Thanks, Ledonna! I'm inclined to agree with you on the tops. I need to look at the condition on the skirts and think about whether they really work for my lifestyle now--I'm finding lined skirts (which both of these are) feel too formal for my current job.
Joy, I am definitely buying new things, too--a lot of new things! I was starting from almost scratch with a closet full of worn out stuff that didn't fit. Right now, I'm kind of doing a cycle of buy some stuff, do some culling of the worst stuff, repeat. Total size of wardrobe is about 50 items, including shoes but not including other accessories--it doesn't feel big enough right now. I have bought a lot of tops and bottoms over the last few months, and now I need to work on filling in holes in shoes and other accessories.
unfrumped, good question! I am definitely evolving. I've been building things around color, since everything I had felt dark and too neutral. Favorites right now are tomato red/orange, olive, and emerald green. This skirt from Ann Taylor is probably my favorite piece of clothing right now: https://www.pinterest.com/pin/224405993907078280/ (though that styling is too preppy for me).
I was officially the last person to get on the skinny jeans train and am loving the two pairs I've bought. And I'm also finding that I like to wear skirts and dresses a lot, and finding ways to make that work with an unpredictable job and unpredictable Chicago weather. Like maximalism; hate drape and craving the return of waist definition, since my waist is one of my best features. Will try to post some pictures of good outfits soon!