I've often wondered why the apostrophe causes so much trouble, sometimes I think the mistake is made deliberately to seek attention (like the sign in the articl

I've often wondered why the apostrophe causes so much trouble, sometimes I think the mistake is made deliberately to seek attention (like the sign in the article). I say this because I was always way down low near the bottom of the list when they handed out the English marks at school. Thus, if anything I should be among those who keep putting it in the wrong place! That said, I often mistype its and it's when I mean vice versa, and occasionally its' but I usually pick them up on a proofing of what I've written. Occasionally, I miss one that I've posted online and I'm quite mortified if I am unable to correct it. (It's important to use the apostrophe correctly because its misuse distracts readers from the text they're reading.) I can even remember the day in primary school when we were taught how to use the apostrophe. The day was unusually pleasant and we had our lesson outside in the playground. The teacher taught us what I think has to be one of the simplest rules in English grammar and that's the use of the possessive apostrophe, which is to just ask the question who or what owns something, and that's where you place it. A single boy owns a book, so it's the boy's book; multiple boys own a boat so it's the boys' boat. Pretty simple really. Its and it's is a bit more confusing but if you've forgotten the rules all you do is to see if you can substitute it is. For me, the most grating misuse of the apostrophe is when it is used to indicate plural such as I have many orange's. Some rules are a bit confusing and some have changed over time but they're few and far between. For example, there's an old building of Victorian vintage in a town near me that's called Kiss's Building, today we'd shorten that to Kiss' Building. So what gives? Why do so many people find the apostrophe so difficult?