I only rarely play characters who are evil. As Desti said, in most video games (the KOTOR games especially) the 'evil' route is usually just the selfish dickweed's path. And that is not what I have fun playing. One thing I like about the ES games, is that the open world tends to give you more room to roleplay your 'evilness'. That lets me play a character who might be a sadistic murderer, but not a prick, if that makes any sense.
For example, I did the Oblivion DB questline with
Lilith Arcadia. Before the events of the game began, she was raped and left for dead by Rufio. This transformed her in an I Spit On Your Grave way. Afterward Lilith learned to fight and to kill. Moreover, she found that killing gave her a feeling of power. That overrode the feelings of helplessness she had been filled with after what Rufio had done to her. The more she killed, the more she liked it, and the less she cared who it was or why. Ultimately she became a pure murder machine, who killed for nothing but the sheer pleasure of it. That is why she did not flinch to kill the other members of the Sanctuary, and did not bat at eye at seeing Lucien's corpse.
It was an interesting roleplay, to the say the least, and took me to some very dark places. It was a powerful experience, but not especially pleasant.
The nearest I have come to that since was playing
Helregin. She was an ordinary Nord living out in the wilderness. She was hunting and fishing in those parts for years. Her poaching never hurt no one, it's not like the Jarl could eat every deer after all. All that changed when she was infected with Vampirism. After turning, she found herself consumed by the desire to feed on mortals. Since I used the Better Vampires mod, she did not have to sneak up on people while they slept. She could feed off them after killing them. So she went on a killing spree across Skyrim, and whatever conscience she once possessed was drowned in a sea of hot blood. The more she killed, the more powerful her vampiric powers became (again, the mod), and the more powerful and special she felt. She very quickly came to view mortals as being objects, things that only existed for her to destroy. In her worldview, they had no other purpose.
Meeting Serana actually mellowed Helregin out a great deal. Serana awakened her ability to feel love once more, and taught her that she did not really need to kill every mortal she met. That is not to say that she went cold turkey. But for the first time she was able to conquer her blood lust, and walk past living people on the road without anyone dying.
This post has been edited by SubRosa: Feb 14 2013, 01:39 AM