First off, a few weeks ago, when I saw your post dressed in earth tones, I was verklempt....you looked amazing! Now, I think you look great in many of your black/grey dominant posts, but this seemed just, well, right. Not that the other was wrong, but better, and more alive? I may not be expressing myself very well, but I do think that the earth tones are a good way for you to veer.
As for my personal color journey, it began many years ago after I lost a great deal of weight, and had to put together an entire new wardrobe. I did start with the color theory thing, and it worked for me, but I went with how clothes "made me feel" . This was a new and strange thing for me, because when you are very overweight in the 60s, 70s and 80s, you bought what was available in your size. Which was navy, grey, and weird shades of pink. Sometimes brown or taupe. Between school uniforms, and the "only thing available", I came to detest navy blue. And I don't wear it to this day. Grey is a recent banishment. Taupe is a recent addition. I do wear black, because I did not wear much black in my overweight days; I don''t know why. Now I wear red, denim blue, black, and touches of taupe, golden yellow. Very little pink, or purple. Teal when I can find it. All these colors make me happy, and I look good in them because I feel good in them. At this point, I know when I look in the mirror if something looks good or not. It has taken me 32 years to reach this point.
I look forward to seeing your evolution!