Enjoy chapter four. This is where the M rating comes into play so don't say I didn't warn you. I had a lot of fun writing this one. Hope you like it.

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Dean hadn't felt this nervous about sex since his first time and the anticipation made him jittery, blood thumping in his ears, making it almost impossible to concentrate. Crowley perched on the edge of the lumpy mattress and Dean knew why he hadn't made a move yet, Crowley was waiting for him to make the first move.

Crowley was giving him one last chance to back out and pretend this never happened. Dean took a moment to consider it. Flirting was one thing but sex was much more intimate and if he went through with it, there would be no coming back. It took him less then a minute to decide what he wanted and oh how he wanted the crossroad demon sitting in front of him.

It was about time he got something he got something he wanted. Walking over to Crowley he straddled his lap and ignoring the voice in his head telling him he was acting like a girl. Crowley's eyebrows shot up in surprise, he hadn't been expecting Dean to be so straight forward.

He wrapped his arms tight around Crowley's neck to steady himself and smirked when a arm curled around his waist. He couldn't believe how patient Crowley was being but quickly reminded himself that this was just as new to Crowley as it was to him, Crowley was just a better actor.

Even sitting on the demon's lap he was still a head taller and he was forced to lean down in order to capture his lips in a kiss. This kiss was softer then the earlier one, exploring each others mouth languidly. He tried to twist his fingers in Crowley's hair and frowned when he couldn't get a proper grip on the short hair and settled for scratching at his scalp playfully. Crowley growled, causing Dean to shiver violently in desire and rock into him, cursing the many layers of fabric separating them.

Dean whimpered as Crowley kissed him passionately, tongue lapping gently at his open mouth. He couldn't think straight, his whole body burned and he ground down desperate for some friction on his aching cock. He hadn't felt this good in a long time, each bite sending him further into oblivion. He made a small noise of shock when Crowley stood up suddenly, taking Dean with him.

He clutched at wide shoulders, hoping Crowley wouldn't drop him. Thankfully being a demon made Crowley stronger then he had any right to be and Dean's weight didn't bother him in the slightest.

Spinning them around so Dean was hovering over the bed he dropped him without warning and Dean flinched at the tortured squeak of the mattress springs. Crowley smirked and snapped his fingers, locking the bedroom door with a quiet click.

"Don't want any interruptions do we cupcake?"

Dean bit his lip and decided if he was going to do this, he might as well go all in. he saw the predatory look in Crowley's eyes and slowly rubbed the growing bulge in his jeans, making sure not to break eye contact. When he saw the noticeable hitch in Crowley's breath he felt a spike pride at his ability to crack Crowley's calm exterior.

He grunted and began to undo his jeans, when they were unzipped he moved onto his shirt. Stripping off his shirt he watched Crowley do the same, still not breaking eye contact. Dean was blown away by how turned on Crowley's body made him, it wasn't like he imagined it to be.

Crowley was a bit chubby but there was definitely muscles hiding beneath the suit. Not that it mattered, it was Crowley we was attracted too, not the body. But it helped that the body was sexy as heel.

"Scoot up the bed pet." Crowley demanded.

Dean obeyed quickly, shuffling up the bed so he was laying down and feeling more vulnerable then he had in a long time. Sex wasn't usually this complicated, sex was one of the few Dean was a expert at. Crowley moved over to him and crawled onto the bed, kneeling over him. His breath hitched as Crowley surrounded him, pinning him down.

"You really are beautiful Dean." he murmured, dragging a hand across Dean's tanned collarbone.

He kissed down Dean's neck, scraping his teeth across the delicate skin and soaking up Dean's shiver. Dean arched into the wet heat of Crowley's mouth on his skin, moaning in pleasure when Crowley's cock slapped against his thigh. Crowley made his way down his body slowly, kissing, licking and sucking his way to Dean's leaking cock. Dean whined and pushed his hips up, hoping Crowley would take the hint.

"You ever done this before?"

"I'm far from a virgin Crowley." Dean hissed, wondering Crowley had stopped.

"Have you ever bottomed?" he rephrased, rolling his eyes.

Dean hesitated and looked down, meeting the demon's eyes. He could have sworn he could see concern shining back at him. "No." he admitted quietly, nerves coming back full force.

Crowley nodded and took a moment to admire the rather stunning view Dean made. Lips swollen and red, eyes bright with lust and desire. Not many people and even less demons ever got to see what he was seeing, Dean exposed and vulnerable. He ran his hands across Dean's chest, revelling in every twitching muscle and scraping nail across a pink nipple.

"Fuck!" Dean gasped as the air left his lungs.

He scratched a trail over Dean's stomach and across the tops of his thighs, watching them quiver. Snapping his fingers a bottle of lube appeared in his free hand and he snorted at Dean's confused look.

"Demon remember? I know lots of fun little tricks."

He popped the cap and coated his fingers, using more than was strictly necessary. He hadn't expected Dean to be virgin and he resented the extra work that came with it. He'd have to stretch him thoroughly.

Too much pain and Dean would simply back out and although he was strong enough and morally corrupt enough to simply take what he wanted, he'd never been a fan of rape. He preferred his partners willing.

He spread Dean's legs and rubbed a finger over the small puckered entrance, slipping a finger inside gently. Dean closed his eyes and tensed, having a finger inside him was the weirdest feeling.

"You need to relax."

Dean nodded and sure enough he felt the tight heat surrounding his finger loosen. Pushing the finger in deeper he twisted slowly, allowing Dean time to adjust.

"Push down."

Dean tried his hardest to push down on the intruding digit but his position made it difficult. Crowley added another, scissoring Dean's opening and soon he had four fingers fucking into Dean roughly and enjoying the happy noises Dean was making.

"I'm ready Crowley please!"

Dean was beyond caring about pride or dignity, he'd beg on his hands and knees if it got Crowley to fuck him. Pulling his fingers out, Crowley covered his cock in more of the lube and wrapped a strong hand around Dean's weeping cock, tugging roughly and pulling a curse from the nearly incoherent man.

"Do you like that?" he asked, taking sadistic pleasure in the way Dean's body shook with need.

Dean nodded, barely able to remember his own name let alone speak. Crowley growled and twisted his wrist just under the head of Dean's cock in retaliation.

"Use your big boy words."

"Yes!" Dean whispered harshly when he repeated the action.

The tip of Dean's cock was now a angry red and had started leaking all over Crowley's hand, causing the demon to sped up his movements and ending each tug with a expert twist of his wrist.

"I close." Dean warned.

Or at least that's what Crowley thought he said, it was hard to tell through the grunts and curses. When Dean was on the edge of coming, he griped Dean's hip tightly and thrust into him quickly. The only thing that stopped Dean from coming instantly was Crowley's death grip on the base of his cock.

"Holy Shit!"

Dean couldn't believe how amazing it felt. Why had he never done this before? It was brilliant. Crowley inside him made his feel so unbelievably full.

"Hold on to me." Crowley instructed, hooking one of his legs around his waist.

Dean latched onto Crowley's shoulders and held on as tight as he could. Crowley winced as Dean's nails bit into his skin and he wouldn't be surprised if he was drawing blood.

Dean cursed as Crowley pulled out and rammed back in, causing him to see stars as he hit his prostate. He repeated the action and Dean swore his vision went black for a split second as he felt every vein and ridge in Crowley's cock. He felt so full, so alive and wanted as Crowley hammered into him and hitting his prostate.

Wrapping his legs around Crowley's waist he pulled them closer together, their sweaty bodies moving together easily. He needed him deeper, needed to be fucked harder. He could feel the orgasm building in his stomach, his balls pulling closer to his body and his legs shaking. Crowley continued to thrust deeper, panting a gasping above him.

Their eyes were locked and Dean couldn't deny the fact that this was a lot more intimate then he'd anticipated.

"Come on pet. Cum for me."

Dean gasped and withered under him, his whole body shaking from the force of each thrust and the impeding orgasm. Craning his neck he pulled Crowley into a passionate kiss, devouring the demon's mouth and ignoring the desperate need to breath.

He needed Crowley closer. When they reluctantly pulled away, Crowley's eyes snapped open and Dean was greeted by two burning red eyes, undeniable proof of what Crowley was.

The sight sent Dean over the edge and he came loudly, arching his back almost painfully and experiencing the most intense orgasm of his life. Crowley swore and his eyes widened as Dean's hole clenched around him and with a strangled roar he emptied himself inside Dean's limp body.

…

They lay together for what felt like hours, enjoying the post orgasm bliss. Sometime in that time Crowley had ended up on his back with Dean's head resting on his chest, playing with his chest hair. The cooling sweat on Dean's body made him shiver and he sighed thankfully when Crowley threw the blanket over them.

"Wow." Dean muttered as the reality of what they'd just done began to sink in.

"I'll take that as a compliment." Crowley murmured, he was exhausted in all the best possible ways.

Nothing calmed him quite like a good fuck and Dean was a very good fuck. Sex had always been one his talents and learning how to tortured had only made his better oddly enough. Torturing required intimate knowledge of a person's body, knowing the right places to send someone into a fit of agony, which meant he also knew the right places to send someone mindless with pleasure.

"At the risk of inflating your ego, that was the best sex I've had in years."

"You weren't so bad yourself."

Dean hummed and felt himself drifting off to sleep. Crowley was so warm and his arms circled around his waist perfectly. "Are you staying?"

"Got nowhere else to go."

Dean rolled his eyes, did Crowley really find it that hard to just admit he enjoyed his company?

There was a stretch of comfortable silence as Dean twirled his fingers in the thick black chest hair, thinking about the consequence that would undoubtedly follow their actions. What would happen on the long shot that they won and the only reason Crowley was their ally disappeared? Would he be able to separate his lover Crowley from demon Crowley? Were they even lovers or was this a one time deal?

"Is this a one time deal?" he asked suddenly, needing to know where they stood.

"Do you want it to be?"

"Do you really think I'd risk everything for a one night stand?"

Crowley sighed and ran his fingers through Dean's messy hair thoughtfully.

"I like you Dean, I really do, which is why I'm telling you this. I can be charming and witty and funny, it's what makes me an excellent crossroads demon. We can be friends and we can be lovers but never forget what I am. Never forget what I'm capable of and you won't get hurt." Crowley warned him quietly, resting his chin on the top of Dean's head.

"I don't think me forgetting you're a demon will ever be a problem or did you not see me jizz all over myself when I saw your red eyes?" Dean pointed out. He wouldn't ever forget Crowley was a demon or try to pretend otherwise because it made it all the more forbidden and Dean had a thing about doing things he wasn't supposed to. He'd spent the better part of his life hunting demons and he knew exactly what Crowley was capable of.

"If I'd known you'd like it so much I would have shown you them sooner." Crowley chuckled.

"Well now you know for next time." Dean teased, kissing the skin above his nipple.

"I don't know, don't wanna blow your load too early."

Dean snorted and shifted closer to Crowley's body heat.

"Get some sleep pet." Crowley could see he could barely keep his eyes open.

Dean closed his eyes and allowed sleep to take him. There was a excellent chance this would all blow up in his face but as a settled into the comfort of Crowley's arms he decided to enjoy it while it lasted.

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Well there's chapter four. Hope you liked it and I managed to pull off the sex scene adequately. Hope you liked it and please review.