A case leads the boys to a prison where inmates and guards are disappearing. Castiel poeses as a guard and Dean poses as an inmate while -just in case things went south- Sam and Bobby stay behind as backup and informant, respectively.


It had only been a few days on the inside, he'd been doing fine by himself until now. He had gone in alone but he could only obtain the other half of the information he needed; he was going to need more help. So during visitation, he asked Sam if he could come in and pose as a new guard. He had initially agreed, but on the day of his arrival he never showed…and instead the angel showed up. And even though Castiel wasn't always the most partner hunter to have with you, since he was the most awkward angel to ever have graced his presence, he tried. But that wasn't Dean's issue, it wasn't Cass, perse, that was bothering the hunter. It was his costume.

Dean could feel himself coming apart at the seams at the sight of the angel in a prison guard outfit. It clung perfectly to his body in all the right places, his hair was neatly combed. Hell, he actually acted the part too. Standing firmly like the perfect soldier he was, menacingly quiet, piercing blue gaze… he was definitely a sight to behold. The hunter pushed the thought back, he'd been so great at keeping his feelings for the angel at bay until now. He didn't even know how long he had felt that way, all he could remember was one day he just looked at him, smile plastered on his face and it hit him. As clear as day and he hated it. Sure he had been attracted to other men before, but he would never act on it. And Cass was his best friend so he sure as hell wasn't going to start now. His thoughts were interrupted by the sound of an inmate next to him.

"Mmm, daddy, the new C.O. can punish me anytime." He said unabashedly, spotting the inmate under him on the bench press.

The other man scowled in disgust just before pushing the bar up with a loud grunt "Fag. Shut it, Thompson."

Dean rolled his eyes. That. That was one of the reasons he felt the need to keep his…preferences… on the low, people were so judgmental. Not that that should've bothered him, he knew that. But it was so hard to mentally and physically break away from outdated social norms that it just sort of became who he was. He was too busy watching the angel walk around the yard inspecting prisoners. That is until he realized that Thompson guy zooming straight past him.

"Hey, sexy," Thompson began, leaning in a little too close for comfort to a normal person. Good thing Cass wasn't normal, or a human for that matter. "Wanna get together later? I'll suck the soul straight outta your dick."

The angel didn't seem phased at all, not even a flinch. Even though the man was mere inches from his face. "I doubt that's possible." He said as he looked him straight in the eye, eyes flickering down to his lips for a brief second.

Dean could feel his heart pounding hard in his chest as anxiety began to course its way through his veins "No fucking way…Cass."

"So is that yes?" he asked, sucking his own lip in anticipation.

"No thank you." The angel replied emotionlessly, meeting the inmate at the eyes once more before walking away smoothly.

Dean felt a sigh of relief bubbling out from his lips. He could kinda hear the inmate call Cass a fuckin' tease before huffing off. It was then he realized the angel was getting ready to pass him, this was his chance. He quickly made his way to the angel, bumping into him just hard enough to be noticeable.

Castiel felt the hunter slip his hand into the front of his pants, just behind the belt. "Watch it, cupcake." He said gruffly as a few of the other prisoners watched. He made his exit and pulled a folded piece of paper out of his waistband once he was out of sight. Dean must've slipped it in when he accidently bumped into him. He opened it, reading;

Meeting tonight. Midnight

Shower room

Drag me out of the cell -and make it realistic

Eleven-fifty-nine pm, Dean stared tensely at the bunk above him, waiting for the angel to make his appearance and get a move on things. He thought for just a moment about the exchange between Thompson and him was unsettling. What was all that tension about? He really felt like Cass had thought about it and changed his mind. It was irking him.

The loud creaking of cold steel echoed through the silent block, followed by slow, but purposeful footsteps. Castiel stopped in front of Dean's cell, he looked up at him and heard the creaking of the springs above him as his cell mate must've rolled over to see what was happening.

"Time to get up, cupcake." The angel said, voice low and coarse as usual.

Show time.

He grinned to himself briefly before getting into character "Wh-what? Where?"

"You heard me. Get up." He repeated, sounding a little less patient this time as he opened the cell door and yanks him out of bed.

A little too hard, Dean thought to himself as he felt a small jolt of panic. What if what they were dealing with was shapeshifters or ghouls? He tried to pull away a little but the other's grip was too tight, even as the angel kicked the bend of his knee, causing him to fall on all fours. What if it wasn't Cass at all? Chills rushed through his body and froze him to the core just before stumbling back up as he was continuingly pulled into the shower room. Dean scrambled to his feet, hands balling into fits as he prepared to defend himself.

The angel looked briefly around and turned on one of the showers to muffle their voices. "Dean."

It was Cass. The man inhaled deeply, relieved and unaware he had been holding his breath. "Damn, Cass, when I said realistic, I didn't mean give me a heart attack."

The angel squinted his eyes a little, immediately place a hand on the hunter's chest and with a concerned tone said, "Dean, you're not having a heart attack. It is beating alarmingly fast though."

"Thanks, captain obvious. I was being sarcastic." He shrugged the shorter male off of himself "So have you gathered any new intel?"

Castiel's gaze still hadn't left the other's, almost as if he was still trying to figure out what was wrong with him. "A little, some of the guards are gossiping about how the guard, James was…abusing some of the inmates."

"Abusing how?" Dean tilted his head.

He paused for a moment; his lips separated as he searched his mind for the words "…In every way. From what I've heard, he was a very sadistic man."

A light bulb went off in his head, realizing they did have something in common "Wait, wasn't the first inmate killed a pedophile?"

The angel nodded, "I believe so, yes."

"And the second and the third were convicted of murders, right?"

"They were all bad humans?"

"Yeah," he said, feeling a little extra Sherlocky as he connected the dots. "Should we even be hunting this thing if it's not even going after the good guys?"

"Well, it's still preying on humans, none the less."

Dean chewed at the inside of his mouth as nothing but the sound of running water filled the air, helping to ease the sudden silence just a little. "Cass…"

Castiel looked at him, curiously, waiting for him to continue. He could feel the unease in the other's voice. "What is it?"

Shut up, man. Don't do it. He thought to himself, his mouth however, didn't get the message "Today, in the yard. When you were talking to Thompson…you hesitated."

"I don't know what you mean." He lied.

"Look, don't BS a BSer, I saw you, Cass." Dean gritted his teeth, raising his voice a little as he continued "Did you, or did you not consider saying yes?"

Castiel looked up incredulously at the other, feeling rage boil inside "Why? It's not like it'd matter to you anyway."

He didn't know which one did it, the fact the he didn't say no or the accusation he made, but it set Dean off. Without even a thought or a warning he struck forward, punch his best friend clean in the jaw. Probably hurting himself more though.

The angel reflexively struck him back, busting his lip and pushing him against the wall "You've made it very clear what you don't want. So what is it that you do want from me?"

Dean felt the heat from his face sinking down his body to his groin. It was kind of an inappropriate time to get turned on, sure, but the way his best friend had him pressed up against that cold tile wall and, once again, he looked so hot in that uniform. He closed his eyes tightly, trying desperately trying to concentrate on something other than how the situation was affecting him.

He took notice of his friend's sudden shift in demeanor, moreover the way he was physically being affected by it. He loosened his grip. "I'm sorry, Dean." He said quietly, gently wiping blood from the other's lip with his thumb. He knew he'd never get a direct answer but he figured he'd give it a go anyway "…I don't know why you seem so surprised. I am an angel; gender, looks, its meaningless to me…so, your soul, its…uh…" he stammered out, suddenly becoming self-conscious. "the kind of-um, what I l-…"

Was…was Castiel embarrassed? A knowing grin slowly crept on the hunter's face as his best friend fumbled for words. Without fear, or much of a thought really, he pressed his lips against Castiel's.

The shorter male melted into it, feeling Dean's tongue sweeping across his lower lip begging to continue. He obliged, following the other's lead as their tongues danced. His skin tingled under the hunter's touch as his hand swept up his body and rested on the back of his neck while his thumb ran across his strong jaw line. He unbuckled his utility belt, letting it fall to the floor so he could unbutton his pants while Dean unbuttoned the top few buttons for him. Within minutes both men had stripped each other of their bothersome outfits so they could explore without restraints.

Dean pulled away for just a moment to catch his breath, then realizing in order for them to proceed any further, they were going to need a little extra *something*. In another ah-ha moment, he pushed the angel into the shower. While hot running water wasn't the best thing to use, it was all they had at the moment.

Castiel's back hit the shower wall with a little more force than intended, but he didn't care. He was too distracted by the hunter's green, lust filled eyes to give a damn about anything else. Dean spun him around, pressing himself into him a little as he sucked on his neck. He felt the hunter's hand slide down his back, resting just above his entrance.

He paused just long enough for the other to protest. When none was given, he inserted a finger. Not even a flinch. He kissed the other's shoulder as inserted another and started a fairly slow rhythm. Before long the angel push into his hand, trying to get more. Feeling the other's impatience, he inserted a third and watched the other's head happily fall back against his shoulder. He followed the same general pattern as before and smirked, pressing his fingers in as far as they'd go and curling them. He watched the angel writhe uncontrollably from his strokes.

Castiel felt the other position himself behind him, so he stepped up on a divider and rested his other foot against Dean's leg, giving him just little more reach. He felt his head press inside and pause for a moment, but he couldn't wait anymore so he bucked backward, pushing the appendage deeper all the way to the base. He felt just a twinge of pain being outweighed by the flood of pleasure enveloping him, even as the hunter bit down on his shoulder to prevent from instantly cumming. After just a moment he felt the hunter starting a fairly steady pace. "Dean-" he called out, feeling a strong hand wrap around his shaft and pump in time with the thrusts. He reached behind and grabbed a fistful of the hunter's hair, already feeling close to completion. As if the other had read his mind, the pace quickened along with the angle, sending Castiel over the edge as Dean's throbbing cock relentlessly pounded him from behind. An explosion of bliss rippled through his entire being and through his hazy, muddled brain could hear Dean whispering curses to himself about how amazing it was.

He exhaled, leaning his weight against the angel as he reached over and turned off the water. He watched Cass step down and face him, his dark hair cascaded down in front of his eyes a little. He ruffled his hair with a chuckle, but other than that, neither said another word. They just stood there, wondering how the other felt about their changed dynamic. Or if it even changed anything at all.

Both were nearly dry when Castiel final broke the silence "You're going to need to get some sleep."

Not quite for what he was hoping his friend would say but he nodded in agreement. Both awkwardly clothed themselves, Dean not caring so much about presentability since he was about to go to sleep anyway.

He looked up and realized he never healed Dean's busted lip, it was still bruised and slightly swollen, he reached out carefully.

Dean recoiled from his touch, realizing what he was about to do "Uh, it's okay, Cass. Makes it more believable."

Castiel looked down slightly in guilt for just a second before forcing himself back into guard mode and began escorting Dean back to his cell.

Just as they'd hoped, some of the inmates were waiting for their reappearance. Mostly to make comments about Dean being someone's bitch, which surprisingly didn't bother him as much as he thought it would. Others threw things in Cass's general direction, calling him a predator among other general insults. Another one catcalled Dean, and earned a threatening glare from the angel "Shut up or you're next. This one's mine."

The hunter felt his dick twitch slightly at the sheer assertive words. Words that claimed him as his. He turned around as the other locked the cell. He saw the faint hint of a smile tugging at the other's full lips, his eyes softened in a way Dean hadn't seen before. He couldn't put his finger on it, but it made him feel warm inside.

"Good night, Dean." He whispered, barely even audible.

Dean listened to the footsteps grow quieter and quieter until they completely disappeared and Dean laid down on his bed and rolled to face the wall. About an hour had passed and it was now two-thirty and he still couldn't sleep. He absentmindedly wrapped his hand around his flaccid dick. He kept thinking about his time with Cass. He came inside his best friend tonight, and now he felt conflicted about it.

On the one hand, it'd been something he'd wanted to do for a long time now and it was better than he ever could've imagined.

He moved his hand up and down, feeling himself stiffen a little.

On the other hand, Cass was his best friend and best friends don't fuck.

He felt his dick jump a little and harden further. He stroked up and down again.

He stopped, grabbing himself painfully hard, no, best friends don't whack off thinking about each other either.

But he could still feel Castiel's hard shaft in his hand, he felt the tips of his fingers tingle remembering how they felt as they quickly pumped while steaming water ran down their bodies. Dean could feel his hand moving in remembrance on its own accord but didn't care anymore. He thought about how Castiel's cock quivered and pulsated as he came into Dean's hand.

The hunter's free hand moved up to the cell wall as he continued on himself, growing closer and closer as precum began to drip from his tip. He bit his lip, eyes closed tightly as he thought about the look on the angel's face as he came for the first time.

Shock and ecstasy vibrating through his whole body, he even felt him weaken at the knees. His wet hair stuck to his forehead, body flush all over from the hot water, chest heaving helplessly as he tried to catch his breath.

Dean's fingernails scraped loudly against the cell wall as that hand began to involuntarily ball into a fist as he came hard into his pants, right hand pumping feverishly to ride out his entire orgasm. He wiped the little bit he'd gotten on his hand off on his chiseled hipbone. Grimacing at the sticky state of his clothes, he wiped sweat from his brow as sleep finally began to take him.

The next morning had gone fairly smooth, although he hadn't seen Cass at all, which was weird and he was beginning to feel like the night before had been a huge mistake and his best friend had just flown the coop. just as he'd turned the corner, he heard the comforting found of flap of wings and suddenly found himself back in the shower room. He turned around the face the angel "Dammit, Cass, people are gonna freak if you appear and disapp-"

"No one saw, I made sure. Dean, they're vampires. I've been catching their scents all morning. It would seem they've started stalking me after our little stint last night. The inmates here must've spread the word already."

"How many are there?"

"I'm not sure," he said as the hunter pulled him closer "more than two. I can take care of them myself though."

Dean ran his thumb over the other's lips "I know, but there's no I in team, right?"

Castiel tilted his head confused, "…No, Dean, there's not. It's T-E-"

The hunter grin and pressed his lips to the angel's, cutting him off. It was so cute that he didn't get pop culture references or general sayings, sometimes it was just hard not to smile at it.

The shorter male returned the kiss as soon as Dean's lips met his, sending a fire began rising up from within him that he'd felt for the first time the night prior. He pushed Dean against the wall, assuming full control as he gripped the back of his head. "My turn." He said as he spun the other around.

The words purred from him like nothing the hunter had heard from him before, nor had he ever aloud someone to control him like that before. And it was incredibly hot. He pressed his palms into the cool tile wall while the angel kissed his neck and fondled him over his clothing.

The moment he felt a hand grip him from behind he instantly regretted letting his guard down. He was then spun around just as fast to be met with a vampire lunged in to take a bite out of him. It was wearing guard clothing.

Dean watched as Castiel reflexively lifted his hand and his palm to the creature's forehead, blinding light shing from it's face as he smote it. The hunter, looked up, only to see four more 'guards' with hunger in their eyes, hissing. He grabbed the angel by the shoulder, not wanting him to take on all of them by himself.

"What are you?" one of them said to Castiel, glaring as he stared at the smoking eyeholes that used to be one of his nest brothers.

"A hunter, like me." Dean said, his hand never moving from the other's shoulder. "So what is this? Why are you guys cleaning house? Why would a bunch of vamps suddenly decide to become vigilantes?"

"We figured it'd be a safe way to feed, to keep the likes of you away. It was going pretty good 'till Eddie got sloppy."

"Eddie?" Dean scoffed in amusement. "Your buddy here was named Edward? Really?"

The vampire rolled his eyes, ignoring the comment best he could "So are we gonna do this or what? Your boyfriend there doesn't seem to want to talk anymore."

He looked at the annoyed expression on the angel's face "Cass, they're feeding on bad guys."

"They are the bad guys, Dean, these abominations are killing people. I can't just turn a blind eye to this." He finally shrugged Dean's hand off his shoulder.

"Cass," he said, trying to get him to stop advancing "Stop. Look man, those people weren't people anymore. Once that line's been crossed…"

"I love humanity, Dean. I want to protect all of them." he softened his tone, trying desperately to make the taller male understand.

"We were human once. You didn't protect us." One of the vampires chimed in.

He couldn't argue the point, he knew that but it didn't matter.

"Castiel." Dean said, recapturing his attention. He only used his full name when he it was really important, placing his hands on either side of his face "Let it go, man."

The angel into the other's pleading eyes. He hated how hard it was for him to say no to Dean, because no matter what, no matter how strongly Castiel felt about something, he always won. At the end of the day, all that mattered was him.

The next thing he knew, he heard a whoosh of wind and he was standing in Bobby's study with him and Sam. Both men looked up from their books surprised at the sudden appearance of the other two. The elder Winchester realized he was intimately caressing his best friend's face in front of his sort-of-dad and little brother, whom both must have realized it too as they were staring inquisitively.

The angel felt a ping of hurt when the other pulled away after realizing they had an audience. Maybe he shouldn't have brought him home so early, they could've had more time together. "it's been dealt with." He said to the other two men.

"Dean?" Sam said, folding his arms on top of the table "…is that a hicky?"

The older brother felt his cheeks flush as the other's immediately cracked smiles. He looked in the old dingy mirror hanging next to Bobby's fireplace, he did indeed have a nice little bruise just under his jawline where from earlier "Dammit, Cass." He whispered under his breath.

"Well, cat's outta the bag now, boys." Bobby said, "I'm just glad I don't have to sit through anymore awkward as all hell staring contests. Y'all can just kiss and get it over with."

"Yeah, dude," Sam said "just keep it PG."

Dean felt like he was going to explode with embarrassment, thinking up every excuse he could think of. Then he caught a glimpse of Castiel, head hanging low, he knew he was about to disappear again. He turned to face him "Hey, Cass,"

The angel looked up at his best friend, still hurt and still debating with himself on leaving or not. Dean grabbed his arm and pulled him into another room.

He swallowed hard, not really sure where to start or what to say. He just knew he couldn't say anything that would further damage the situation. So instead he wrapped his arms around the angel. His angel. It took a moment, but the other finally did the same. Dean ran his hands down the sides of his still uniformed body, stopping when he found an oddly shaped bottle in his pocket. He raised his eyebrow.

Castiel almost blushed as the taller male found the bottle he'd stolen before the ordeal that morning "I figured this would be more efficient…"

Dean grinned, remembering how hot the angel had been that morning before they got interrupted. He pulled down the other's zipper "Keep the rest on."

Sam and Bobby heard a book fall from the other room, eliciting a sigh from the latter "Those idjits better not mess any of my stuff up."