Dragula by Rob Zombie, and evil ass Azazel's POV. Spoilers up to season 5.
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Dead I am the life, dig into the skin
Knuckle crack the bone, 21 to win
Dead I am the dog, hound of hell you cry
Devil on your back, I can never die
In the end, it was far easier than either Lilith or I could have ever imagined. Makes a guy grateful for a family so messed up that they make their own stupid choices and leave us out of the dirty work. Really, the hardest thing I had to do was drip my blood in sweet little Sammy's mouth.
Never underestimate what these stupid humans will do for what they call "love".
Let's start with John Winchester.
Little boy, daddy's little soldier, dying in a hospital bed. He has the means to get rid of me, yet he gives me the gun, and his soul, to save his little boy's life. Pathetic.
If the moron had just let Dean die, none of the other stuff would have happened. Dean, surprisingly, would have gone to Heaven, and no Winchester in Hell.
Self-sacrificing morons.
So they burn their daddy's body, and I sit back and watch as Dean falls further and further. I send my Meggie off to possess little Sammy, and then she destroys Dean a little more. It's so easy. He's such an easy toy to manipulate.
He'll do anything for Sam. I'm counting on it.
And then on to Cold Oak. I didn't really care if Sam survived or not, I knew Dean would take care of it. He already knew about Crossroads Deals. I knew if Sam was overpowered and killed, Dean would use his own lack of purpose and value to bring my MVP back on to the field.
Dean didn't disappoint. Not even in the least.
Fueled by his own grief and a solid amount of Johnnie Walker, Dean begged my girl to work with him.
It was so easy.
And when the Hell Hounds come for him, and Alastair inevitably breaks him in Hell, Dean will open that first seal. Then Sammy can come into his own destiny, and as all the cards fall into place, I will sit back and watch the Earth burn, my well-earned reward for all of my hard work and careful planning.
Admittedly, the bullet to the brain ended my fun. Dammit Dean, I really wish your Dad had just let you die.
Bummer.