Yes, Jess, that progression does make sense to me, even if I'm not convinced I would follow it personally.
I have never tried one. Be it hood, mask, or muzzle. I do like blindfolds, though... well, the concept anyway. I still need to acquire one that actually works for me. (I want to try the red LH Tease and the Fetish Fantasy blinder mask.)
It would indeed be a natural next step to try one, with my blindfold problems in mind. The biggest reasons I haven't considered it (yet) are:
First, the aesthetics. I don't really like the look of most or all of the ones I've seen and I'm pretty sure my SO finds them far more zany/weird/freaky/funny than sexy. In the end, he's pretty much up for anything though, so if I turned up wearing one he might have a laugh but go for it anyway.
Second, the comfort seems highly questionable. On one hand, your point about having no focused pressure or a strap/buckle/knot in the back of your head is valid. On the other, the material all over my skin and flattening my hair to my head and neck would surely bother me. Breathableness wouldn't neccessarily cure this, though it would make it more bearable. Still- hair placement. I would probably prefer one with nose hole(s) and definitely would want a mouth hole so my SO could still kiss me and/or... put other things in it.
I might be encouraged to try one if I continue to struggle to find a good blindfold. Also if there were more... how to put this?... less fetish-y ones available. Like others have said, most of them being basically black bags that turn you into a bald mannekin head are very robber/prisoner/voodoo doll. Unfeminine yes. All around dehumanising, really, which doesn't do it for me. The muzzles and cat masks might be great for super hero/villain roleplay, but they're too silly for everyday in my opinion.
The factors that would have the biggest impact on my trying one would be, again as others have said, price first of all. They would need to be not too far from blindfold prices to appeal to me. Wider variety of materials (would much prefer breathable, soft and flexible, non-animal-dervived natural fibers especially) and styles (less hardcore, roleplayish, or fetishised), too.
I would be exponentially more likely to give it a go if it were part of a deal or kit which includes things I have been considering or that I already know I like, so that it would feel like less of a risk.