I change my kids' clothes a dozen times a day. I don't know why I don't let just let them run around 1/2 naked . . . I mean, does anybody really care?? N is at that age where he has so much fun feeding himself -- but every meal means that he is covered from head to toe, plus the high chair, and the floor all around him. So, after every meal, I'm changing his outfit.
Unfortunately, C would never go for it. He must always be wearing pants/shorts -- and don't even TRY to put a sleeveless top on him.
I have this insane thought that people will see us out and think "Oh, look, she looks a wreck, but at least she makes sure her kids look cute & their clothes match." Often, DH will dress them and I will re-dress them before we go out because he'll do things like put a pj top on with shorts, or choose a top/shorts that just don't match.