I find it very useful to do a wardrobe reset once in a while.
I start by making my bed and then I take out clothes one by one and put them on the bed if right now they fit properly, are suited to the weather, appropriate to this season of life, in good repair, etc. They also have to be wearable as an outfit, so if I can’t wear them because I don’t have the right height heel, or I need to buy a vest because a top is see through, I put those items to one side hanging on the door frame.
Then I take out anything that isn’t seasonal and pack it away. I keep it in boxes in the bottom of my wardrobe. I have space designated for sentimental items, things that don’t fit, but might one day, and things that don’t fit my life right now but might one day. I pack these favourites first, which makes it easier to be sensible about donating what’s left.
The only things hanging, or on shelves are clothes I’m wearing day to day. I designate a place for various categories - eg there’s only room for ten t shirts, so it’s favourites first.
I’ve done this for years, and with friends, and it is always surprising to realise that despite having loads of clothes, we often have less to wear than we think. For instance, it’s very typical to have jeans that are too small, or unfashionably shaped, or some that need a particular boot or heel height, and find that despite having 10 pairs, there’s only 1 or 2 that are currently wearable.
The next thing is to take a look at the almost but not quite section, hanging on the door frame. Make a list of the things you need to buy to make those things wearable. It’s usually a very boring list but it is the key to creating a high quality, stylish wardrobe.
From now on, when you shop, either consult the list, or if you want to buy something new, only do so if you are going to be able to wear it as part of an outfit. Either you have the rest of the outfit already, or you buy what’s necessary. Buy the best quality you can reasonably afford.
An aspect I haven’t mentioned is that sometimes we have clothes that fit, look great, are appropriate etc but we still don’t wear. Pay attention to your subtle reactions and eliminate the word “should” from any clothing decisions. Often we have a strong drive towards texture, or comfort, or fit, or colour, or a look, or a vibe. If possible name it. It’s easier to shop well if you can name what feels right to you.