I received my first Rolex when I was 29. I got it as a gift from a group of physicians I was working with. It was a beautiful gold two tone DateJust. I wore it once and put it away. I felt pretentious wearing it at such a young age. I sold it for a tidy sum. I did not buy another until I was 40.I told myself I'd buy a Rolex when I turned 40... Got 10 years to go. I think someone at my age would be perceived as trying too hard if I wore a Rolex. Just a little too cliche being a "nice" watch.
Not bad watches at all as a good deal of them are COSC certified. The main thing I don't like about Rollie is that make 700,000-1,000,000 pieces per year (IIRC). Not to mention the ton of fakes that are made each year.