What kinds of phrases with 'of' in them sound particularly odd if you turn them to possessive-with-"'s" forms? e.g. 3rd of May -> May's 3rd It's made of plastic. -> It's plastic's made. What a lot of nonsense! -> What a nonsense's lot! I'm thinking of you. -> I'm your thinking.
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It was the times' best, it was the times' worst.
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running out of time turns into time's running out, it only looks and sounds normal
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I was going to go all in on blaming dependent prepositions (think of, because of, nothing of), but there's nothing objectionable about the box's outside. Perhaps because the think-outside-of-the-box phrasal unit requires distinguishing the reviled box from the hallowed exterior?
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