Re: the glasses/ contacts. I’ve always imagined my shrinking to actually be done with magic. Even if the contraption looks like tech, because only magic allows me to handle the problems I’d have if just my natural human body shrank: my substantial dental work and IUD would burst through me like huge grenades. No thanks!
Sooo in my stories I magically shrink all the things I would still have on me even if I was “naked”, if I want the shrinking-out-of-clothes trope, if I want it to make a little more logical sense, then the clothing stays too, so maybe the shrinking tech gives wiggle room of an inch or two outside of the skin when it’s selecting matter to shrink. This would keep glasses and clothing intact but not a purse.
Anyway, back to shrinking women problems. Transportation is a big one. If a giant is carrying you, they have to be more careful than someone carrying a raw egg. Or they would need to have a container they prepared for it ahead of time.
Sitting in a chest pocket - assuming the giant is very careful to not bump against things - is really the safest place you could hope for an average guy to have available. Every time I wear a button-up shirt with a chest pocket I think about how it would be perfect for if I ran across a tiny person.
The big hoodie pockets that go across the center of the belly on sweatshirts without zippers would also be cozy. Almost like a kangaroo pouch. Those aren’t very fashionable right now, though.