Either way if you're going to be wearing this with your suits I'd spend more than 40 bucks on it. It looks good in the pics but it'll probably be some gilded piece of plastic that doesn't keep time for shit.
The only sort of pocket watch I can see not looking dorky is one with a solid metal case of brass or silver and without a skeleton face.
Edit: Like these, you're already going to be out of the ordinary for having a pocket watch in the first place so keeping it simple could only behoove you.