I have put about 75k miles on 255/85/16s (skinny tire) and about 100k miles on 285/75/16s (wider tire) on two different rigs. Plus about 200k on other sized 75% aspect ratio tires.
My observations: The skinny tire provides better fuel economy, hands down, due to less mass. It needs more air on the street due to smaller contact area, so isnt as comfy a ride, IMO. It is also more capable in tough terrain, due to a better "bite." however, this better bite comes at the expense of stability. The rig will feel much more tippy on the skinny tire. The wider tire outperforms the skinny tire in stuff like sand and snow, and seemed to help the suspension on both of my rigs cycle better on gravel / dirt / washboard roads. I can only speculate that this is due to a different ratio of sprung vs. Unsprung weight.
All in all, for a daily driver /highway pounding rig, I prefer the wider tire for the stability and comfort (especially with the family on board). A 75% aspect ratio (70% for 17 inch wheel) is the more versatile option of the two and will perform well enough in whatever terrain you find yourself in (good at everything, best at nothing). The skinny tire is better suited to the weekend warrior rig that doesnt see much daily driving and doesnt have to deal with sand or snow on a regular basis. Where the skinny tires really shine is in the rough stuff.
EDIT: I forgot to add braking. No contest, wider tires slow you down better than skinny tires. Another reason why I have a wider tire size on my current "large and in charge" rig.