Join Date: Jan 2012
Location: Sunspear or Meereen, I guess.
Yes yes yes yes yes yes yes yes. Yes yes yes. Yes.
-Arrival of the Nedes
-Fall of the Dwemer
-Game events (Oblivion Crisis? Corprus plague? Creation of the Dawnguard?)
-Events in Summerset Isles
-Fall of the Dark Brotherhood
-Events in Cyrodiil
-The Red Year
You can't go badly wrong, assuming you know the lore. I have to say, I think it's a much stronger starting point, lore-wise, for an RP than 40k. You may have less variety, but much less has been explored and we know more of the little bits of the lore. And it doesn't have to be made utterly grimdark.
As for the location, anything explored in-game would be a hellish ton more easy to use than anything not, unless the GM has played Arena and can actually make anything out of it. So go for Morrowind, Cyrodiil or Skyrim for ease. Of course, once TESO hits, even more of the world would be usable. I may have to start one after TESO.