Thank you all so much. Some great ideas and thoughts here.
Thank you, Marin. And yes, I think you are right that I can use some mid-tones to bookend -- they don't have to be super light. So I will definitely consider a mid grey or mid taupe. For pants as well as footwear.
Gigi, I think I saw the cords you mean. I might try them. Thank you.
Deb, alas -- those boots would be too tall and too wide in the shaft for me. I am really hard to fit in tall boots.
Gaylene, thank you; I thought of Angie's great post. I do have a light taupe bag that I can use to bring some harmony in. But I find it doesn't work all that well on its own, i.e. without other taupe or at least lighter elements in the outfit. Or at least it doesn't work when I try to combine colours. It's good with all black or all navy -- that works. Excellent with those and my darker taupe leather jacket. Not so good when I try to wear denim and a coloured top. Plus...my bag isn't always with me. I am in search of a wide taupe belt which could do the trick.
Aida, thank you for those suggestions and the inspirational pins.
"Often I throw bookending out the window entirely, however with very fair skin and very dark hair I can kind of cheat because I always have at least a little light and a little dark in any outfit. I think for incorporating lightness for you it's going to be more a question of OVERALL balance, rather than simple verticality."
This is the issue, exactly. Aiming to find that balance, still....
Angie, Zap - I'm actually looking for both. I think the tall boots will be a HEWI and that is okay. For now I would settle for some booties -- not super dressy, not super casual -- the kind I can wear in my daily life. Not rugged. Not "urchin" (not sure how that word crept in, but it's not part of my style description.) Refined and simple. Low heeled but not completely flat -- that doesn't work for me.