Joy - A stripe tee is a classic that always works well, especially when paired with black. Thanks for looking!
Star - How one feels in an outfit is so important, after all we spend all day in our outfits! The WHBM shorts Mid-Rise Pret-A-Play shorts have been a favorite of mine for a few years now. They have enough structure to drape well, but the material is light weight which is nice when it's hot outside, and they dress up or down very easily. I own this style in a few colors.
Staysfit - I agree, clothing is a reflection to the world on one's personality. I'm a mood dresser and shopper, and that's one reason why I try to always shop with a list. It's too easy to get distracted by pretty things if I shop without one, I'll just start buying everything that makes me feel good in the moment, instead of buying stuff that will work for outfits.
kellygirl - I'm definitely in more of a graphic tee mood than a solid or stripes tee mood lately, especially when it's to hot to layer my outfits. Not replacing your stripes when they wore out was a solid move and one I may repeat myself. Thanks for the kind words, with WFH I'm able to be much more casual and playful with my style, instead of the business casual conservative look I had for years.
Jenny H - Packing up out of favor items into a holding zone is a solid strategy. And if you never reach for the box, then you've got an easy donation too, it's already packed up! Thanks for the suggestion.
Angie - I certainly liked this outfit much better with a bit of blue added in. Generally, I'm liking black less and less over time, and seriously considering switching my core to blues like you've done previously. It's nice to know that kind of switch for a core color in a wardrobe can be done, because the thought of doing so sounds a little daunting. It'll have to be a baby steps process. But going with one's feeling is most important and I feel washed out with blacks and non colored outfits more and more often lately, especially if the black is near my face.