Actually most watch collectors do not wear their most expensive watches, they have daily or travel watches to wear that carry less risk.
Also, watches are status symbols to a really narrow niche. Vast majority of people cannot name a non-Rolex expensive watch and would assume Seiko (and maybe Tissot) are the best watches after Rolex, followed by Swatch (and maybe Timex).
Casio is the best watch brand in the world. This is measurable - most features, battery life, versatility, utility, and durability for the lowest possible price. It's an objective truth. Given this, other watch brands have had to differentiate, and since they cannot compete on pure functionality alone, they offer luxury or, as pg points out, brand identity as a differentiatior.
I don't think either of these points change the fact that if you bought a Rolex (or IWC or whatever) that someone slipped you out the side door of the factory, identical in every way except missing the logos, for a substantial discount, it would not be nearly as valuable or prestigious in your collection as a genuine one that other collectors would want. How much would a serious collector splash out on an unofficial - and very unspecial - version of a 100k watch?
I'd do that in a heartbeat for a MacBook, though. Same as with any other consumer good.
Apple is competing in the "premium fit and finish" product space, not the "luxury good" space, so the brand is significantly less of a factor of the value for their devices than it is for Rolex, IWC, etc.
And despite the essay linked here—which seems like a lot of words spilled on a fairly mundane history lesson—I don't think "luxury goods are driven by name value" is anything new. Goes back to the wealthy being patrons of the arts for hundreds, thousands of years... They wanted their name associated with those works, and they wanted those works to be famous. Status all the way down. "When telling the time became ubiquitous, the luxury goods part of the watch market became an increasingly large part of it" is uninteresting.