This is an interesting question, I never saw watches as anything but investment classic pieces, although I myself haven't worn one for almost 20 years!
I had a Swatch when I was a teenager, but after that watches (for me) moved to the category of its own. Apart from three key elements of style, again - for me - shoes, hairstyle, handbag, a watch would be the next thing one shouldn't take lightly. That's probably why I haven't found an ideal one for so long and gradually got used to not wearing it at all.
But I l.o.v.e. my husband's watch, both on him and on me. Perhaps I might include it in some of my WIWs, especially after seeing Angie approves of them - Mr. O's is definitely one great watch