Oh, I only wear sundresses when I can go barefoot. 
Nope. We pack, generally, by destination, not by person. So, we’ll have a small bag for our hotel on the way down, a couple of bags (plus toiletries) for our final destination, a bag specifically for days we are visiting my parents, and another small bag for our hotel on the way back. (Sometimes, the bag on the way down is one and the same with the bag on the way back up.) HOWEVER, we do have packing cubes that we put into the bags to keep each individual’s clothes separate.