...I'd happily sell the Rolex to buy a 3940.
I tend to think of Rolexes as being, well, in the middle. My wife has one and wears it for all occasions and loves it. I'm either at the office or otherwise wearing a suit (etc.) in which case I'll wear a vintage PP or UN. Or I'm out playing or working in the yard, where I'll wear a Citizen or Casio.