My contribution to this thread is likely to be short and sweet. A little over 10 years ago I bought my first nice watch, and it's been the only thing to grace my wrist since. I've worn it with a tux (including on the night I met my wife no less), and I've worn it with trunks and sandals at the beach. I've yet to find a situation where it feels out of place. The Rolex Explorer ref 214270 Mk1 has become the one watch to rule them all for me.