Oh goodness, my fall/winter wardrobe IS a hole at this point! Just to get through the winter I need to reorder a new size in a coat, buy some winter boots, a scarf or two, a good hat, a couple of layering t's, a button down, and one or two sweaters. I have one tunic/dress that is really a winter item, but I don't have the skinnies or boots to wear under it, although I have an orphan scarf that only goes with it.
For spring/summer I have three pieces languishing in my closet that I can't wear because two need tops and shoes, one needs a jacket and shoes. I will need some new t's and lightweight or short-sleeve layering pieces like cotton blouses and sleeveless items.
Shoes are my constant battle. I definitely need some sneakers that can be worn with casual skirts, shorts, and jeans. I need a new pair of sandals that can be worn with skirts. I need new cowboy boots, and I am thinking something interesting this time around. I also need some gear boots and new swimsuits.