I have made a list of items I need and when I listed up my purchases so far this season I can see that I have managed to stick to it quite well. The problem is that I keep second guessing my choices and think that in some cases I have been too quick to settle for items that are right in theory but that I don't necessarily
love.
I bought a pair of ankle boots last month where I think I let practicality rule too much, for example. I have been looking for just the right pair for a really long time (I think I have much the same criteria as you actually - I also prefer men's boots but for size 35 feet that's obviously impossible), and finally found a pair online that I liked the look of and made up my mind to get them. When I tried them on in the store however, something about them didn't feel
quite right, but I rationalized that they would be super practical for wet Norwegian winter days (which I am sure they will). I've worn them a few times and they are super comfy, but I just don't love how I look in them. They are to chunky/heavy for what I wanted, my feet look huge in them and they make me feel short and fat. I obviously should have trusted my gut when I tried them on, so I guess this is a lesson. They weren't as expensive as your Balenciaga boots by far, but still not cheap so I am really kicking myself over it.
Another item bought recently is a cardigan from H&M. After analyzing my wardrobe I decided that I needed a long cardigan to get more wear out of my skirts and dresses this fall. I have been looking around at different options but have not yet found anything that I like or that fits me well enough to spend a lot of money on. I ended up getting one from H&M, and I wouldn't say it's a
bad purchase as I've already worn it lots both with skirts, dresses and jeans and it has multiplied my possible outfit combinations,
but obviously the quality isn't great so I know it won't last me that long. It's exactly this kind of purchases I am trying to steer clear of, so I am still trying to justify it to myself!