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I think there are many more options than classy or douchey. When I first took a passing interest in watches, I saw a kid, mid 20s, maybe 130 lbs. soaking wet and maybe 5'8" sporting jeans, a nondescript tee and a yellow gold YM II. I'm 49 and thought to myself "dude looks cool." I had never considered yellow gold in any capacity in my life. Watch looked great on him. I believe there are two ways a watch can look great- 1) if it is an extension of oneself wherein the wearer becomes the person they've always wanted to be (pardon the melodrama) and 2) when a watch seems to be such a part of the person, they appear to have been wearing it since birth. Watch people typically seem to favor one of these options over the other and by no small margin. I believe if a watch doesn't resonate in one of these ways, it will appeared contrived and unconvincing i.e. tacky, forced, and on occasion, all the way to douchey.
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