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They needed a weapon. A very specific special kind of sword. It was forged in holy fire of a rare metal and an inner structure that allowed any kind of poison to run through inside it making sure that if anyone was cut by it the poison would find its way into the person/demigod/creature.
It was owned by the king of hell of course. Who else?
So, the brothers summoned him to their motel room.
“Hello boys…” Crowley greeted of course appearing behind them just for fun.
“Crowley, we need a weapon. The sword of Laran. We know you have it.” Sam started. They had a pretty rough time figuring out it was actually a sword.
“Funny story, huh? They keep attributing a spear to him when the point was that his blood running in the blade was poison to demons…” Crowley chuckled like he was reminiscing some nice childhood memory. “I got rid of him for that, of course…”
“Err… okay so what do you want in exchange?” Dean asked shaking off the story.
Crowley seemed to actually think about it.
“You.” He said and continued when Dean stepped back uncertainly in surprise. “For a day.”
“What do you want with me?” Dean asked not knowing if it was a good idea. Well, it was already a bad idea to deal with Crowley so hell he just needed to make sure he didn’t miss some crucial details.
“You’ll find out if you want the sword bad enough.” Crowley answered without answering.
“No damage.” Dean waved at his body but also meant his soul.
“No lasting damage.” Crowley specified.
Dean’s eyes widened. Fuck.
“Only one day. No lasting damage, no lasting effect, not taking any objects….” He wanted to keep going but nothing came to his mind.
“Only twenty-four hours, no lasting damage, not taking anything else. Just you just for a day and giving you right back to your brother.” Crowley raised his hands like he was innocent. “But I can do anything and everything I want with you.”
“And you give us the sword, the real sword and you don’t take it back with some trick.” Dean continued managing to keep his voice from shaking. “And I keep my soul and won’t go to hell.”
“Of course.”
“Fine.” Dean nodded and stepped forward before Sam could say anything.
Crowley pulled him into the kiss by his waist. It was softer than he expected.
Then they disappeared and Dean found himself in a bed with all four of his limbs tied to the bedposts, spreading him out, bringing up not the best memories.
“Crowley?!” Dean growled and fought against the ropes restraining him. “What the hell?”
“Not that part, pretty far actually, I’m sure you know that… from experience.” Crowley grinned. “The premises are correct though.”
“So, you took me to hell?!” Dean yelled fighting, but barely moving.
“We agreed on anything. And my powers are stronger here.” He snapped his fingers and Dean’s clothes disappeared.
“Hey wait!” Dean was desperate now. “What are you planning?”
“I’m planning to enjoy this.” Crowley smiled and sat on the bed next to Dean. He ran his hand gently along Dean’s face and jaw, then he let it linger on his throat feeling up as Dean nervously swallowed. He went on to Dean’s chest and abs. “You feel really good under my hands, under my control, dear.”
“Son of a bitch!” Dean growled. He felt goosebumps on his skin wherever Crowley touched him. He was trembling, but as embarrassing as it was, it was giving him a fear boner that he couldn’t deny naked as he was.
“Damn, that’s a pretty thing…” Crowley ran his hand along Dean’s thighs, touching him all over.
“Fuck…” Dean mumbled when he couldn’t move at all no matter how hard he struggled. He really wished he could at least close his legs. Being so exposed in front of the king of hell was terrifying.
“Yes, smart boy, that’s the plan.” Crowley leaned in and sucked on his nipple with just enough force that Dean couldn’t hold back the moan.
“Wait! You’re actually serious?!” He didn’t mean to let his voice be so high pitched.
“Now you’re getting it.” Crowley kissed up in a line from his nipple to his neck and jaw and then lips.
Dean tried to pull away at first but Crowley’s lips were soft and gentle and damn he was a good kisser. All those damned deals must have been good practice. Dean moaned into the kiss when he felt a hand between his legs.
“It won’t hurt I promise.” Crowley grinned against his lips and he felt himself and the hand get wet with something slippery.
“Yeah… you and your promises...” Dean mumbled, very nervous about what was coming.
“Oh, you’re hurting my feelings…” Crowley pretended to care. “Wait I don’t have any…”
“Youaaah” Dean wanted to retort but a finger slipped inside him and he lost track of thoughts completely. It was weird and uncomfortable but Crowley was right, so far it didn’t hurt.
Crowley joined a second finger and then quickly a third, but didn’t push very deep just the first two knuckles to stretch the muscle. He ran his slick fingers around the rim then pushed two fingers deep against Dean’s prostate that made the younger man jerk.
“Fuck… how?” Dean moaned and moved his hips to get more.
“Don’t tell me you never fingered yourself, darling…” Crowley was sitting upright watching Dean’s reactions.
“Myself, not…. Fuuuck…” he was interrupted by another smart move of the demon’s fingers. “Some girls did… when they sucked me off…” Dean winked playfully.
Dean really did not expect Crowley’s reaction to be to lean in and lick at his cock.
“Are you gonna…?” Dean arched up when Crowley sucked the head of his cock. “Holy…”
“Really really not, sweetheart…” Crowley chuckled and sucked more of his cock in his mouth while his fingers worked him open.
Dean couldn’t help but chuckle at that but soon he was consumed by pleasure and as much as he didn’t want to give in so soon this felt fucking amazing. He knew he had no chance when there was still over 23 hours left of their deal. His pride really struggled but he was never one to not appreciate a good orgasm.
With the next press against his prostate, he jerked up to Crowley’s mouth and to his surprise instead of pulling back or reprimanding he just took his cock down his throat.
“Fucking hell, that feels good…” Dean moaned loudly. Then he giggled. “Literally…” and he was about to come when Crowley pulled back completely.
“That’s more like it…”
“Come on… please…” fuck he was begging so soon. Dean was embarrassed.
“Mmh I like the sound of that. You won’t come without me inside you, baby.” He sucked on Dean’s nipple. “So, what’s it gonna be? Are you ready to beg for my cock or you want another go at this?” He playfully pressed against his hole.
“Motherfucker…” Dean growled. He was so ready to beg but also still had some level of self-respect. “Kiss me!” He said instead.
“Good choice, I noticed you like kissing…” Crowley smiled and leaned his chest on top of Dean’s letting his weight push him down. Then he kissed Dean softly while his fingers slipped back inside all three going deep this time. He swallowed the soft moans coming from the younger man. He liked that Dean liked kisses. It was easy to please the young man and he liked when things were easy, for a change.
He noticed Dean’s positive reaction to being pinned down by his weight. Dean struggled a little with not too much actual effort, like he wanted to be pinned down so Crowley increased the pressure by putting more weight on him and he clenched around his fingers and moaned.
Dean arched up harder lifting their weight when Crowley pushed his thumb against his balls while his fingers curled into his prostate.
Crowley pulled back his fingers when Dean was getting close. This time Dean whined loudly but reached for his lips instead. So, Crowley continued to kiss him for a bit before he returned to fingering him.
Dean was a mess pretty soon.
“Fuck I’m ready… please fuck me… I want to feel you inside… I want your power your weight your… fuck please…” Dean whined rubbing their chests together feeling the fabric of Crowley’s suit chafing his hardened nipples.
“You didn’t think it was gonna be this easy, did you?” Crowley grinned pulling back all the way to sit up. He wasn’t touching Dean at all anymore.
Dean whined in the back of his throat while he struggled against his restraints. He was basically throwing a tantrum.
“A man can hope…” he jabbed and arched with a deep sigh. He could feel the wetness inside him and he felt open. He closed his eyes and focused on those feelings. His nipples were burning from the rubbing but it also was some stimulus. Dean let out a small pleased sigh at the combination of feelings.
“Now that’s a sight to behold.” Crowley watched Dean enjoy himself.
Dean blushed and opened his eyes. He watched Crowley start taking his clothes off starting with his tie then his suit and pants. He left his red silk underwear on for now and only opened his shirt.
Dean chuckled at the underwear but couldn’t deny that it looked soft and comfortable.
Crowley climbed between Dean’s spread legs and after pressing their hips together he laid on top of him letting their naked chests align. He rubbed their hips gently together to show Dean how soft his underwear was and to show him his size.
Dean sighed in pleasure at the skin contact and the weight. Then he blushed when a moan escaped his lips at the soft silk on his hard cock. He blushed deeper when he felt Crowley’s size.
“Fuck that’s…” Dean gasped. He wanted so many things at that moment. Starting with more kisses and pressing weight but also running away because that thing was for sure not going to fit in him.
“It’ll require some work on your part, yes.” Crowley grinned. He ran his fingers through Dean’s hair and kissed him again making him sweet and pliant under himself.
“So, what are you gonna do now?” Dean asked quietly trying to hide his nerves.
“Don’t worry I won’t hurt you… too much…” he raised up to pull his underwear down and watch Dean blush when he couldn’t not stare at his bits. “This will ease in you soon, dear.”
“Are you gonna wear a condom?” Dean kept eyeing it.
“Of course not. You won’t catch anything from me and I’m going to love watching you when my come drips out of you…” Crowley grinned explaining and ran his hand along his member a few times slicking it up with lubricant.
“Asshole…” Dean grumbled.
“From your asshole, squirrel.” Crowley winked and positioned the head of his dick against Dean’s hole.
Dean swallowed nervously.
“Would you…” he but his lisp instead embarrassed.
“Would I what, sweetheart?” Crowley leaned in to his ear. The change in position had his cock press against Dean’s hole not quite strong enough to breach yet.
“Kiss me… hold me down? Something…” Dean closed his eyes hoping that it made things less embarrassing.
“You want that bad, don’t ya?” He whispered in Dean’s ear and let his weight down on him then used his powers to increase his weight before he ran his fingers in Dean’s hair and grabbed onto it to position his head so they could comfortably kiss. He felt Dean’s body react to the increasing weight and stopped when it reached it peaked. He kissed him deep and licked his way in there.
Dean shuddered in pleasure and wished he could hold onto the other man.
Crowley started pushing his cock slowly inside his partner and prevented him from breaking the kiss as he kept on pressing inside.
Dean moaned and struggled. It was a lot to take and he had basically no experience in it. He learned quickly what he needs to do for it to go easier but it wasn’t as easy as to just relax his ass. He had to tense the right way for it to move more easily and it took some trial and error with every centimetre. But damn it felt amazing to be stretched by a dick. He will never ever admit that aloud.
It was wide, way wider than the fingers before, but he got the gist of it by now. The stretch and the slick moving against the stretched muscle was an unexpectedly good feeling. He didn’t want it to stop and luckily there was a lot to take.
Dean started panting and struggling halfway through as he felt the pressure in his stomach at being filled up. He felt like it was impossible to fit more and tried to stop Crowley first by tugging on his tied limbs then writhing under him and finally clenching down around him.
“Come on, baby, there’s more to take.”
“I can’t… it too much I’m full…” Dean panted trying and failing to relax into it. It was too intense.
“Oh yes you can. And you’re going to love it in a few minutes.”
Dean panted and closed his eyes to try and calm himself. He managed after a few deep breaths.
“Don’t stop me again. Just take it.” Crowley said but not with menace. It was more encouraging than anything, in a weird way. So, Dean obeyed.
He was panting and clenched his fists and curled his toes but he took it. When he felt balls press against his ass, he felt a surge of pride and damn it felt good to be filled up like that.
“Fuck… fuckfuckfuck…” Dean moaned breathlessly and reached for Crowley’s lips despite feeling like he couldn’t get enough air.
Crowley kissed him more possessively and moved his hips just enough to increase and decrease the pressure without moving his cock out at all.
Dean whimpered every time it was pressed deeper into him.
“Feel like I’m gonna come…” Dean whimpered breaking the kiss only when he needed air desperately.
“I know it does. You can come if you want.” Crowley’s voice was warmer now obvious he was enjoying it too. “I’ll keep fucking you and you’ll keep enjoying it and coming.” He said with a snap of his hips that made Dean arch and come.
“H-how…?” Dean panted coming down but the cock inside him still felt so good.
Crowley started to move slowly first pulling out almost all the way and Dean decided he liked it more when it was going in than when it was pulling out. Then it pressed back in just as slowly and Dean almost came a second time.
Crowley had incredible patience. That was all Dean could think other than holy shit he was about to come continuously, except when he was actually coming. He never experienced anything like this before but he definitely wasn’t complaining about multiple orgasms.
“Please give me more… faster harder anything…” Dean whined pleading.
“You want that? I might get a little rough…” Crowley warned.
“Please…” Dean gasped and screamed when Crowley started fucking him faster and harder. He barely needed a few seconds and he was coming again with a completely different intensity. “Fuck... fuck don’t stop…”
“I won’t, that’s for sure.” He was slamming in hard now. Rough, deep and unrelenting.
Dean whimpered starting to feel more sensitive but the pleasure was increasing his tolerance for pain. He practically felt it in his chest how his organs were pushed around by the huge hard cock slamming into him. But it hit just the right spot every time and the stretch, the drag and the feeling if being filled and full was perfect every time. He was constantly slipping over and back from the edge. He had incredible anticipating pleasure and orgasms alternating.
Then suddenly Crowley slammed even deeper than before and he felt him engorge and squirt inside. The ropes holding him apart disappeared and he could finally put his arms and legs around the other man. Which he didn’t hesitate doing even if it was a weird shift on his insides and then it made him come again this time not slipping back from it immediately. Instead, he enjoyed the orgasm go on for several minutes as Crowley was pumping his come inside of him.
“Holy shit… wow…” Dean panted when he could finally talk again.
“Very unholy but yes, wow is the expected reaction.” Crowley was slightly panting too.
“You’re such a…” Dean gasped as Crowley started pulling out. “Oh, fuck please don’t pull out… I’m not done yet…” his legs were shaking and it felt like all blood was gone from his limbs. He felt too wobbly to even lie on his own.
Crowley laughed.
“Don’t worry I’m not done either. He pushed back in and his cock was hardening back.”
“Wow… dude I need a break… you know, to breathe…” Dean stopped him from starting to move again. Damn he was human he couldn’t keep up with this.
Crowley pulled out this time and watched Dean’s hole gape for a few seconds. Then it closed and clenched. It barely took a few seconds until his come was starting to drip out.
“That feels awful…” Dean whined.
“But it looks hot…” Crowley grinned.
“To you might. I’ve never been into it…” Dean said casually. At least this topic he was familiar with unlike most of the shit Crowley usually talks about.
Crowley just watched him for a few more seconds then slipped in two fingers and spread him so it would leak out easier.
Dean blushed and turned away mumbling about not liking it.
“Fine…” Crowley rolled his eyes and waved his hand. The come disappeared from his hole. “Turn around!”
Dean raised an eyebrow at first but obeyed.
“Such a lovely view…” Crowley took his time looking him all over before he stroked along his back and grabbed his ass cheeks. He pulled them apart and groaned pleased at the view opening up before him.
Dean tried not to make a sound. He was so embarrassed like this with Crowley looking at his most intimate parts. He almost never let anyone to see him so vulnerable. After the past few hours, it did turn him on a little, knowing Crowley appreciated the view.
Dean almost jumped away, only Crowley’s iron grip held him in place, when he felt something warm and wet against his hole.
“What…?” Dean whimpered. It felt so good he was shaking all over. His hole was still stretched and sensitive and Crowley’s tongue was textured and it felt rough but so damn good.
He was a trembling mess by the time Crowley slipped a finger in next to his tongue and pressed on his sweet spot. Dean came almost instantly gripping the sheets and shaking.
“Mmh? Never been rimmed before?” Crowley asked curiously. He didn’t expect such a strong reaction to his tongue. He enjoyed having such a strong effect on the boy.
“Never been fucked before a rimjob…” Dean corrected. “That was intense…”
“Adorable.” Crowley kissed along Dean’s spine. Up to his neck and sucked a hickey there before kissing back down again until he reached his hole. He loved how he felt Dean’s body tense with anticipation as he hovered over his sensitive hole. He licked at it then rubbed his chin against it.
Dean bit the sheets with a sweet little whine as the stubble scratched his skin.
“I’m pretty sure that’ll hurt in a bit…” Dean mumbled despite how he enjoyed it at the moment. The burning pain of the scratching. But he knew it was going to hurt when he isn’t so turned on anymore.
“I’ll heal it if it’s too much.” Crowley rubbed harder, then licked loving all the sounds it forced out of Dean.
“At what price?” Dean mumbled pouting.
“I can heal it if I want to without a price. So, I suggest you stop talking and go back to enjoying the ride…” to emphasize he bit into his left cheek.
Dean surprised himself when that made him moan and arch his back so he pushed his ass up against Crowley’s face.
“Good boy.” Crowley started gently biting him. He was starting to figure out what Dean liked. He didn’t like when things actually hurt but he liked when things escalated to a pretty harsh end result. If he wasn’t so turned on, he would be completely turned off from a few bites but after getting fucked and rimmed he enjoyed it. Just like he would probably enjoy anything that stimulated him when he was about to come. Crowley was tempted to test how far he can push the boy but he also liked this part where both of them just enjoyed every part.
He pulled Dean backwards on his knees with his chest still on the mattress. His ass was beautifully on display for him to do anything he wished. He went back to licking and sucking and gently biting it. His hands were between Dean’s opened legs and held his waist to force him to arch his back. It granted easy access to his hole. When the boy was a quivering mess yet again, he gently stroked his cock and decided to test some waters. He was biting harsher and Dean moaned louder he slapped his ass with his free hand and all Dean whined about was that he pulled his tongue away. He gave a few more slaps to make his skin red and went back to licking.
He magicked himself a leather paddle and used it the next time when Dean was about to come. He spanked him until he saw the tears in his eyes before he kept pleasuring him.
“Beautiful…” Crowley chuckled when Dean held his ass for the spanking when he pulled back from edging him.
Dean just whimpered at the now painful blows but never tried to stop them. He held his ass up and took them all.
“So fucking good for me…” Crowley moaned. He knew he was hitting hard.
He used a finger to cause more pleasure as a reward. Then he was hitting so hard that he could feel Dean struggle between wanting to be good and taking it and tapping out because it was too much.
He decided to reward him more for being so good. He licked and sucked at his hole and made sure he was ready and slick with two fingers.
When Dean was right there, about to come he pulled back and when Dean presented his ass for whatever he wanted he slammed his cock inside.
Dean fell forward reflexively trying to get away but he was trapped between Crowley and the mattress and soon he was filled all the way. And Dean screamed in pain and pleasure as he came from that perfect combination.
He was panting and struggling, really dancing on the edge of a blade between pleasure and pain and either it both being too much or not enough. He felt like it lasted for hours, his confusingly intense orgasm. He relaxed exhaustedly under Crowley when he finally came back down. He was trembling and slightly overwhelmed.
“You did wonderful, dear boy.” Crowley praised him. “A lovely mess.”
Dean shuddered and clenched around his dick at the praises.
“You’re so good. Making me feel so good. I don’t even remember the last time I felt this satisfied.” Crowley kept going when he noticed how much Dean liked it. That was good to know.
Dean shuddered for a long time after his orgasm loving all the aftershocks caused by the dick still filling him and the praises. When he was coming down though, he whimpered in pain at all the bruises this last session caused him. He squirmed and sobbed starting to not like it very much.
“Hey, relax, Dean.” Crowley gently stroked his side and the edge of the pain was gone. Dean panted in relief. The rest of his injuries were healing slower but still crazy fast compared to normal.
Crowley started fucking him hard before he was done healing and he screamed at the intensity. He tried to hide his face in the sheets so his screaming would be less loud.
“So good so good… fuck don’t stop…” Dean cried out as he was coming again and Crowley didn’t stop. Crowley came again and filled Dean back with come. It was definitely a weird feeling for Dean but he didn’t stop.
He kept fucking until Dean came again and again and again for many times. He also came a few times and he knew Dean was feeling completely and obscenely full. He was determined not to stop until Dean asked for it.
It took almost an hour and dozens of demon magic orgasms for Dean to start begging.
“Please… stop I c… can’t… take any… any more… please Crowley….” He could barely finish words being so out of breath.
Crowley filled him one last time before he pulled out and put a plug in place.
“What? … fuck… you’re…” Dean gave up speaking so he could breathe, pretty fast.
“You’re mine.” Crowley said as an explanation.
Dean just whimpered.
Crowley turned him back on his back and generated a nice breeze that cooled Dean down and licked gently at his skin loving the goosebumps the air on saliva left.
“You’re one kinky bastard.” Dean sighed when he could breathe normally again.
“Look who’s talking…” he pushed on the plug so it would rub Dean’s prostate just to make a point. He got what he wanted when Dean moaned loudly and grabbed the sheets.
“Damn it, give me a moment!” Dean tried to sound angry but he was completely drained. “I’m only human.”
“You’ve seen nothing actually…” Crowley smiled pulling Dean close and cooled the room down so Dean had more interest in cuddling.
“Not sure I want to…” Dean grumbled but cuddled up against Crowley. It was actually nice if you take away the whole king of hell and their history part.
“I’m good at many many things, you know… kissing isn’t the only one.” He grinned before he pulled him up for a kiss to make a point. He held him tight against his side and chest.
“You’re also good at torture…” Dean rolled his eyes but the kiss was nice.
“Look who’s talking again…” Crowley rolled them over so he was half on top of Dean.
“Yeah, about that…” Dean sighed at the position. He loved the weight and the warmth. “Your come sealed in me is kinda freaking me out…”
“I enjoy that too…” He gently stroked Dean’s side and kissed his neck. His come filling the Winchester was giving him infinite satisfaction and his reaction was adorable. He could feel his heartbeat periodically speed up when he thought about it and how he was nervous, freaked out then okay about it. It repeated.
“I don’t…” Dean mumbled, trembling under the gentle caress.
“Take your mind off of it. Give me some pleasure.” Crowley decided this time instead of making his come disappear again. He rolled them back so he was on his back and Dean was straddling him.
Dean was nervous. He never really tried to go down on a man before. How hard can it be? Other than choking on his dick, obviously.
He took a deep breath before leaning down to kiss Crowley and let their chests touch. He made sure their skin was rubbing against each other as he slid down lower and kissed his neck. The stubble and hair under his lips felt weird but not unpleasant, he kept going licking, kissing, and sucking hickeys on his way. When he managed to elicit a moan by sucking on his nipple he beamed proudly. Every time he gained a reaction, he smiled feeling content. He was dreading where he was heading though. Never had a dick even close to his face before and now he would have to do something with it.
He kissed along Crowley’s hipbone as he neared his member. It was clean by demon magic and Dean definitely appreciated that. He was too nervous for the main event so he started by licking at his balls and sucking on those. That wouldn’t choke him. Crowley’s pleased reaction was definitely worth the little extra round. He licked up along his cock slowly but then he couldn’t bide his time any longer. He carefully took the head of it in his mouth and sucked figuring out how it would feel. He put his shaking hands on Crowley’s thighs so he could feel a little more in control. He knew very well that if Crowley wanted to force him down on it, he could. The demon was in full power down here.
Dean sucked it in deeper and he was glad Crowley stayed still for his first few tries. He could barely get any in his mouth before he felt like gagging and choking on it.
“You can do it; sweetheart I promise I won’t hurt you…” Crowley sounded actually kind and encouraging.
Dean was surprised by the tone but couldn’t exactly trust him. He had to try it though so he fought his gag reflex and pushed forward. His eyes watered and he choked on it but feeling it in his throat have him a weird kind of satisfaction. After coughing he went back for more. He bobbed his head then let it in his throat and went as far as he could before pulling back to cough. It was hard.
“Wait a sec…” Crowley moaned and grabbed Dean’s hair. He gripped strong but he only held him against the side of his cock didn’t force him to take more than he can. “I really wish I could fuck your throat…”
“Please don’t…” Dean whimpered. That was scary as hell; choking on it.
“I won’t. You’re doing so well baby…” he moaned and pulled Dean’s head to his cock and let go of him so he could continue.
Dean did. He took as much and he could and stayed there even slightly moving as long as he could. He was grateful Crowley kept his hips still.
“I’m going to come…” Crowley panted to warn him. He was a decent person when he wanted to be.
Dean’s eyes widened nervously but there was no going back now. He kept working and admired Crowley’s willpower to hold back from fucking up in his mouth. When come spurted in his mouth he felt sick. It was warm and way more watery than he expected. It was salty and sweet at the same time and he felt like throwing up. He tried to swallow but it made it worse so he spat it to the side instead trying not to gag too obviously.
Crowley just laughed at him.
“I take it you didn’t like the taste.”
“It’s fucking disgusting…” Dean complained.
Crowley handed him a glass of whiskey and he took it gratefully. He took a sip and moaned.
“This is some good shit.” Dean moaned and sat back against Crowley’s chest to sip on his drink.
“The best. I’m glad you appreciate quality.” He sipped his own before kissing Dean to share the taste.
“How are we standing with time?” Dean asked trying not to sound too desperate.
“Wanna run already?” Crowley chuckled and waved his hand and a timer appeared in front of them of red fire. Dean’s eyes widened pulling away, from the fire first of all but he would have preferred a smaller number there. They still had nine hours left.
“I’m fuckin exhausted man…” Dean complained. He wasn’t going to run but he was really tired.
“I can help with that.” Crowley kissed him and his eyes lit up red and some red smoke flew from his mouth to Dean’s.
Dean gasped. It was a weird feeling. It was like Crowley was running through his body giving him energy but also being inside him in an intimate but unnatural way. He felt energized but somehow knew that when the effect was gone, he would practically pass out immediately.
“I hope it doesn’t have any lasting effect…” Dean mumbled grumpily. It was a little too much now. Crowley was in him in every fucking way.
“Come on” their glasses disappeared and Crowley pulled Dean on his lap. He kissed him all tongue owning his mouth as he pulled out the plug.
Dean felt like finally he could get rid of it but it also felt weird as hell as it leaked. He whimpered complaining.
“It’s not that bad…” Crowley laughed and positioned his cock.
Dean whined both complaining about having to bottom again and wanting it inside already. It slipped in easy but it was still a huge stretch.
“Ride it baby, make me feel good.”
“Fuck…” Dean whined as he started moving. It felt bigger this way inside him, but being in control of the movement was so very nice. He rode him first slowly enjoying the hell out of this new angle then sped up. He felt energized by Crowley’s power, or part of him, he had no idea but it gave him energy and he even liked the burn in his muscles.
“You like this…” Crowley grinned kissing Dean gently and swallowed back some of his smoke and gave more to Dean. He moaned pleased. “Wanna ride it till you come?”
“Yes…” Dean moaned. Yes, he wanted it like this. He could control the speed, the pressure and his pleasure. It was awesome. He leaned forward resting his head on Crowley’s shoulder and sucked on his neck he rolled his hips in a way that he felt his cock rub right against his prostate and stretched him in the best way. “Yesyesyes…” Dean whined desperately trying to rub harder chasing his orgasm. He came biting Crowley hard enough to draw blood. He didn’t mean to.
Crowley hissed but grabbed him and held him there in the position and moved his hips just right to elongate Dean’s orgasm.
“Fuck yes like that…” Dean couldn’t open his eyes it felt so amazing. Coming so hard for so long. “Please yes yes oh fuck…” he could feel Crowley whirling in him making him feel more intense pleasure. He didn’t have a chance to come down like this. He was still blissed out and shuddering when Crowley started to fuck up inside him. Then it got more intense as he felt Crowley’s orgasm inside himself.
He screamed when it got too much but it wasn’t relenting at all. It kept intensifying and staying there and it was so much he tried to jerk away, stop it, anything. Anything just let him rest a bit.
“Please… let me rest… too much… stop… please… stop….” He whimpered but Crowley had no mercy for him.
Crowley put him back on his back and the sheets touching his skin sparked pleasure and his tears were running down his face and it was good so damn fucking good. Crowley moved and every press against his prostate was like a new orgasm and so so so much pleasure. If he could die from too much pleasure he probably would now.
Dean was fighting Crowley trying to push him off by the time he slowed down and pulled out.
Dean wanted to send him to hell, or, well somewhere… but he couldn’t speak. He needed air he needed his brain to start working again. He almost screamed when he felt a gentle caress on his chest.
“You’re cruel…” Dean panted after a long while.
“I’m the king of hell after all.” Crowley just chuckled at him. He pulled Dean into a cuddle knowing damn well how every touch felt on his oversensitive skin. He could feel everything with the part of him that was running through Dean’s body intensifying everything for him.
Dean struggled against him but it comforted him a little to be held.
They kissed slowly and sensually. Dean felt so good but it was still intense. He couldn’t wait to be able to relax and rest finally.
“Just a few more, baby…” Crowley chuckled and pushed back inside Dean. He slammed in a few times before Dean tried to jerk away and struggle himself out of his hold.
“It’s growing!” Dean yelped. “How… what… fuck… fuuuuck.” He tried to fight with all his power as he felt Crowley swelling even wider in him. It hurt after a bit but it wasn’t stopping.
“That is a knot.” Crowley explained when it finally stopped growing and Dean felt painfully stretched but it hurt even worse if he tried to move away.
“What the fuck?! like a dog?!” Dean asked angrily slamming his hands against his chest.
“Be glad I didn’t let my hellhounds fuck you…” Crowley growled at him.
Dean blinked with fear. He was trapped there and tried to stay immobile to prevent more pain but that was a terrifying thought right there. If Crowley let his hellhounds loose on him…
“Relax, you’re way too precious for that.” Crowley sounded gentler now calming Dean. He was way too tense around his sensitive knot. “You’re my favourite bed partner literally ever.” He kissed Dean’s cheek gently.
“This hurts…” Dean complained sniffing. Nothing hurt this much so far.
Soon a gentle kiss on his lips took the pain away. It was still a strong enough stretch that bordered on painful but it didn’t hurt that bad any more.
“Thank you…” Dean gasped. He put his legs around Crowley and buried his face in his neck, arms around his shoulders. He stayed there.
“Good boy. You’re doing so well.” Crowley praised. “Here feel this!” He kissed Dean and his eyes lit up again.
Dean wanted to scream as an orgasm rushed its way through his body. He was quieted by the kiss.
Crowley moved a little to be more comfortable but it pulled on his knot and Dean whimpered in pain. Pulling on it felt awful not just the physical pain, but he felt like somebody important wanted to leave him and it made him feel awful emotionally too.
“H-how does this work?” Dean asked. “Please don’t pull on it…” he added sobbing.
“Sorry.” Crowley was actually apologetic for that. That wasn’t something he meant to inflict on the boy at the moment, when he was making him feel so good, being so obedient and sweet. “It’s not exactly a demon thing, I acquired this skill or more like curse in a deal that didn’t go as planned. It was in my early days… I need to relieve myself like this once in a while… I can easily find a random soul to torture, but that doesn’t last long, maybe a few months at best. A sweet mostly willing partner like you, could satisfy this need for decades…” he chuckled when Dean shuddered. “Pull your legs back so we can turn and you can relax.”
“Promise you won’t try to pull out.” Dean sobbed.
“Promise” it was a gentle smile playing on his lips.
Dean relaxed his legs and they turned to their sides. They leaned slightly towards Dean to make sure it wasn’t about to pull on his insides.
“How long will that stay like that?” Dean blinked.
“A few hours.” Was he sounding apologetic?
“What?!” Dean yelled.
“Relax! If I do this…” he slammed his hips forward and pleasure rushed through Dean.
“You could have warned me…” Dean mumbled.
“It wouldn’t have changed a thing… and you would have tried to fight it…” Crowley rolled his eyes.
“Obviously…” Dean rolled them too. “Kiss me at least…”
He did. They did. They kissed for about an hour. Dean appreciated how Crowley kept healing him so neither his lips nor his jaw or tongue got sore.
“Wanna come again?” Crowley asked.
Dean thought about it because it was a lot but also when was he going to have a chance to come this many times again without it taking a toll on him.
“Yeah… please.”
Crowley moved enough to make him come. It was really nice this time. Not too intense but just enough.
Dean dosed off a few times in the rest of the time they were locked together. He was woken up every time he would relax too much and start leaning away from Crowley. Even after Crowley grabbed him to hold him in place he couldn’t fully relax.
When the knot went down Dean felt so empty, he held onto Crowley for a few more minutes shaking. He was embarrassed but he couldn’t help it.
Crowley slowly licked and kissed along Dean’s body as he healed him fully from all the bruises. He only left a little bit of soreness and exhaustion behind.
They were both fully dressed the next second standing next to the bed then back in the motel room where Sam was sitting up in surprise, both expecting and not expecting them to appear.
“If you wish to repeat, summon me any time.” Crowley winked. Then he flipped his hand and a short sword appeared. “Here.” He handed it to Dean and disappeared.
Dean gave the sword to Sam and headed for the bed. He was cleaned from all bodily fluids by demon magic and didn’t need a shower.
“So, are you gonna tell me what that was about?” Sam asked with a raised eyebrow as his brother climbed into bed.
“No.” Dean answered briefly and fell asleep.