Wear two watches at the same time?

There was a time when it was common to carry a cell phone and a pager at the same time. And a Palm Pilot. That definitely goes against the fashion grain, and brings on a ton of functional overlap.

But then there's also that saying, “A man with one watch always knows what time it is. A man with two watches is never sure.”

The real answer is: You do you. Nobody will actively shun you for doing it.