After seeing it in use in some IGN videos, I think it will be plenty comfortable. It's much smaller than the pictures make it look. Also, I think it solves the analog stick placement problem. Obviously, I can't be sure until I hold it, but it looks like a clever try. Until now, controllers have really remained pretty blocky. Manufacturers just made them comfortable by adding handles to them. Those handles force you to hold the controller one way, which in the case of the Dual Shock means that the analog sticks are in a less than perfect location. The Gamecube controller got around that problem by putting the seldom used D-pad in the uncomfortable location, but that's just a workaround that's usually good enough, but not always. What Nintendo has done with this new controller is get rid of the handles and make the controller itself comfortable to hold. This means that you can shift your grip to make whichever features you're using easy to reach while still wrapping your fingers around something comfortable. Brilliant if it works. That still doesn't solve the N64 problem, but N64 games will probably be the least popular on the VC, anyway. Also, they'll probably alter the N64 games that they release for download like they did for Ocarina of Time.
Since this thing is apparently designed with ports in mind, does anyone know if it has those accursed clickable analog sticks?