I've been doing searches of the forum and blog when I have a fashion-related question, and it's really interesting how several poster's style has changed too.
It makes me wonder how long something actually lasts when we 'buy for permanence' rather than at a more mid-range price point (taking into account discounts/sales as well - I consider buying very discounted items that were originally marked higher as mid-range buying). At every Goodwill are rows and rows of leather women's shoes, that fell out of style before they ran out of wear.
I feel like there are processes of expansion: trying new things, expanding options, accumulating a wardrobe, and processes of contraction: winnowing down to one cohesive look from the options in the closet. I can see that during a contraction phase buying fewer things but often at a higher price point (because you are being very selective to fill a very specific wardrobe hole, and get more mileage out of each new acquisition) makes sense. But I'm not sure that it really makes sense, for me at least, at the expansion and experimentation stage. Especially if my cost per wear goal is under $1.