Dd is dresses/skirts only, so her winter wardrobe looks like this:
7 long sleeve dresses, 3 pair tights, 4 pair leggings, 4 pjs, 4 t-shirts, 2 sweaters, one pair of tennis shoes, 1 dressy shoe, 1 pair snow boots.
DS- 4 pair nice pants, 2 pair play pants, 4 collared shirts, 4 long sleeve t, 2 sweaters, 1 pair tennis shoes, 1 dressy pair.
I stock up when stuff goes on clearance, so by the time the stuff wears out they are ready for the next size. I generally try to keep their wardrobe as little as possible so stuff actually gets worn!