I wore a watch through high school and college and a few years after I graduated from college, until around 1987, when the watch died. In those first few years after college, when I was working full-time and riding the trains daily, I found the watch added stress to my daily life whenever the subway was getting delayed, especially on my return trip home when I had to catch the LIRR train.
So I didn't bother replacing it and I found my stress level dropped quite a bit. I couldn't really do anything about a delayed subway I was on, and I could always get the actual time once in Penn Station.
I had a clock in my car starting in 1992 when I bought a new car. I had clocks in my office and at home. So, not having a watch wasn't a big deal. But in 2008 my ladyfriend bought me a watch. I was still working, part-time, and less than a year from retiring. I don't wear it when I am home or when at my ladyfriend's place. I put it into my pocket when I am square dancing because there is a lot of hand and wrist contact and I wouldn't want it damaged. My wrists also get sweaty sometimes, so wearing it is uncomfortable.
This means I don't wear it very often, only when I go out somewhere other than dancing or to my ladyfriend's place. Since I got a cell phone a few years ago, I rely on that more often to tell time because it is more reliable.