In OB I thought it was weird that when you leveled up every humanoid NPC in the entire world magically received new armor and wepons. I can just imagine some bandit walking through the woods and suddenly BAM, he's got a new set of deadic armor. "Thank you chamion of Cyrodiil, thank you." It was absolutely ridiculous. I understand having better armored enemies appear as you level up, but everyone in the world? Another problem besides the weirdness was the fact that it pretty much devalued high level armor. "O, another glass helmet eh" sigh "I've got like 24 of these at home."
I hope they fix all that in Skyrim. I think even when your at a high level superior armor and weapons should still be somewhat uncommon, and there should be a mix of poorly armored, and well armored enemies throughout the game. It would look a lot better, and make it seem less like the game world revolves around you.