I love Janet's Rilke quote! And I think you look great in your WIWs -- beachy casual makes perfect sense for your lifestyle, and I can tell you're ready to have fun. Also, your legs look amazing in shorts.
The elementary school where I work wrapped up classes about two weeks ago, and then had three days of virtual planning meetings for staff. I've definitely felt a shift in how I dress since classes ended.
My primary responsibility now is keeping DS out of DH's hair while DH works from home for the foreseeable future. That means as much outdoor play as possible, with adventures to nearby trails, ponds and streams almost every day, plus lots of gardening and art projects. I'm not in gear *all* the time, but I definitely choose outfits that can accommodate trail shoes or water sandals without looking too goofy, and may swap out top and/or bottoms throughout the day depending on weather and activities.
I made the mistake of wearing cotton chinos on a hike last week and it was much more humid than I'd expected! Sweaty and miserable. The chinos *looked* better with the loose-fitting tee I was wearing, but it would have been worth taking the extra minute to switch into some loose-fitting nylon shorts before heading out the door!
I have realized that while I don't outright copy outfits I see out in the world, I do take a lot of inspiration from the people around me, be it colour combos, proportions, tweaks to hair style, etc. When I don't see other people I tend to default to the same handful of practical outfits over and over. It doesn't really bother me yet, but again, that's because my frame of reference is gone! The only people I see on a daily basis are DS and DH.
Like you, I can't figure out what I want to do to my hair and feel unmotivated to change it up. I've been growing it out since last fall and have a lot of extra length to work with right now but just don't feel inspired! It's strange, because usually I have a very clear idea of where I'm going with my hair.