Sorry for the delay in the next chapter! I had half of it typed and my computer shut down without saving my work :( had to get the motivation to redo this chapter. Big plot twist, yes! My intention had always been for this to end in a Dean/Emily pairing, but to be honest, I'm digging the idea of a Sam love triangle rearing it's head as well. One of Emily's biggest strengths is the power of attraction and especially when it comes to Demons, so there's a good chance she's gonna get in his head in a major way. We'll see where the wind takes us. ;) first paragraph is the sex scene, if that's not your thing, feel free to skip! enjoy! Continue to read and review, it really makes my day!

Dean's body was rock hard on top of hers, the muscles rippling through his arms and stomach and back in a way that didn't seem human, Emily had seen him before without his shirt, but she'd never appreciated it so much, how chiseled he was. He moved her where he wanted her with ease, his touch was soft but firm, demanding, all man; raw and confident and so, so delicious. Emily shivered in anticipation, one leg hooked around his waist to keep him pulled into her, her arms still wrapped around his neck, his lips finding her own, traveling down her collarbone, up her throat, to her ear, to her breasts. He didn't let up, one hand splayed below her back to keep her upright and against him, his other hand fisted into the bedsheet below them. The way he was worshipping her body was so surreal, it seemed unlike him. She'd expected him to be rough, all dom, the way he was in real life. As they moved against each other, finding their rhythm easily, it just felt so right that Emily could barely believe it was real. His dick was as large as she'd anticipated, the initial shock of pain with the first thrust wore off almost immediately as her body reacted to his, molding against him. They were both breathing hard, but neither of them stopped moving, delaying the inevitable as long as possible. She moaned into his ear and she could feel him tighten beneath her, the swell of his cock sliding into her slick folds told her that he was close. The whole encounter took less than fifteen minutes, fast and frantic, passionate in a way that only lovers who felt they didn't have time could be. He never stopped touching her, he never let his lips leave her body, he never stopped whispering her name, as she groaned out his in return. It was spiritual, intoxicating, Emily could feel her own orgasm building, and Dean let her fall to the bed, bringing one long finger down to find her sensitive bud and roll it between his fingers expertly, never letting up the thrusts, bringing his mouth to her nipple and sucking. She felt herself spill over, her walls tightened again, her hands coming to his back and digging into his flesh as they came together in the last throes of ecstasy.

Dean rolled over next to her, still breathing hard, his arm beneath her neck. Neither of them spoke or moved for a long few minutes. What had felt so right, only moments before, now felt...confused. What had they done? Emily was brought back to reality sharply, and she sat up, holding the sheet up to her chest as she turned to look at him. "Oh Dean," she forced herself out of bed, the stickiness between her thighs that also stained her sheets felt heavy, her core still throbbing from the aftermath of what had happened. "Oh...oh this was not supposed to happen." It was crashing around her, the weight of their deed heavy in the air. This was not a part of the plan, never was it a part of the plan. This was so much different from seducing a demon for a kill, or a quick fuck with a random stranger to satisfy a need and then never see them again. This was Dean, the Neanderthal who spanked her any time she looked at him wrong, the man who was all brawn and very little brains, who ate three bacon cheeseburgers a day and washed it down with a half bottle of whiskey. Dean who she was stuck with until the day one of them died. Dean, who she was gifted too. What had they done?

Dean propped himself up on his elbows, the sleepy expression on his face turning to one of concern. "Are you okay?" Well, she hadn't expected that response.

"Am I okay?" She repeated, bringing a hand to her face and groaning lowly. "Dean, we just slept together. I mean...what does this mean? What were we thinking?"

"You were not."

A voice cut through the air, startling them both badly enough that Dean actually fell off the other side of her bed. It would've been comical if they weren't both naked and sweaty and still wearing the evidence of their shame. "Castiel!" Dean's voice was sharp as he stood, a pillow clutched over his groin to hide himself. "Fuck man! What did we talk about? Boundaries!"

The Angel merely cocked his head at him curiously and gave a shrug. "Boundaries," he repeated, his voice calm and low, as it always was. Emily clutched the sheet tighter to herself, watching him closely as he looked between the two of them. "I do not think it is I who needs a lesson in boundaries," a smile tugged at the corner of his mouth and Emily snorted, catching the joke a few seconds before Dean did. "This was not an original part of our plan, but I suppose God does work in mysterious ways."

Dean sighed, coming around the bed to retrieve his boxers and pants as Castiel moved from the corner to the center of the room. "What are you doing here, Cass?" Emily moved while Dean did, still unsure of how she felt, or what she should feel, so many emotions were coursing through the room that it was hard to separate any of them.

"I came to check on you. I know that Ezekiel made an appearance, God was not too pleased to hear that," he lifted his eyes to the ceiling in disdain at the fallen angel's name. "Emily, you have learned a great deal about yourself, more I'd say then your counterparts have learned about you," he cocked a brow and Emily pulled her shirt over her head and went to sit, delicately ignoring the semen stained sheets as she did so. "God wished me to relay the message of the mission. Emily is a very powerful weapon, should she choose to continue honing her skills and assisting you in your hunts, you may very well find a reward at the end of this all."

End of this all? What did that mean? Castiel must have read the confusion in her eyes as he quickly corrected himself, "There are and always will be jobs to be done."

"So you just came down here to check on us, and you just happened to choose the moment we were done having sex?" Dean's voice was a low growl, and Cass put his hands up, arranging his features into a look Emily surmised was supposed to resemble sheepishness.

"I did not know that you were copulating," he seemed pained at the word. "It had appeared you had been disciplining her moments before."

Emily's cheeks flushed furiously and she stood up to square off with the Angel, hands on her hips. "Quit spying on us, Cass! Cant you call like a normal...person? Angel? Whatever you are?" The tension lifted again as both Dean and Cass laughed, and even Emily had to smile at the ridiculousness of it all. "Okay, okay, get out of here Cass."

He was gone before she'd even finished her sentence and Emily found herself left with Dean again, eyeing him carefully. "Look, I don't...I don't want this to be weird," she gestured between them, unsure of exactly what she wanted. "I don't know what happened, but this wasn't supposed to be it. Unless, unless you..." She trailed off and he sighed, rubbing the back of his neck.

"Emily, I don't know." He said after a beat, his cheeks pinkening a little at the intimacy. "I care for you, a lot. You've really grown into this family, and I can't lie and tell you that I haven't thought about this happening between us more then I probably should. But you're here for the long haul. I haven't had a relationship that's lasted more then a week since...since ever, really. This could be complicated. It will probably be messy. It's not gonna change anything between us, though. Because we can't let it." He was better articulating her feelings then she cared to admit, and was slightly surprised by the insight he provided. Unless this was a common speech for him. "Maybe we just..." he paused, rubbing his neck again. "Maybe we just stew on it. Not talk about it until you're ready to make a decision."

A decision. Emily rolled the word in her mind, staring at him hard. This was Dean, who she'd seen flirt with more women then she'd thought humanly possible. Dean who lived on beer and junk food. Dean who picked up and packed up with no hesitation. Dean who'd probably broken more hearts than she'd ever know. Her kindred spirit. Emily knew what it was like in this life, and so did he. The confusion growing, she finally shook her head and gave him a wan smile. "Yeah, you're right. This is a lot to take in. Let's just call it a mistake for now, and...and we'll see."

The weirdness was flowing heavily in the room and all Emily could do was break it apart with a small shrug. "Well, I'll tell you one thing, Dean Winchester," she said over her shoulder as she headed to the bathroom to turn the shower on. "You won't be spanking my ass anymore if I was your girl."

Dean laughed, short and intense, and he sauntered to her, resting his hand on the doorframe of the bathroom as he leaned down to look her straight in the eyes. "Oh sweetheart," he smiled wolfishly, "that doesn't stop just cause you got in my pants." He winked and dropped a kiss to her forehead before disappearing from her room almost as quickly as Castiel had. Emily shook her head again, feeling dazed and drained from everything that had happened in the past half hour. All she knew for certain was that this was going to be exactly what they had both admitted too.

Messy.