I've worn glasses since I was a small child and that's not my experience at all. It's comparable to wearing clothes, except they cost me less and are quicker and easier to clean and maintain. I've occasionally had uncomfortable glasses with materials that my skin reacted to, but that's easy to resolve. And I've occasionally lost or damaged a pair of glasses, and that's a hassle, but not as much as losing your wallet or keys. On any given day I don't consciously think about my glasses at all.

>Maybe I'm in a bubble, but most people I know who wear glasses don't actually enjoy doing so and would really rather not if they can avoid it.

I think you're in a bubble. We have a way of avoiding glasses: contacts. But people choose glasses instead. I wear contacts, not glasses, but every time I ever talk to a glasses-wearer about why they wear glasses instead, they usually can't imagine wearing contacts and think glasses are just fine. I've never heard anyone complain about them. And just looking around me, most men wear glasses; it's usually women that wear contacts.

Glasses need less maintenance than contacts, and aren't as weird to put them on, so it's an easy sell.

Contacts don't need any more maintenance, probably less. You just clean them quickly after you take them out for the night, or in the morning just before you put them in. Glasses need to be cleaned regularly. Plus you throw the contacts away after a while (daily, biweekly, or monthly usually) and use new ones.

Putting contacts in takes a few seconds if you're used to it. What's weird is walking around with heavy metal contraptions on your head and ears.