Kneeboard . . . wings P-cola 9G. If you need anything more in the TRACOM than that, whatever kneeboard packet you put together, an IFR strap, and a cheap Officemax half-size yellow notepad, you need to chairfly more.
Flashlight/NVP . . . If you get one, get one that will tie to the aforementioned kneeboard that has normal, red, and green light. If only two, normal and green.
Electronic logbooks? Forget it.
Watch? I love my Omega X-33. Some guys in my squadron have Breitling Airwolves. But it's totally a status symbol; a quartz Casio does just as well these days. Strictly optional.
iPad? Again, forget it as far as the cockpit is concerned.
Scotch? Always a good choice!
Multi-tool? Sure, why not? But if you have to use it in an aviation context, many things have gone horribly, horribly wrong with your day. See above for more useful gifts as far as aviation is concerned.
That's a TACAIR perspective, anyway.