Buy a pilot watch.
Any watch can tell you the time, but pilot watches do so much more. Take the Skyhawk A-T Stainless Chronograph from Citizen: It is loaded up with a slew of other pilot-friendly features as well, including a rotating bezel that functions as an E6B mechanical computer, a slide rule device used by pilots since the 1930s to calculate speed, estimate fuel burn, and make other simple calculations. In this day and age, are you really likely to use that functionality? Well, no. But the Skyhawk A-T is a great way to wear your pilot status on your sleeve.