I was very lucky earlier this year when my wife inherited quite a bit of money and decided to treat me to a Breitling Emergency which I've always wanted but could never bring myself to buy!
Normally, my idea of a pilot watch is something cheap, easy to read and very robust but I have to say its nice knowing I have a 121.5mhz transmitter strapped to my wrist if it all goes wrong. Granted its only for homing purposes but since I regularly fly over the Scottish wilderness its potentially a handy thing to have....
I also have a Tissott - T touch with all its wonderful functions but the only one I could see being of use to a pilot is the compass if you find yourself downed and roaming the hills looking for civilisation.
Other than that I've generally been flying with a Citizen divers watch with a rubber strap, thats taken quite a bit of abuse over the years however still looks like new, is very clear to see day or night and runs great.
Regards
UA