With an apple watch, I do wear the hardware in the configuration shown. But I have it set so that the screen is 'upside down'. For a conventional watch, the crown is on the 'wrong' side; one gets used to it.
I didn't notice that the screen was 'upside down' relative to the user, until you pointed it out twice. So I can only conclude that the photographers who take these sorts of photos know what they're doing, and you're an outlier.
