The Border Between Faith and Skepticism

Today, I was thinking about the Prophet in Robert Jordan's Wheel of Time Series. The Prophet saw a vision, a man clothed in glory claiming to be the Dragon Reborn. It was, in fact, one of the Forsaken, spouting lies and convincing the Prophet to do awful, hurtful things that would contribute to the Chaos in the world. Of course, this makes no sense to one who is unfamiliar with the genius of Robert Jordan, but there are a lot of similarities between this tale and the religion that I have chosen to believe in. The Dragon is a being who brought chaos to the world in his first life, but managed to imprison the Lord of the Dark for a time, then died. Reborn, he is to bring salvation to the same world he once wracked in chaos, fighting the Dark Lord and freeing the world from his power. As a Christian, I believe that the Lord will come again to reign in glory and imprison Satan, bringing salvation to all the world. But is it possible to be entangled in the mess Satan is making, while believing you are doing the will of the Lord? Something similar happens in the Alvin Maker series by Orson Scott Card. The preacher has frequent visions in which he is told to destroy things that are in reality good, and to spread lies as truth. The "angel" he sees in vision is actually the great serpent-The Devil. I know these are both novels, and fiction, but I believe similar situations can happen in life. So, where do we draw the line? We are told to have complete faith, and that if we strive to know God now, when the time comes to meet Him face to face, we will recognize Him without fail. But at the same time, Satan, the Father of Lies, is incredibly good at deception. He can know what we picture God to look like, and can change His image to project our beliefs. At least I think so. So, at what point do we stop believing completely and begin to question the legitimacy of the beings in front of us? I am not, by any means, advocating blind faith. I think that everyone should come to a realization of what they believe wholly on their own, relying on their own knowledge, research, and feelings, hopefully with the spirit of God guiding them to find what's right. I guess, if I actually think a little bit, the answer is quite simple-question enough to know the answers, but don't take your questioning past the point of faith. It is incredibly possible to have faith while still questioning the important issues. I've done it my whole life.