Demon's Trial

Chapter Two: Guilt Running Deep

Sequel to "What Makes a Killer" and part of the AU "Demon Blood" universe. You should read everything else first.

Warnings: This chapter contains some swearing, sexual references and a somewhat explicit sex scene. Read at your own discretion.

"I think he's taken the bait. They both should be here during your next conquest."

"Good."

"Now, I've given you free reign about which ones you've been going after, but this next one needs to be someone very specific."

"You have already chosen?"

"Yes. He's right across the street from the child I've had Hillary watching. I imagine all the players will fall right into place as expected."

"What if they manage to overpower me? What if Winchester stops me?"

"Well… I guess they just will. You knew the risks when I summoned you, I've always been very clear on that. Still, you should manage to kill them both before anyone, him in particular, can interrupt, but you have to play your part exactly or the trap won't be sprung and the test cannot happen. Do you understand?"

"… Yes."

"Good. Now go."

Shinae let out a breathy gasp as Dean slowly guided her onto him. God, this felt so good, he thought as he gave them both a moment to adjust before starting to move. The brunette-haired girl moaned as she rose up slightly and pushed back down, running her hands down his back. Her chest rubbed against his as he tangled his hands in her hair and guided her into a kiss, tongues battling for dominance.

It had over two months since Dean had last had sex. Part of him regretted it, but with everything that had happened lately, it just hadn't felt right. He had worried over finding Sam, worried over keeping a close eye on the kid once he had him back, worried about his secret, about John being in Hell, about everything except himself. The fact that Sam hadn't been against this particular coupling reminded him that he could still be the big brother while doing the things he liked to do.

And he was liking this a lot.

"Dean!" Shinae gasped when he shoved forward, Shinae landing on her back as he continued to thrust into her. "Oh God, yes, more…"

Dean felt a grin overtake his face as he attacked Shinae's neck, nipping and kissing his way down it before heading a little lower to her breasts. "Like that?" he asked softly.

"Yes," Shinae hissed. Dean chuckled and kept thrusting, managing to wind a hand between their sweat-slicked bodies and giving Shinae a little more pleasure. She reacted at once, body arching up against the bed and her mouth falling open.

Oh yeah. This was a great way to get back into the swing of things.

She watched him from a distance. Part of her wanted to get closer, but if he really could sense her kind, then it was just a bad idea. So, she stayed back and watched.

He was using his computer, probably doing more research. It made sense with what she knew about him. Still, it was clear that he was fighting off exhaustion from the way he kept rubbing at his eyes. Her agents that had tracked him over the last month had said he tended to sleep as little as possible. When he did sleep, though, he was clearly plagued with nightmares and often woke up, drenched in sweat and shaking like a leaf.

"I think he'd stop sleeping altogether if it were humanly possible," one of the other watchers had told her. She knew he was prone to nightmares, but he had never looked quite this bad while under her care in L.A.

The boy suddenly closed down his laptop, stood up, stretched, and then he was stepping outside. She retreated a bit further back to be safe, but he didn't seem to notice her, so she relaxed a little and continued to watch.

He sat down on the curb, elbows propped on his knees while he stared up at the night sky, stars faintly glowing above. "You should be up there somewhere," he said aloud, and she had no doubt whom he was talking to. Her agents said he did this sometimes when his brother was fast asleep. "Not… not down there."

He dropped his head and ran his hands through his shaggy hair. "When Azazel told me what you'd have to do to set me free, I thought to myself that I'd sooner die than let that happen. Me and Dean, we need you here, not in Hell. You never deserved to go there. Not like I do."

He was silent for a few minutes before lifting his head again and staring at nothing in particular. "You said I need Dean more than I need you," he said softly. "I guess you could see how that might be true, but that was only because you weren't there when I needed you growing up. And when you were there, I just couldn't see that your desire to protect us often outweighed the desire to just be our dad. All I saw was the drill sergeant who protected his boys and taught them how to protect themselves in turn." She thought she could see tears in his eyes.

"And... God, all I wanted was a father," he whispered. "I wanted someone who could care less about my ability to hold a shotgun correctly or the fact that Mom died for me. I never cared about the revenge growing up, not once I knew about it, because I never knew Mom. I never got to hear stories of what she was like because you were in too much pain and Dean always blew up about it if I so much as mentioned her. I wanted normal like the other kids in school because I never got to know what it was like, not like you and Dean did." He swiped a hand across his eyes. "I just wanted one chance and I let a bunch of fuckin' demons convince me that it was more important than anything else. I regret that more than anything else, even if I never knew before Rachel told me."

He fell silent again, and she was struck by the vulnerability in his voice, in his posture. Not for the first time, she wondered if Azazel's favoritism was blinding him to the kind of person this kid was, but he seemed so set on this boy being the one to carry out whatever the end game was that he never listened to a thing she said about it.

"I get that you were only doing the best you could," the boy said, drawing her attention once more. "And I'm sorry that I caused you to end up in the Pit. I guess it'll be my fault if they get Dean down there, as well." He sighed and stood. "Sometimes I wish Dean would abandon me completely. All I'm going to do is get him killed, but I bet you made him promise to never leave me before you walked out there and let Azazel take your soul, and Dean… He always keeps his promises."

A long yawn suddenly escaped the boy and he stretched before walking back into his motel room. A few minutes later, she could see that he was finally going to bed, and she settled back to see how long he lasted before the nightmares drew him back to the land of the living. She had a feeling it would be a lot sooner than later, but at least Azazel's favorite was finally sleeping. They couldn't afford to lose him before it was time to open the gate, not if he was really the one who was going to win over the others.

"You're not staying?" Shinae couldn't help but feel slightly disappointed as Dean started to pull on his boxers.

"I really can't," Dean said with an apologetic smile.

"Is it something I did?" Shinae was tempted to pull a sheet around her body, but that was never how she did things. Once the clothes came off, they were off until morning. She wasn't used to this.

"No!" Dean said quickly. "No, it wasn't you at all. It's just…" He trailed off, and Shinae decided to take a guess.

"Is it that other man you were with earlier?" she asked.

"He's my little brother," Dean said at once.

"Oh." Shinae frowned, trying to figure this out. "He's really tall."

"He's a sasquatch is what he is," Dean said with a small snort. "He's four years younger than me, though."

"So, are you one of those overprotective types, then?" Shinae asked. "I mean, 'cause he looked like he's perfectly capable of taking care of himself."

Dean stared at her.

"I guess he looked really thin and really tired," she amended after a moment.

"He uh…" Dean finished buttoning his jeans before meeting her eyes again. "He's had a really rough time of it lately," he finally said. "Honestly? I haven't spent that much time apart from him for awhile."

Shinae frowned. "So, how long has it been since the last time you had sex?"

Dean huffed a small laugh. "Over two months," he said. "Way too long for me."

Shinae couldn't help but feel impressed. "You put your brother's needs above your own," she said softly, and Dean nodded after a long moment, pulling on his t-shirt and grabbing the dark red button-down he'd been wearing on top of it. "Well," she finally said, standing up and walking over to him. "I gotta say, you are not what I expected at all."

Dean raised his eyebrows, silently asking what she had been expecting.

Shinae finally let her smile escape. "You were even better," she said, rising on her toes to give him a kiss. "You staying in town a little longer or are you leaving in the morning?"

"We're here for a few days," Dean said.

"Well, maybe we could hook up again before you leave?" Shinae suggested.

Dean nodded after a moment and smiled. "I think I'd really like that," he said. "Thanks for a good time, Shinae."

"Thank you," Shinae said back, snagging a bathrobe for herself as she walked Dean to the front door of her apartment. "Call me," she said. "Seriously, or I'll hunt you down myself."

Dean grinned, gave her another kiss, and then he was gone. It really was a shame that he wouldn't stay the night and probably wouldn't call her, Shinae thought as she returned to her bedroom, but given what little she knew about him, she could tell that his heart was in the right place.

Disappointment. Anger. Pure hatred. Nothing good surrounds him.

"Why?" Jessica whispers. "Why didn't you save me?"

"I lost my life for you," says Mary, "and you became a monster."

"You're Azazel's bitch-boy," Derrick tells him. " Daddy's perfect little warrior's evil, now."

"I tried so hard to protect you and you gave into the lust for blood," John says. "You gave into what I tried to never let you become. Why didn't you fight harder?"

"I'm always gonna have to protect you," says Dean, "keep an eye on you, make sure you don't go darkside. But you will and you know it."

The blood sings in his veins. He is powerful, independent, and incredibly strong. No one can stop him.

"All those times you ran away," says the man with his own voice, "you weren't running from them. You were running towards me."

No hope. No escape. Doomed to become evil, to go to Hell where he's already sold his soul.

"It had to be you, Sammy," the unknown girl whispers. "It always had to be you."

"Sam, wake up!"

"You weren't worth it!" John screams, eyes black. "I'm in HELL because of you!"

"Sam, dammit, wake up!"

"I died for you, we all did, and it was all for nothing."

"Sammy!"

TBC...