Interesting motivations listed here to wear watches these days. When my father-in-law died, we found at least 50 watches (and all their boxes and attending paperwork). He had a Rolex that he loved but many others. Most were electronic and he could have made a pretty interesting display of the history of the digital watch from the first Texas Instruments (I think that was it) to the most complicated things I've ever seen. Surprisingly, except for the Rolie, they were not worth much. Just something an Electrical Engineer would love.
Personally, I found watches to be a tool. Never cared much about what they looked like, so long as they worked. Sometimes that meant more than telling time. More than once, when I was into technical rock climbing I jammed my wrist into cracks and wedged with the watch to improve my grip on some ugly overhang. But as I got older, they became harder to read and the technical advantages of a digital watch became less useful when I could no longer hear the alarm - which was a great function, but who can hear those high electronic tones anymore. I have not worn a watch in close to decade now, but I keep two of my Dad's watches in my bedside stand just to remind me of him, like some of his tools in my shop. He also found watches useful tools, not jewelry.
I do recall it felt strange to give up wearing a watch after so many years though. Some habits are hard to break.