Well, I've made a decision. I have ordered #2.
It was a very tough decision because I love both of them. But, I was leaning to #2 at the start and they have the practical benefit of being a bit larger (bigger field of view) and more robust. Also, they are unlike anything I've had before.
Thanks very much for all the input. It was super useful and a lot of fun. The different viewpoints had me switching back and forth several times!
And thanks for the compliments about longer hair. Frankly, I was so sick of getting the same haircut every time for a couple of decades that I let it grow without any plan beyond "longer, dammit". It totally has a life of its own, but thankfully on glasses shopping day it behaved a little better than normal. Also thanks to Angie who has nudged me in the direction of having more of a "style" as opposed to chaotic abandon.