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I’d go medium because of the classic Cartier look. I own a Santos Dumont which I have in large size **but** the SD is mechanical and as such much much thinner on the wrist. With the thickness (and sportiness) of the Santos, I’d go medium to “bring balance to the Force”… great watch anyway !
I get it. And I do exactly the same. 3 watches + 1 on the wrist is my standard dispatch for a 3-4 days biz trip… I don’t care whether they will all get wrist time, it’s not the point : the point is to be ready, prepared for everything and anything.
With this in mind , I would not have brought with me the Seiko diver and the Tudor black bay… One diver would be enough for one trip, I’d have packed a more formal watch as a third option.
(Just to be clear: I’m not telling you what you should be packing, I’m just sharing what is my logic when I travel with a few watches… enjoy 😉 )
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