Earlier I was remembering Oblivion and I randomly wondered if we'd see someone we've seen before.. like Springheel Jack. He was in Oblivion, 200 years before Skyrim, but apparently was 300 years old then.. at least. Unless he was older, I doubt we'd see him as this game is ..what.. 800 years before Skyrim?
But do you think we'll run into familiar faces that we've seen before? Like a quest you can get as a vampire, serving the Vampire Lords or doing a job for them but NOT becoming a vampire Lord yourself. (Though I would not mind that, if werewolves get their big wolf form.)
We might see people from Morrowind, but I never played that game past about three to five hours. Who -could- we see in game that will be alive in this timeline?