Okay here is a request from my dear friend Crazed666. This will be my first multi-chapter fic. If you enjoy it please feel free to let me know.
Disclaimer: I do not own SN. If I did I might be a lot happier.
Castiel sat at the feet of his Master, feeling those long fingers tangle themselves into his hair. His eyes slid closed as the other hand caressed the fine bones of his right wing, the feathers parting easily for those cold fingers. He rested his head on his Master's knee and just let himself focus on the sensations he was feeling and continued to ignore his surroundings like he had for most of the day. It was better then letting himself dwell on the past and just how he ended up kneeling at the foot of, in his opinion, a disgustingly gaudy throne that Crowley used for his 'important' meetings. Today just happened to be a day with nothing but meetings meaning he wasn't really needed by his master but was there anyway as both a trophy and a threat like usual. He hated the fact that Crowley, of people, was his Master.
Castiel let out a barely heard hiss as the fingers tightened slightly, pulling at his hair. Crowley's finger began rubbing away the hurt almost as soon as he realized what he had done. At least it hadn't been his wing like the one time. That had nearly sent Crowley into a fits when he had screamed, the demon having not realized just how sensitive angel wings really were. In a way Crowley was probably the best choice, even if he hated it. As long as he did what he was told there was rarely any pain or punishments that came from the demon. Small accidents like what had just occurred were rare and usually only happened when the demon was displeased about something and couldn't stop his reaction.
He shifted slightly, letting himself rest more fully between the demons legs and allowing him better access to his hair and wings. It was all part of his contract. The contract that he had agreed to in order to save his own life. A life that wouldn't have needing saving if he hadn't screw up so badly that it had cost him the one that meant the most to him. Without thinking about it he turned inward and gently caressed the closed bond that he shared with Dean. He hadn't felt a single thing come through it since his screw up but he could understand why.
It had started harmlessly enough. He realized that the more time he spent around the Winchester brothers the more he was falling in love with Dean. At first he hadn't been sure what to do about it, so he ignored it, tried burying it deep, locking it away so the older Winchester would never know. Trouble with that was he didn't do a good of a job as he thought. His feelings grew worse and worse until he used any excuse he could find just to be near him. Sam had made the comment that one day that he was following Dean around like a love sick puppy and he had pulled the younger aside and sworn him to secrecy. Sam had just laughed as said that his brother was too dense to figure it out.
Days turned to weeks turned to months. He kept his feelings hidden with Sam occasionally teasing him whenever Dean was out of earshot. Everything began heading downhill one night when he was alone with Dean. They had been sitting in a field on the hood of the Impala, sharing a beer, and looking at the stars. They were talking about everything and nothing and enjoying each other's company. In the light of the stars Dean had never looked more beautiful. Without thinking he had leaned in close and kissed the hunter. Dean had froze before shoving him away, yelling profanities at him. The anger the hunter had directed at him had scared him. Dean screamed at him telling him not to come back unless he was called because he did not want to see the angel again.
Castiel had complied. He began showing up only when he was called and left as soon as he was sure that the brothers had everything they required from him. Sam had tried to get him to stay but he always had an excuse ready. Or he did until Sam began calling him whenever Dean wasn't around. It was nice spending more time with the younger Winchester; they were becoming fast friends. It had all came to a head the night Dean had showed up early. He had been leaning over Sam, who was showing him something on the computer when the door opened. They had both looked up to find Dean standing in the door, a look of fury on his face.
The hunter began screaming at them both with Sam trying to play peace keeper. Dean had thought that Castiel had been trying to seduce Sam now and wasn't having it. They had both tried to explain that they were just friends and nothing was happening but Dean wouldn't be swayed. That was when Dean had signed his death warrant. The man had screamed that he wished he had never met the angel and that they weren't bonded.
Pain had flooded into Castiel as the bond he had with the hunter had slammed painfully shut, sealing him off from Dean's bright soul. He fell to the floor screaming in pain, clutching at his chest as he tried to reopen it only to find that it was Dean's side that was sealed. He spread his wings, struggling to get away but the pain had been too great. He remember hearing someone calling his name as he slammed first into the table, then the wall, and finally the floor, bruising his body and wings as he tried to leave. He wasn't sure how he managed to get away but when he did he realized that he had ended up at Dean's grave where he had brought him back from hell.
He collapsed in front of that small wooden cross, not caring about the mud that splattered him or the thunderstorm that was raging around him. He sent out a weak call for help, even though he knew none of his brothers and sisters would come to help him. He laid there, dying due to the loss of his bond and found it fitting that he would be the one laying in the grave of the man he loved. That was when Crowley showed up standing there in a bespoke suit and carrying an umbrella, having answered his call. The demon crouched down next to him.
"Fancy meeting you here. You seem to be in quite the spot. You're dying mate." The King of Hell said softly. "Such a shame really."
"Why?" Castiel had managed to gasp out.
"I heard your call for help." Crowley said. "I figured it might be a good idea to have an angel at my side. Swear yourself to me and you'll live. You know how this works. We can fine tune the details once you recover."
Castiel closed his eyes, he had nothing left to lose. No one wanted him. Not his brethren, not his Father, and most certainly not Dean. He managed a shaky nod and felt the demon fist a hand into his shirt. The demon easily pulled him up and smashed their lips together sealing the contract. He felt his Grace stabilize as he was dropped back into the mud. He was exhausted from his ordeal and couldn't stop himself from passing out where he fell.
When he woke up he found himself in a bed in a richly furnished house. He had been stripped and apparently cleaned up. He could see that his normal clothes had been cleaned and were hanging in the closet along with his beloved coat. He sat up not at all surprised when Crowley walked in followed by a demon carrying a covered tray. The King of Hell took a seat in one of the chairs next to the fireplace and the tray was sat on the table. The other demon left and the door closed behind him with a click and the sound of a lock. The Hell King pulled out a roll of paper from his inside his suit jacket and sat it on the table next to the tray.
"You've been sleeping for almost a those boys did to you must have been horrible." Crowley said. "Now first order of business is food. Get over here and eat and we'll hammer out the fine details we've mentioned."
Castiel climbed out of bed, not caring about his lack of clothes and took a seat next to the demon, taking the food he had been given and eating it even though he didn't need to. The demon explained to him in great detail exactly what he wanted. Castiel was to be the Dark Angel of the King of Hell. His executioner, his eye candy, his symbol of power, his slave. Castiel just nodded and agreed which had the demon giving him an odd look.
"Castiel, I said we were going to discuss this contract. That means you get to make some rules as well. If there is something you don't like then speak up."
Thinking over it quickly he asked for something that had the former Crossroads King looking at him funny.
"Your only request is that?" He asked skeptically. "You don't care about anything else but keeping your virginity intact? Can I ask why?"
Castiel flushed. "I had hoped that if Dean had returned my affections that he might be the first one to claim me. Knowing that I have made him hate me I ask only that you allow me this one thing. The rest is yours for the taking. I have no reason to request anything else."
Crowley eyed him for a long time. "Okay. I'll agree to that. For your own peace of mind however I think I will also give you the right to have two days free of my service every month along with the stipulation that should I have any encounters with the Winchesters that I shall endeavor to keep you from entering the fray. Agreed?"
Castiel nodded. "I agree to your terms."
Crowley nodded and grabbed the roll of paper. He unrolled the blank paper and Castiel watched as everything he had agreed to was written out for him to look over. Deciding to make sure that the demon knew he meant business, Castiel allowed his black wings to appear. He pulled one of his long pin feathers out before dismissing them. Summoning his angel blade he sliced open his finger allowing blood and Grace to seep out. He dipped his feather in the mixture and signed his name to the paper, much to the shock of the demon.
He turned to Crowley. "Will this suffice?"
The Hell King nodded. He rolled up the paper and had tucked it safely away. He gave Castiel a new wardrobe consisting of a pair of white leathers pants, matching knee high boots, and a sleeveless white butter soft leather shirt. His look was completed with a pair of white leather cuffs and a matching collar. Crowley explained that the collar and cuffs would make him obedient to Crowley alone but he was free to defend himself at all times. They would also make him stronger, strong enough to easily rival an archangel. He agreed readily and Crowley's last stipulations were that his blade remained visible, and tucked in his boot for easy access and that his wings were also to remain visible.
So that was how he had ended up at the King of Hell's feet, being treated like a prized pet. For the past year he had done everything the Hell King asked of him. He killed the demons he was told, mostly those that disobeyed Crowley. He had never faced any of this brothers or sisters but Crowley had and had given him two more angel blades. When he had asked why the demon said he was protecting his investment. So that was how his new life had begun. And why he could feel Crowley's hand tightening in his hair once more drawing another hiss from him. Whoever his Master was talking to was really annoying the Hell King enough that Crowley was having problems keeping his reactions in check.
He turned and nuzzled into the hand in his hair hoping that it would help calm his Master before he got the order to kill whoever was standing there. He felt those fingers smooth his hair down and then give two small tugs. That was the signal that the demon wanted some stress relief. He shifted carefully moving so that he was now kneeling between the demons legs. He flared his wings slightly, bringing them around to frame the Hell King, knowing that the move was one that intimidated most of those that came. He sat up a bit more and reached for the the zipper on the demon's pants.
Before he could do more then grasp the metal he felt a hand fist into the back of his shirt and he was yanked away from Crowley. He was slammed onto his back as he was released and he was grateful his wings had been flared out or else he would have been in some serious pain. He reached for the angel blade tucked into the back of his pants and looked up, intending on attacking whoever had dared to touch him only to freeze.
Staring down at him, with thunder blazing in his green eyes, was none other Dean Winchester.