Well, I logged in just to comment on your post. Wow, I am blown away by your analysis and comments. I feel like I could have written them myself, if only I were as able to express myself and my thoughts so well.
I really don't have anything to add other than encouragement. I loved reading this post. I love following along on your analysis and now your approach as you go forward. So please don't shy out on us now, we WANT to see posts like this from you!
I have always admired your style, I think it's much more put together, more thought out, more "oh, I just threw this on and look fab" (knowing that you probably had to work a little to achieve that look). But you still have variety and don't resort to a uniform like I do. I think there's some sort of balance between creativity and uniform dressing, I'm searching for it, so if you figure it out will you let me know?
I'm feeling a little like you, too, in the accepting my look, my day to day life, my clothing needs and not wanting more for the sake of more. Right now my closet is in a state of flux bc we have family living with us and just moved. I'm feeling really powerless over my wardrobe, partially bc half of it is in the spare room (where the family members are staying) and half in the master bedroom. But to be honest, it won't all fit in the master anyway so I'm back to - probably time to minimize and chuck the crap I'm not wearing but stupidly hang onto anyway. I, like you, want fewer pieces, but the RIGHT ones. Sometimes it's hard and we won't be perfect in every decision we make, but we CAN stay away from the impulse buys, the trendy crap that we wonder later "who the F bought that 'cuz it sure isn't my style."
Rambling now, but anyway, please keep the posts coming.