"I could care less" bothers me quite a bit.
Yes, that bugs me too.
I'm confused. Do you mean you dislike it when people mistakenly write "would of" instead of "would've" or that you dislike it when people speak the contraction "would've" instead of saying "would have?"Would of. As in "I would of said no." I could imagine myself punching someone every time I hear that.
Not so much writing, but saying it aloud and thinking it is the correct phrase. The most annoying of late was someone correcting my grammar starting with the sentence "I would of said it this way..."
Do you mean people actually say "would of" as two distinct words rather than just saying "would've" all at once? If so, I can see how that bugs you.