I'm fairly big (and maybe compounded with a beard), so the ear straps always felt tight, and in fact I've had several masks break on the strap join as well as just being uncomfortable. I also dislike the way airflow is restricted (more noticeable if I ever walked fast for a period of time) and just that generally my mouth and nose would feel hot after about 30 minutes and when I took them off, they'd feel damp which always made me think it'd be an ideal place for bacteria to grow if I was wearing it all day.

Probably though, my total mask wearing for most of COVID was about an hour a week when doing shopping, so it was relatively easy just to put up with it. And whilst I did continue wearing a mask for shopping for about 4 months after restrictions were lifted, it was just because I prioritised minimising my exposure over comfort - I actually hated the experience and only put the mask on when getting within about 25m of other people and took them off as soon as possible when I was safely away from people again.

The not over ear, but around the head instead masks that someone else mentioned sound like a good idea, but I've never seen them in the UK, so I never even knew such a thing existed.

I've tried about 3 different designs of masks of the "normal" type, but apart from some having worse joins on the straps, they all seemed about the same in discomfort. I also had some of the thick KN95 masks, and actually found them better than normal masks - although it was harder to breath in them and was a bit hotter, because there was more space between the face and the mask, it didn't feel as squashed.