Characters that has already been mentioned that I agree with; Jack from Mass Effect. Rorschach. Fuminori and Saya. PC from Saints Row 2. Ladd Russo. Rand Al'thor
They're all interesting and beautifully fucked up.
I would also like to add Roberta from Black Lagoon, psycho maid which almost comes of like a terminator.
The forsaken from Wheel of time, especially Semirhage who is probably my favorite fucked up character. It was years ago since I last read the books, and I'm waiting to read the last two until the final is released, but I still clearly remember her XD She's fucking crazy and sadistic as all hell.
<spoiler=Spoilers>
She used to be the greatest healer, but inflicted pain on her patients and even murdered those who she thought unfitting of life. When they found out about it, she got mad because they thought more of common people than her and joined the dark side.
Semirhage got power under the dark one
"During the War of Power, territories governed by Semirhage were often marked by terrible cruelty - even compared to territories governed by other Chosen. She forced people in cities to help torture each other. She used this in her studies about breaking people using pain, and experimented on ways to kill, such as replacing people's blood with various foreign substances.
Semirhage used this sinister knowledge on those who had - in her eyes - made her turn to the Shadow, and was filled with enormous satisfaction for each one of those from Hall of Servants who had thought they could judge her, as each swore their loyalty to the Dark One.
She became widely known as the Lady of Pain. So horrific and widespread was her reputation that people were known to bite through their own wrists rather than face her. In fact, special precautions had to be taken to keep prisoners from committing suicide when learning they were to be handed over to Semirhage"
Semirhage discovered the technique where thirteen Dreadlords and thirteen Myrddraal could turn any channeler against their will to the Shadow. However, her preferred method of turning a person to serve the Shadow remained torturing the subjects into swearing allegiance to the Dark One. In addition to her pure enjoyment in inflicting excruciating agony, she thought that painful and perverse punishment is more effective - despite being more time-consuming.
Semirhage also headed a network within lands under the Shadow to root out traitors and spies who followed the Light, and she was extremely effective in that role. There was a time during the War that Semirhage was captured, but she frightened her guards so much that they smuggled her out of captivity."
And much later when she gets captured by the main character, she doesn't answer their questions but talks about torture techniques and how she used to treat her prisoners.
"No, you're doing it wrong, this is how you should be torturing me." XD
I love her.
So yeah, I'm gonna chose Semirhage as the most beautifully fucked up character I've seen.
<spoiler=Pic>