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Horological Meandering

Laziness (or inertia) rules my choices these days

 

If it's already ticking, with the time correctly set, it's a strong candidate for the day's wear.  So I tend to wear the same watch two or more days in a row.
If nothing's wound up, the one that's easiest to set correctly.  Thus, a stopped one with the the date wheel closest to today's has an edge.  No-date watches are also easy picks.
Of several stopped watches, those with screw-down crowns are less likely to get worn -- it's just that bit more effort.

Notwithstanding the above, if there's an occasion or if I'm meeting someone who's mentioned wanting to see a watch in particular, I'll oblige as appropriate.
If I'm just walking around the house, doing chores, a square G-Shock suffices (it's also more convenient than analog watches at timing what's cooking).

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