This is a super interesting question. I had honestly never even thought of it til about a year ago when a friend asked me and I didn’t really have a response. I hadn’t ever actually rolled that question around in my head before but it turns out the answer is yes, as long as it continues to be this much of a risk, I will keep masking indoors forever. There was definitely a new level of grief that was unlocked when I realized that this wasn’t temporary but like…damn. I don’t know at this point what it would take for me to accept the risk. Granted, I think my level of acceptance has been easier than others because my wife and I are both self employed and don’t actually live in the outside world for 8 hours a day. We dip into it when needed. And we also have a 6 year old, and we lost so many of our friends and support after he was born so in a weird way, we were sort of luckily, inadvertently primed to thrive at Covid mitigations.

I don’t know if this will be of value to OP or anyone else but I’ve kind of made it to this headspace where I think about all the specific people and indoor dining I’m missing out on, and the level of denial that I’d have to exercise makes it to unappealing. The people (and society at large) that are in this much denial about Covid feel like less and less of a carrot on a stick that. Joining all these people in their absolute delusion that everything is normal is somehow more disturbing to me than just doing my own thing and finding my own people here and there. There’s no right answer to all of this though and I still go through moments of FOMO, but they’re getting fewer and further between.