Zachariah couldn't help but smile as he watched Dean's eyes dart from him to Castiel. "What's wrong son, you seem a little tense..."

"I'm not tense, I'm pissed." Dean growled, his low tone of voice underlining the hostile environment. "And don't you dare call me son."

"Why so much anger, Dean?" Zachariah asked, his smile only enraging him more. "This is, after all, your fault..."

"Spare me the damn speech." Dean spat, his hands clenching into fists. "I've already heard enough."

"You and I both know you're lying in the bed you made, time for you to just accept that fact and get the job done." Zachariah cheerfully replied. "I promise it will be clear sailing after your brother is bound downstairs where he belongs."

"No." Dean hissed, eyeing the angel standing only a few feet away. "I'm not going to kill him, and you can't make me do it."

"Dean, Dean, Dean..." Zachariah started, shaking his head as a smug smile crossed his face. "All I need, to make you do this, is find a weak spot or a pressure point, something you hold dear that I can pick away at."

"Only one problem with that." Dean cut in, silencing the angel. "I've got nothing to loose anymore... You want Sam dead, he wants nothing to do with me and your wing-man here already stopped me from killing myself..."

"Oh there's always a way." Zachariah replied, putting a hand out to motion for the other man to turn around.

Dean looked over his shoulder at what the angel was pointing towards and was surprised when he didn't see his reflection in the mirror. Instead, there was a macabre scene. Bobby's house was engulfed in flames, through each window he could see nothing but fire devouring everything inside as thick smoke darkened the sky above. He felt his stomach turn, the thought of Bobby's fate hitting him like a ton of bricks as he turned away from the mirror and the image it held. "You son of a bitch." He breathed, his words seeping out through clenched teeth.

"You're like a son to him, you do know that don't you?" Zachariah started.

"Yeah, and Sam's my brother." Dean replied, looking passed the angel in front of him to focus on the one silently leaning against the wall.

"It's a hard choice to make but most of the time, the hardest thing and the right thing are the same..." Zachariah continued. "That's life though, right?" He said with a slight chuckle. "You always get screwed in the end anyway, might as well cut to the chase."

Dean swallowed the lump caught in his throat, the fiery scene now etched in his mind and heavy on his conscious. Though Bobby was like a father to him, he still couldn't kill his brother to save the veteran hunter. "And If I still refuse?" He asked, wondering if the sight was nothing more than a scare tactic.

"Then I'm going to do to you, what the demons did while you were downstairs." Zachariah suddenly hissed, his low tone of voice cutting Dean down to the core. "I am going to cut, and carve, and bleed you until you give in, just like you did when you were in Hell."

There was a moment of silence and as their eyes locked, Dean did everything he could not to let his fear surface. "That took decades..." He started, his words barely coming together as he tried to forget about the gut-wrenching torture and the day he decided to join the demon who had torn him apart. "As far as I can tell, you don't have the time..."

"Oh don't be so sure." Zachariah replied, taking a casual step forward as he raised his hand and snapped his fingers.

Dean couldn't help but take a glance down at the sink he was leaning on. The water was no longer dripping from the faucet; the droplets were suspended in mid air. He passed his fingers through the blood tainted water to break the surface, but there were no ripples. Time, was standing still.

"You see, unlike the demons, we have all the time in the world." Zachariah replied, snapping his fingers a second time to put everything back into motion. "So it's really only a matter of how long you want to spend being ripped to shreds and torn apart. You're only human, and you can only bend so far before you break..."

"I don't give a fuck what you do to me, I've already been through Hell." Dean interrupted. "I'm not gonna lie,it was unbearable but for Sammy, I'd do it all over again."

"There's no need to keep up the act with us Dean." Zachariah started, pausing for a moment as he watched the man in front of him swallow hard. "You talk shit and play it tough but I can see right rough that attitude of yours." He continued, his tone of voice taking a sinister turn. "Truth is, you're terrified right now and you would rather be sent back to Hell than come with us and suffer at our hands. Gotta hand it to you kid, you have every right to be scared because with the demons, you had it easy..."

"If you can read me like an open book, you should know how far I'd go for Sammy." Dean curtly replied, his eyes falling to the floor as his mind raced with the painful memories of the years he'd spent in Hell; before he had given in to the demons and joined them in their game. There was no doubt in his mind that Zachariah would do the same, until the relentless torture would drive him to go after Sam, but he was ready to see just how much he could take.

"So, what's it gonna be boy?" Zachariah asked, crossing his arms in front of his chest. "I can drag you away kicking and screaming or you can just spare us both the embarrassment and clean up the mess you made when you chose to take your brother's place. Who, by the way, will more than likely never speak to you again... that's gotta hurt."

Unable to do anything about the situation he now found himself in, Dean swallowed hard, feeling as if he had just been pushed into a corner. Looking passed the angel standing in front of him, his eyes focused on the tear that was slowly rolling down the side of Castiel's cheek. The other angel stood silently against the wall, his head bowed like a child who'd just been scolded and his eyes shut tight. Something wasn't right, something had changed, or been changed in the angel who had once tried helping him. "Say something Cass..." He said softly, his voice pulling the angel's eyes off the floor. When Castiel looked up at him, Dean couldn't help but notice the despair. "What did they do to you?"

"Castiel was simply reminded of his place." Zachariah cut in. "You see Dean, angels do have flaws, they pick up human traits. Which is why we have limited contact with people. Castiel was starting to show signs of emotion and doubt, so we sent him to a nice refresher course.... he needed some time away from you."

When Dean caught Castiel's empty eyes, he knew the angel was just as helpless as he was. Everything that had been said before Zachariah showed up, had been an attempt to comply with strict orders. "What did you do to him." He hissed, his eyes moving from Castiel to the angel standing only a few feet away.

"That's really not important right now, we're here to deal with you." Zachariah started.

"What the fuck did you do to him!" Dean shouted, his thoughts turning from his fate and that of his brother's, to what the angel in front of him had done to the one who had pulled him from Hell.

Zachariah offered a smile as he took a step forward and wrapped a hand around Dean's throat, shoving him into the wall by the vanity. "I think I just found another weak spot." He said with a cryptic smile.