Be it villains I love, or love to hate, all the best villains (in my opinion) shall be included in this list.
Still under construction, which is why not all have descriptions yet. Also, somewhat in order. But not really.
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In my opinion, Dagoth Ur made a much better villain than Mehrunes Dagon. The more modern graphics and system made Oblivion look better, but the Sixth House Cult was far more chilling an adversary than the Mythic Dawn. The nightmares he gave you and the antics of his deranged followers made him a genuinely disturbing and scary dude. The only thing that threw it off a bit was his voice actor.
What an awesome character. Probably the most intelligent, foresighted character in Mass Effect. You want to hate him for being so callous... But in the end, you have to respect him.
My favorite Warcraft character. Although I would argue that he isn't really a villain, after all everything he did was to try to save his people. And even after being outcast, he still bands together with his brother to save Tirande when she is in in danger. He's just a little misguided and misunderstood. And awesome.
The classic boss of Shining Force, Darksol is a very memorable character with an interesting design. I recreated him with SoulCalibur V's character creation system with startlingly good results, which I thought was cool.
A tragic villain, really. I'm not sure I really consider him a villain, not totally. He's pretty twisted, but he's always driven by good intentions. He's just... confused. And a little bit psychotic.
The evil Dark Jedi who seeks to harness the power of the Valley of the Jedi in order to rule the Galaxy. Unfortunately for him, he runs into Kyle Katarn, who ends his reign before it begins. Still, he is one of the most difficult bosses I have ever faced, and very well portrayed.
A very interesting villain, everything leading up to his boss fight was epic... And then they made him a total pushover. But he's still pretty cool.
Using the Force to hold his body together long after he should have died, Sion is pretty much a zombie Sith. While not the main villain of the story, he plays his part well and at some points he is downright scary. Props, Sion.
One of the most endearing bosses of all time. GLaDOS is hilarious.
I don't play WoW, but Arthas made a good villain in Warcraft III and its expansion, the Frozen Throne.