I went through a stage when I bought lots of clothes on impulse (call it retail therapy - I was having a very difficult time) that were not even that nice.
That period has passed but I still make mistakes. My biggest one is shoes - so many times I have bought shoes that turn out to be really uncomfortable. I was just thinking about this today because I bought some new boots recently, after a lot of consideration, that I thought would keep my feet warm and comfortable. Wore them today for the first time and the lining is itchy, and they feel very stiff!