How we approach tasks, whether menial or significant, is interesting and I always wonder what it says about who we really are. For instance, my son always gets naked and puts his socks on first. I find this odd for the obvious reasons and when I asked him about his method his reply was, "I start at the bottom, work my way up, and that way I don't forget any pieces." What stops him from also putting on his shoes is that he tried it once and found it too hard to shove everything through the holes in his underwear (assuming underwear was going to be part of his day). At any rate, he revised his system a bit and it works for him.
I guess we all have methods that work for us and they don't really need to make sense to others, unless what you are doing is affecting someone else. How Thing 2 arrives at getting dressed doesn't really matter. But I don't impose my will on it and that is what really counts. In fact, it's a major milestone in our relationhip and I like to think it will pay off as silly as it sounds. Too much of his own little world is dictated by the big people of his world and the parameters of school. No matter how many rules get thrown his way, Thing 2 always seems to find some little way to tweak it so that it looks like he is following the rules...but barely. He just doesn't like to do things exactly as expected. He has a light in his eye and a ready smile for those who notice and I love to see people who catch it and appreciate it. He will learn all too soon that this won't always fly, but part of growing up is making these judgements and dealing with the consequences.
So now I smile when I know he's dressing. As much as I worry about his rogue behavior, I think, "This boy, my boy, is going to be just fine. He is always going to find a way to make something his own and he is going to be more than fine."