"When you think of the world five years from now, do you picture the masses wearing smart eyewear or Dick Tracy-style smart watches?"
I see the problem with Google Glass — it will probably make most people look stupid and even if you happen to be someone who might look cool, people won't give you credit for looking cool because they'll feel that you're intruding on them in ways they don't even quite understand. Are you streaming me to the whole world? Are you finding out things that will be used to take advantage of me? That is, either you'll either make yourself look stupid or you'll make other people feel that you're making them look stupid. Must we all self-defensively gear up? And what's to stop people from snatching those things right off your face? Not only will they attract the traditional thief, they may provoke drunks and other hotheads to grab them and break them, the way bullies in old movies used to swipe the nerd's glasses and stomp on them.
But a Smart Watch... what's the point? I used to wear a watch, but I stopped when I got a cell phone which was fully capable of informing me of the time. I carry the phone in a pocket or a handbag, and what's my motivation to strap it to my wrist? I realize that's what people with pocket watches must have said when the original wristwatches came out.
And, now that I think of it, I have engaged in some activities — e.g., running — where I've rigged a less-than-perfect way to bring the iPhone along. (I've carried it in my hand, stuck it inside a sports-bra, and bought a little "waist pack" gizmo.) And I've been in situations — e.g., paddleboarding — where I needed some waterproof container, didn't have one, then bought something that was clumsy, ugly, and hard to use. And when I go swimming, I'm forced to leave the phone in the car/hotel room or I've got to hide it under a towel and then worry that someone will steal it. So, okay, the Smart Watch would be pretty useful, especially if it's cheap, comfortable, waterproof, and doesn't make you a theft target. Make it not work if someone else has it (and inform the thief community).
So I'm voting: Smart Watch.