Style Debate: Wearing a really expensive watch

A lot of people say they’ll come back and buy it if they win a jackpot.  But I’ve never seen that happen.”  That’s what the real nice sales associate at the Tag Heuer flagship in Las Vegas said.  And sadly, no jackpot was had, so this is purely hypothetical, but say a jackpot did come your way.  Or, you’ve just been really successful.  Would you wear a timepiece that costs thousands of dollars?  Or is that just too showy, even if you have the cash?
The Case For Wearing an Expensive Watch:  Is driving an expensive car tacky?  What about living in a larger house?  Don’t most women walk around with a grand or two (or more) on their ring finger?  What about wearing a real nice suit?  If you’re responsible with your money, then there’s no reason not to spend it how you want.
The Case Against Wearing an Expensive Watch:  Watches are a bit different.  They’re just not as useful as a car, and unlike suits and homes they’ve got the brand name right there on them.  They’re just more showy.  Maybe it depends on the watch.  If it’s some flashy thing the size of a saucer, then yeah, it’s too much.  Like driving a Porsche or a Corvette around with obnoxious personalized plates.  Maybe it needs to blend in.  A stainless steel dive style won’t stand out.  But a Tag Heuer Monaco is sort of like fishing for inquiries and compliments.  Watches are great.  But they do serve a pretty simple purpose, and at what point does a watch get so expensive it becomes less of a good looking tool and more of a pure status symbol?  Besides, would you walk around with six grand in cash in your pocket?
If you could, would you?  Or is an expensive watch something you just wouldn’t feel comfortable wearing?
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