying it. That figure has three things about it: it means harm, it is very clever, and whatever it makes is hard for everyone else. English takes one of the three each time it uses this word. Sometimes only the harm is left, sometimes only the cleverness, and sometimes only the designed difficulty — which is why a fiendish crime, a fiendish plan and a fiendish can all come from the same word without each other.

可以想成有一隻小惡魔趴在桌上,一邊算計一邊偷笑。這個身影身上有三樣東西:他存心害人、他非常精明、而他做出來的東西別人都很難應付。英文每次用這個字,通常只取其中一樣。有時候只剩下惡意,有時候只剩下精明,有時候只剩下那種「一看就是被設計過」的難度。所以 fiendish 可以同時形容一樁狠毒的罪、一個高明的詭計,和一份難到爆的填字遊戲,彼此並不衝突。

From the word’s history

Fiendish is simply fiend plus the suffix -ish, the same -ish as in childish and foolish, meaning 'like a ...'. So the word literally says 'like a fiend', and a fiend is a devil or evil spirit. That is why every use still keeps some part of the devil figure, whether it is the malice, the cunning, or the sense that the difficulty was put there on purpose.

fiendish 就是 fiend 加上字尾 -ish,跟 childish、foolish 是同一個 -ish,意思是「像⋯⋯一樣」。fiend 是惡魔、邪靈,所以字面就是「像惡魔一樣的」。這也是為什麼它的每一個意思都還留著惡魔身上的一部分:有時候是惡意,有時候是精明,有時候是「這難度一定是有人故意做出來的」那種感覺。

Wiktionary etymology supplied in this evidence packet (kaikki:3f6f69a190036ae4:570196548:11431): fiend + -ish (Old English -isċ < Proto-Germanic *-iskaz).

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