For many people, practice with wearing a mask is key. Along with finding a type of face covering, be it mask/kerchief/gaiter that feels best to you. I wouldn't put a mask on anyone who has never worn one and expect them to keep it on all day. I know the first time I put one on I was had to keep telling myself not to touch it, not to touch my face. I now have a few of the neck gaiters, and I wore one for 6 hours yesterday, no big deal.
I think wearing a mask is a learned behavior. For us women, it is like wearing a bra. At first, it is horrible.