Favorite boss/foe/etc? However you wish to say it. I'm talking about enemies like Alduin, Lord Harkon, Jagar Tharn etc..

As for me, my favorite is Jagar Tharn.

Dagoth Ur. I spend the whole game running around believing that I'm the good guy going up against the guy that might as well be the Devil, walking into his chamber expecting him to immediately lash out at me and try to kill me. Yet I walk in and he begins a polite conversation, only for me to find out that he was my only true friend in my past life. Suddenly, I realize that I'm just a pawn in a prophecy, with no real choice in the matter. That just screws with your mind.

From what I've seen, Dagoth Ur was good but the power of the heart corrupted him and made him lust for power, and control.. Plus, his plans was to have the blight take over Tamriel and turn everybody into those corpus/dreamer stuff.. Which isn't good in my books.

True, but I was mainly talking about the fact that the "good guys" murdered your past life, while the "bad guy" is the only one that didn't want to take place in what they were doing for power. He's still the bad guy, but suddenly it's choosing the lesser of two evils to kill him (at least to me).

True but you can talk to Vivec about that stuff. He did had some interesting comments on that and, if my memory is correct, he mentions that he only did cause of fear.. Though he is the good guy, and on your side, for sure now.. Kinda now.. You know what I mean.. Out of all of them, Vivec was the only good one.. The other ones were evil in some ways... (Tribunal Questline)