Warnings: Demon Dean, Dark Gabriel, Torture, Blood and Gore, Anal Sex, Anal Fingering, References Rape, Dub-Con, Exhibitionism, Blood as Lube, Barebacking, Minor Character Death.

Author's Note: This is going to be a bit darker than my usual style. I hope that you enjoy! Also, please note this story is for my Gabriel Bingo Card!

Chapter One

There wasn't much that Gabriel knew anymore beyond pain. It had become his lot in life, ever since Loki betrayed him and sold him to the highest bidder. He would start his days huddled in the corner of his cell, keeping his body far from the bars and whatever demon was passing by. They weren't allowed inside his cell without Asmodeus' permission, but if he was close to the doorway, they could easily reach in for a bit of fun. Each day Gabriel retreated in his mind, to a place where no one could touch him, where they couldn't cause him even more pain. It was like he was drowning in himself.

Whimpering as footsteps came closer to his cell, Gabriel pressed his lips together. He had been threatened more than once of befalling the punishment of the one who sold him and having them sewn together. It was time for his grace to be drawn from his veins. When done properly it stung but no more than it would for a human donating blood. Asmodeus never bothered with worrying if it hurt or not. The demon enjoyed causing what would be his natural predator as much pain as possible.

"It's only right that you serve a Prince of Hell and not the crossroads demon with his delusions of grandeur. I think you'll find that my prize will be more than enough to convince you who you should be loyal to."

Backing as far as possible inside the cell, Gabriel pressed his back into a corner so that the cold concrete was firm against his barely-covered skin. What had once started as clothing tight against his form was nothing more than loose rags as he lost weight over the years. His grace wasn't enough to do more than keep him alive while being drained every few days. Asmodeus didn't dare allow Gabriel to gain any of his former strength. Instead, he milked the archangel for every drop of grace he could.

What scared Gabriel more than losing his grace was how Asmodeus spoke of using it. If the demon managed to finish his project and use his grace to convert it into demonic power, then it meant what could be the end of the world as Gabriel left it. It wouldn't end in a bang; no Asmodeus was smarter than to try where archangels had failed. The prince was thinking of something that Gabriel couldn't predict, nor could he stop Asmodeus from using his grace however he wished.

"I'm looking forward to whatever you want to show me; you better make this worth my time, Asmodeus."

Gabriel knew that voice.

For the first time in what must have been months, Gabriel opened his mouth and cried out. He wasn't in pain, no more than usual but he needed to gain the attention of the one walking past his cell. The archangel didn't question what Dean Winchester was doing in Hell, nor why he seemed to be chummy with Asmodeus. The hunter owed him; he had given up his life for Dean when he faced his brother, and while he had run away afterward, it was Gabriel who gave the Winchesters the key to shove Lucifer back into his cage. The cry did what he wanted. The footsteps came closer, and he knew that he would pay for bringing attention to himself if Dean didn't help him out.

A pair of green eyes peered through his cage, and while Gabriel only had a drop of his grace remaining, he could see the demon in Dean as well as the mark which caused it. He had hoped that Dean would rescue him, but Gabriel had seen what the mark did to his brother and where that road had led. If there was anything left of Dean remaining it wouldn't be enough to save him, not if the Knight was consorting with Asmodeus.

"Well, what do you have here? You've been holding out on me, Asmodeus; I'm curious as to what you were going to show me instead of the Archangel Gabriel."

Though the archangel in question believed that he would soon know a whole new level of pain, he too was curious as to what Asmodeus was going to say. "Gabriel? No, this is a pagan god, Loki. Surely you've met him before." Gabriel didn't have enough grace to prove he was who he was, but he didn't need to.

Dean smirked, his green eyes flashing black for a moment before he turned his full attention to Asmodeus. "So you wouldn't mind if I played with him for a bit? This trickster put my brother and me through hell more than once. I wouldn't mind evening the score."

Asmodeus hesitated for a moment. While he had no problem letting others take over his daily torture, there was no guarantee that Dean wouldn't kill the archangel. Opening the cage, Asmodeus remained at the entrance while Dean walked inside. "Of course I wouldn't mind, just try not to kill him. I'm not done with him yet." With each step Dean took, Gabriel felt his hope fade. He could more than see the demonic presence surrounding the man, he could sense it. What bit of Dean that may remain was no more than a sliver, and while Gabriel had seen the man beat impossible odds, this wasn't something that he was even trying to fight back any longer.

If he was going to die, Gabriel would be damned if he was going to sit back and allow it to happen cowering. Gathering what nerve he had left, Gabriel locked eyes with those green ones he had once somewhat trusted. There was no hesitation, but Dean brought his hand along Gabriel's head and tangled his fingers in the archangel's filthy hair. Jerking his head back, Dean pulled Gabriel's head to the side, allowing him to see the puncture marks along his skin and making the archangel whimper.

"What's with the track marks?"

Asmodeus came into the cell, if it was to join in or to make sure Dean didn't go too far, Gabriel wasn't sure. In a flurry of movement, Dean had Asmodeus pinned to the wall, his hand wrapped around the prince's neck. Gabriel backed against the other wall as far as his chains would allow him. "I don't like it when people lie to me; also Crowley sends his regards. It seems you weren't as quiet as you would have liked, and someone ratted out that you have your eye on the crown." Dean paused to lean forward and whisper in the older demon's ear, though Gabriel was still close enough to hear him.

"I bet I know exactly what kind of weapon you were going to show me, and I think I'll take it and the archangel for myself thanks. Guess I don't need you anymore." Asmodeus tried to respond, probably to try and strike a deal for his life but Dean was too quick and stabbed him with the First Blade. There was a flash of light before Asmodeus slumped forward. Dean didn't bother with the body. Instead, he let go and stepped to the side to allow the corpse to fall onto the floor. Gabriel didn't know what to do; what he did know was that if Dean left, then there would be no mercy to be found with whoever came by next.

Opening his mouth to speak for the first time in what seemed like ages, Gabriel wondered what he could say to make Dean let him go. "De-Dean-o, you just-just gonna leave me here forever?" There was a pregnant pause before Dean turned from where he had been about to leave the cell.

The former hunter sighed, observing Gabriel for a moment before snapping his fingers and releasing the chains. "Don't say I never did anything for you," exclaimed the demon, and though he started to leave the cell, Gabriel was soon on his feet, and unlike the last time he was bound around the hunter, Gabriel followed.

If Dean was the new Knight of Hell, if he embraced The Mark of Cain for whatever reason, the former hunter was the safest place to be. He could have left, though other demons would have loved to take another swing at Gabriel. The archangel could have made a break for it. Instead, he took wobbly steps toward the demon who rescued him and could very well turn around and kill him at any moment.

"My blade," began Gabriel, pointing down the hallway and toward where Asmodeus was originally taking Dean. "He was going to show you my-my blade. I can show you." It was a reach, but Gabriel knew better than to think he could escape in his current condition. He needed Dean's help, and he was hopeful showing the demon his blade wouldn't result in it being stuck in his chest.

Dean snorted and rolled his eyes before holding his hand out toward the hallway. "Lead on then, but don't think for a second that you're getting it back."

Gabriel stumbled down the hallway and watched as more than one demon gave Dean a wide berth. When they reached the cupboard which contained his blade, the demon didn't even blink before pulling out the spiraled sword and examining it. It was real. Gabriel could feel the pull on what remained of his grace. Alongside the blade was a bottle of his grace, though he didn't so much as reach toward the container. Dean turned once, and at that moment Gabriel wondered if he was about to be killed, if Dean was too far gone and was going to finish what Asmodeus had started.

"I promised Crowley I would bring him back whatever Asmodeus had hidden from him. You going to escape topside?"

Gabriel could if he wanted. The archangel figured his blade was enough of trade to grant him safe passage. But then where would he be? Loki would still be out for his blood, and it would only be a matter of time before he was once again in chains. Looking up the demon who saved him was his only option any longer.

"Do you think you need a powered-down archangel?"

Instead of answering, Dean turned on his heel and walked toward the entrance, Gabriel following behind him like a lost puppy. He supposed in a way he was; after all for an archangel he was about as sturdy as one. Maybe he could bide his time until his grace returned, hopefully, Dean would find a purpose for him until then. Gabriel got the feeling that this new Dean wouldn't put up with anything deemed useless.

P.S. If you want to keep up to date on my writing add me to Facebook, Tumbler, Twitter or Instagram as CrowNoYami ;-) Also, if you want to see what I'm reading (I always review so you know what you're getting into) I'm on Goodreads as well, the same name as always.