Brooklyn, thank you for the thoughtful and helpful response. Glad I'm not the only one who struggles with descriptors. You are right that just one style doesn't cover all the bases. YLF is helping me find some common themes - "playful/fun", "casual", "sleek" and "details" definitely make me happy.
I love the idea of signature elements, and using them to explore new areas. Simply brilliant. You explain it clearly, it make perfect sense, and I am going to use it to help guide my decision. Thank you again!!
Sal - I tried on a few mid tones today (greens, turquoise and even some rich pink shades which have not been on my radar) - I liked them, but the fit wasn't there or they didn't fill a need, so no purchases (being patient!). And I measured the straight legs I like in my closet, and sure enough, anything that wasn't 15" wide at 18" of inseam, I did not like in the fitting room. So now I have a useful rule of thumb.
Windchime - I donated/consigned 4 things today and it felt so good - now I don't have to think "if only I altered this, or got that piece to go with it, I might wear it" every time I see them. No more mocking me!