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Perhaps saying "could care less" when meaning "couldn't care less" is like saying "You bad!" when menaing "You're very good."
I once tried to catalog all the words that were used to mean "good", e.g. neat, cool, good, & bad were some of the words on that list.
I also find it interesting when people use the word for cool differently. It's pronounced cool when refering to temperature but "kewl" when refering to attitude.
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