2. GLaDOS (Portal)
Ultimately Glados isn't half bad - sure she tries to kill you, but wouldn't you attempt to kill a test subject that was running loose and causing havoc? Glados may have had human emotions, but strip this away and she's a simple machine. She was designed to one thing overall: an AI. Even if she was given human thoughts and speech, when she became self-aware she reacted in a logical way - she's surrounded by people who created her and have the potential to destroy so she throws the first stone first and destroys them. When I see Glados I see two different things: you've got the AI side which can't be held accountable and then you have the human side, Caroline. Put yourself in Caroline's boots - she's ripped from her body and placed in this machine to be nothing more than a slave. She may design un-safe and dangerous tests, but from her point of view they're for the greater good (to test the safety of Aperture products). She may lie, try to kill you and act downright nasty at times, but she's only acting in a logical way.