I've refrained from chiming in until now because I wasn't clear what your goals were and thus how anything I could say might advance them. But now I have a couple of thoughts.
It appears to me that you are trying to discover your own style, and rather than doing it as an intellectual exercise (reading and analyzing in the abstract) or a visual exercise (Pinterest), you have chosen to analyze your current wardrobe to discover your style preferences. Coupled with some reluctance to let go of items that might serve you in the future if not now.
Allow me to share some processes I followed when I first started getting a handle on my style, with similar objectives.
The first thing I did was to move all my clothes to one part of my two-part closet. Only after they were worn did I put them in the other side. This was a more visual version of the backwards-hanger technique.
By the second month, it was really obvious that I reached for the same colours and natural fibres again and again. Eventually that made it easier to let go of items that only met some of my standards. (Interesting to me at the time, this included most gifts and hand -me-downs, and things I bought that MIGHT be useful because I couldn't resist the price.)
Once I had narrowed down the stuff I actually wore, I started paying attention to what I wore with what. I came across the idea of capsules. It's used much more broadly now, but I understood it to mean a group of items that can be worn together in different combinations, unified by something such as colour scheme.
I discovered I had two such capsules in my wardrobe: all the tops, bottoms, and toppers that went with a taupe, red, and black plaid shirt (and each other), and one based around a navy and blue print dress, with several other blue printed items in that capsule. One thing that eventually helped me do was pass on the expensive down winter coat in teal that fought with everything I wore it over.
Perhaps a similar approach to analyzing via what you already have and wear will help you move forward.
Cheers.
O