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Can someone please explain how "I could care less" and "I couldn't care less" can possibly mean the same thing?

LOGICAL ANSWERS ONLY, PLEASE.
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joe438 · 61-69, M
With “couldn’t “ it’s more grammatically correct. The other way is sloppy/casual/sarcastic but we all know what you mean when you say it.
MaryDreamilton · 46-50, F
@joe438 How do you all "know" what I mean when I say "could care less"? For a start, I don't say "could care less" and I've used it tonight in my Q & A simply to make a point and be a bit sarcastic as well. I say what I mean and I mean what I say. I call a turnip a turnip and I see no reason to pretend it's a tulip. In other words, COULD CARE LESS and COULDN'T CARE LESS are OPPOSITES and you all know that because it's LOGICAL.