Agreed with the second option. I technically inherited my father’s Datejust, but I value the two Swatches that he bought me when I was a teenager way more. Because he made me pick those watches myself. They were a happy gift from him, not just something he used to own.Personally I would see this as two options:
- You bought it right after your son was born. I would keep it for that reason. Makes a better story when you eventually give him the watch. There will always be something new, shiny and arguably better. Upgrading and changing the watch over the years just loses its original intent and meaning.
- Let go of the idea of passing on an old watch and just buy whatever you like for yourself. Simply buy your son a new watch when he is 18. Educate him about watches, get some input on what he likes. I know watch enthusiast love the idea of heirlooms and passing things on. But 100% of the kids in my family would greatly prefer this option. It is what my dad did and I'd argue I was more happy with the watch because of it and it does not make it any less meaningful.