I'm a little overwhelmed with the response to this. You guys are amazing :) Believe me when I say this was a bitch to get out. I'm hope you all enjoy :)
It was a dick move leaving Cas like he had but it had to be done. It broke Dean's heart having to say goodbye to Cas without actually saying goodbye. He knew when Cas woke in the morning, he would feel even more used than he had before but Dean wasn't using him, he was trying to keep him safe. If Dean stuck around, he would risk both his and Cas' freedom. Cas would either eventually turn him in, or worse, someone would find out. Either way, Dean couldn't risk putting Cas in that position. So Dean did it for him, he cleaned up Cas as best he could before he took a shower and dressed. When he re-emerged, Cas was still knocked out, a dopey smile on his face as he slept. Dean could tell it was the first time he'd slept in a while and he felt a pang of guilt hit him hard that he was the reason the man wasn't getting rest.
Dean crept towards the bed, leant over Cas to brush his hair away from his forehead and planted a kiss to the heated skin.
"I'm sorry, Cas," Dean whispered before he moved away from the bed. He picked up the knife Cas had tried to attack him with and returned it to the kitchen before he made his way around the house to make sure everything was locked up. Once satisfied, he slipped out the back door and made his way around the corner using the backyards of Cas' neighbours to avoid using the street.
Once he was inside the car he had stolen, he pulled out the pre-paid burner phone he had bought and dialled one of the two numbers stored in it.
"Hey, it's me," Dean greeted when the caller picked up. "I'm on my way to the safe house now. I'll see you in a few."
"You went to see him didn't you?"
Dean pinched the bridge of his nose with a sigh. He really didn't need this. "What does it matter if I did, Charlie?"
"What does it matter? Dean, do you even listen to yourself when you talk? You're clearly in love with the guy. I mean, you risked being caught to see him and now you're just going to leave him again? Dick move, bro."
"Charlie, I really don't need your relationship advice right now." Dean replied as he started the car. He already felt guilty enough as it was without Charlie reminding him of the man he'd left behind. Charlie let out a small snicker down the line and Dean squinted in confusion. "Why are you laughing?" he asked.
"I noticed how you didn't deny that you're in love with him." Dean rolled his eyes at the girl. They'd met each other one night at a bar when Dean had had a few drinks and tried to hit on the slim bodied, red head only to find out that she didn't bat for his team. They ended up talking the night away about just about everything geeky from Star Wars to Star Trek. Dean would be lying to himself if he said it wasn't the best night out he'd had in months. Charlie had slipped him her number after she told him about a LARPing event she was organising and that he should attend. Dean had gone and they had been best friends ever since. She was like the little sister he never wanted. Charlie was a tech wizard and it came in handy when he had informed her of his need to escape.
At first, Charlie had believed what had happened to Dean as Dean's fault. She saw him as guilty and had cut all contact with him. It had taken a while for him to actually get in touch with her seeing she had no physical address and was completely unlisted in all computer systems. Eventually, he had tracked her down using one of her old LARPing buddies and had convinced her that he was innocent. He had told her of his plan to escape and she had set him up with a bank account in a fake name, as well as a safe house to lay low in until the heat died down. She had been a Godsend and Dean was eternally grateful. Charlie basically ensured he wouldn't be caught when he was out but due to his selfish reason to go see Cas, he had put that in jeopardy.
"Look, Charlie, I'm grateful for what you've done, but I needed to do this." Dean replied still ignoring what she was insinuating.
"Yeah, I get it Dean," she replied completely serious. "Just, can you think what the poor guy is going to go through the next few months? I mean you can't exactly contact him and clearly he's just as gone on you as you are on him or you'd be in handcuffs right now being marched straight back to prison. I don't think seeing him was exactly your best idea, for either of you."
"Charlie," Dean growled. "The next time I need relationship advice, I'll actually ask for it. Let it go. I'm on my way now so I'll see you when I get there." He didn't wait for a reply, just hung up the phone and threw it into the passenger seat. Anger coursed through his veins as he drove and he couldn't help but let his thoughts drift to Cas. How he would feel waking up alone in his bed and how dejected he would feel. Dean wiped a hand over his face to try and wipe the thoughts away and instead thought of better times.
When Dean had first been called to the Warden's office, it was two weeks into his stint in prison. He hadn't done anything to get himself into trouble and as he was pulled from his cell, handcuffed, and then marched to the Warden's office, he was all but shitting his pants. He had heard stories from the other inmates about how much of an asshole the Warden was. His cellmate had told him how in his first few weeks there the Warden had sent him to the hole three times simply because he hadn't cleaned the floor good enough. To say Dean was worried as to why he was being summoned to the Warden's office was an understatement. However, he didn't let it show. Sarcasm and charm was his mask and it worked nine times out of ten. Of course, the one time it didn't work was when he met the Warden.
Dean had been unceremoniously shoved through the door by one of the lesser guards which had Dean in a bad mood even before he made eye contact with the Warden. Once he had gained his bearings, Dean had looked around the office. The first thing that struck out to him was how immaculate it was. Everything in the office had a place and nothing seemed to be messily shoved away. Even his desk didn't have spot on it. It was a big piece of mahogany that shined in the afternoon sun that shone through the huge window that looked out to the recreation area. Placed upon the desk was a gold plaque with the engraving Warden C. Novak.
The man behind the desk hadn't looked up when Dean entered, simply kept writing away on the laptop in front of him. Dean surveyed the man before him, taking in his slim, athletic build in a nicely tailored suit, and his raven black hair. Awkwardly, Dean cleared his throat to try and announce his entrance but it hadn't worked. Instead, the 'tap, tap, tap' of the man's fingers on the keyboard kept going. The inmate stood uneasy, swinging his hands in front of him while he waited before the Warden finally looked up at him.
"Can you stop that? It's quite distracting." His voice was deep and it had startled Dean when he heard it, not thinking a voice that deep would come from a man like the one before him. The man had startling blue eyes that gazed at Dean hard and unforgiving as if him being in the room was such an inconvenience that he hoped by starting at him, Dean would just disappear.
Startled, Dean looked down at his hands where the chain had been making a noise. Obediently, he clasped his hands together and stopped their movement. Thinking the Warden would then start to talk to him about whatever it was he was called there for, Dean took a step forward only to be instructed to stay put. Dean did as he was told and watched as the Warden returned to his laptop, the 'tap, tap, tap' starting up again. Confused, Dean took another step forward.
"I would stay where you are, Winchester if you knew what was good for you," the Warden growled, not even glancing up from his screen.
"Yeah well, fuck you Warden," Dean replied without a second thought. The tapping stop and Dean was once again greeted with hard, blue eyes.
"Excuse me?" the man asked.
"I said: fuck you," Dean repeated.
"That's what I thought you said," the Warden replied. He then watched as the man leant over his desk to his intercom, his eyes on Dean the whole time and a small smirk on his face as he spoke, "Week in the hole for Winchester."
"What the fuck?" Dean yelled as a guard came through the door and grabbed him by the arm.
"Maybe next time you'll show me some respect."
Three weeks later, Dean was summoned back to the Warden's office except this time he wasn't scared – he was angry. When he was guided inside, Dean stood where he was last time and glared at the Warden who actually looked up as he entered.
"Ah, Winchester, back again," he greeted with a cruel smirk. "Are we going to have a repeat of last time or are you actually going to respect me this time?"
Dean's eyes hardened as he looked at the man that had cost him a week in the hole for doing basically nothing wrong. He wasn't going to bend over for this man – he was going to make his life a living hell.
"You think I'm just going to conform to your will because your mister high and mighty? Well buddy, I got news for you, Winchester's don't let bullies call the shots." The statement earned a quirk of an eyebrow from the Warden and Dean noted that down as a success.
The inmate watched as the Warden stood from his seat and rounded his desk before he settled in front of it, leaning back against it with his legs and arms crossed. He didn't talk, he just stared until Dean suddenly felt very uncomfortable. He tried to not let it show but with the way the man's eyes were staring at him as if he was looking straight into Dean's soul, it was hard not to.
"Listen, I don't know what your deal is but you're clearly a little power hungry so why don't we just call it a day, I go on my way, keep my nose clean and we can just act like you're not an asshole who sends people to the hole for no reason." Dean reasoned.
It didn't work and the Warden once again leant over the desk and said into the intercom, "Another week in the hole for Winchester."
In a flash, Dean was over to the Warden, raising his fists and punching him in the face. The guards that had come in to take him to the hole were on him in no time, pulling him away from the Warden. They fussed over the injured man once Dean was safely out of the way but he waved them off.
"Make it two weeks," he called out as his hand moved to inspect his cheek where Dean had hit him. Dean watched the Warden's eyes as Dean was dragged away and couldn't help but notice something deep in there that he recognised before he shrugged it off because there was no way that he had read it right.
Another three weeks later, Dean was called in. By that time, Dean had learnt everything he could from the other inmates about the Warden. They had all said the same thing; he was an asshole. Dean had also started to make a name for himself. They had all heard that he had punched the Warden and it had earned him quite a bit of respect amongst the inmates. He wasn't the kind of person who would bend over and take it from anyone and the ones that had tried, learnt that first hand.
"Warden," Dean greeted with a smirk as he walked through the door, "You wanted to see me? Why don't we all just save some time and I just walk to the hole now. Are we going to make it three weeks this time? Or are we doubling it each time I come here and then in that case it's four?"
"Winchester," Castiel greeted ignoring everything Dean had said. "Take a seat." Dean eyed the man wearily unsure of what his game play was. Dean wasn't having any of it and instead stood where he was admiring the fading bruise on the Warden's cheek. He smirked when the Warden looked at him with confusion. "That was an order Winchester."
Dean locked eyes with the man before him, his smirk only grew wider. "I could tell you where to shove your order but it's bound to only wind up with me going back to the hole."
The Warden stood stunned for a moment before he shook his head and stepped towards Dean, "You know," he said as he stepped closer, "This whole macho persona you have going on isn't going to fly with me. You will obey me when I give you an order." Before Dean could react, the Warden had punched him in the gut forcing him to double over.
As he was hunched over, Dean held his hands on his abdomen where the Warden had punched him and regained his composure.
"You see," Dean began as he stood with a wince, "That's where you're wrong, Castiel." Dean stepped into the Warden's space so his face was barely an inch away from the other man's. Dean could see the fear and confusion in his eyes but there was an underlying look of arousal that Dean had thought he had misread but now that he could see it again, he couldn't help but smirk. He had him right where he wanted him. Dean raised his hands, twisted the Warden around and brought his hands over the Warden's head, chocking him with the chain between his handcuffs. "I'm the one that gives out the orders," Dean purred into his ear as Castiel tried to fight him off. "If you stop fighting me," Dean grunted as he tried to reign in the fighting man, "Then I can loosen my hold. Are you going to be a good boy and listen to me?" At the Warden's small, slightly hesitant nod, Dean let him go. He couldn't help but chuckle as the man scrambled away from him, gasping for air as he ran his hands over his neck.
"You will pay for this Winchester!" the Warden growled.
Dean pursed his lips as he pretended to mull over the Warden's words. "Hmm," he hummed, "Somehow I don't think you're going to mention this to anyone," Dean purred as he moved closer to where Castiel had moved to regain his breath against the far wall. Once he was within reaching distance, he stopped. "You want to know why I think that?" Dean asked.
When the Warden shook his head, Dean reached his hand out and cupped Castiel's groin, squeezing the distinct hardness he felt there. "Because," he drawled, "If you were going to, you would have done so already. You like it when I boss you around. It gets you all hot that I've showed you a bit of defiance don't it Warden? That's why you sent me to the hole because you don't want your dirty little secret getting out." Dean leant forward, brushing his lips over Castiel's cheek all the way to his ear before he purred, "You're looking for someone to boss you around because you love to be told what to do. Imagine all the dirty things I could get you doing in here. I'm sure we could have lots of fun together if you just followed my orders." Dean rubbed at the Warden's groin once again, grinning when the man let out a straggled groan. When Castiel started to push into his hand, he pulled away.
"Stay still," Dean commanded. The man whined but nodded and Dean returned to his ministrations of the Warden's groin. He leant forward once again, his words breathed straight into the Warden's ear, "You like this? Like me touching you?" At Castiel's answering nod, he pressed a little harder. When he started to push back into his hand again, Dean squeezed hard enough to earn a strangled whine. "What did I say about staying still? If you want me to keep touching you, you will stay still."
"Dean," Castiel moaned and Dean felt his dick twitch in the confines of the jumpsuit at the sound of his name falling from the other man's lips.
"Well if you're so desperate to move," Dean teased as he stepped away from the man and took a seat in the Warden's black leather chair, "You can sit here in my lap and get yourself off."
The Warden's eyes blew wide, traces of fear spreading across his face as he glanced towards the door and back toward Dean.
"It's now or never, Warden."
It took another moment, but Dean soon had a lap full of the other man. His hands useless between them, still handcuffed together. Dean watched Castiel's face and how he looked down at Dean's hands. When the Warden moved his hands to the keys on his belt, Dean smirked. He watched idly as Castiel un-cuffed him and placed them onto the desk, his eyes downcast as he resettled in Dean's lap.
Dean raised his now free hands to trace Castiel's cheek with his hand. Dean smiled as the man leant into the touch while his other hand moved to the Warden's hip. He pulled the man's shirt free of his pants so he could touch skin to skin. His hand roamed over the man's abdomen, feeling his muscles twitch and move under his hand. Dean couldn't keep his eyes off the Warden's face whose eyes were closed, his mouth parted as he let Dean do as he liked. Cautiously, he moved his hand to the man's belt buckle and slipped the leather through the hole. It came free easily, to which Dean was grateful, and then moved onto the button and zipper. When Dean's hand slipped inside and pulled the Warden's cock free, the man sighed and bucked up into his hand.
"Needy little thing aren't you," Dean teased and took a loose hold on the man's cock, stroking it.
It wasn't enough to get the man off, Dean knew that, but he wanted to test him. The Warden's hips started to roll, pushing up into Dean's hand trying to take what he wanted. Dean let him move knowing it was frustrating that he wasn't doing more but content with how things were progressing. Castiel's hands gripped onto Dean's shoulders as he moved, raising himself onto his knees slightly to gain further momentum. Dean grinned up at the man whose eyes were firmly closed as if trying to zone out the fact that he was in a prisoners lap.
"Open your eyes," Dean growled. "I want you to keep your eyes on me. Don't forget whose lap you're in." The man in his lap shuddered at the words and Dean smirked. "You like riding cock, Castiel?" Dean asked, Castiel's eyes going wide at the use of his name. Dean grinned at him, "There's a lot of things I know about you now, Cas." Dean didn't give him a chance to respond instead took a firmer grip on the man's cock and increased his pace. Castiel sighed into the touch as he rolled his hips, fingers digging in harder into Dean's shoulders. Dean watched in awe as the man moved, his hips skilled in their movement, his eyes obediently never leaving Dean's even as his eyelids threatened to flutter closed. "Such a good boy, Cas," Dean praised, his thumb rubbing soothing circles into Castiel's sharp hipbones.
Wanting a change in position, Dean released the Warden's cock and gripped both hips in his hands. The prisoner pulled him closer so their chests were pushed together, Castiel's cock pressed into Dean's stomach, positioned just so that Dean's cock would press into the Warden's ass as he moved. Dean used his grip to lower Castiel down once again, easing him back into his movement. A smug grin covered his face as another shudder went through the Warden when he felt Dean's cock.
"Stroke yourself," Dean commanded. "Think about what it'd be like to ride my cock, Cas. Right here in this office where anyone could walk in and see you." The Warden let out a hearty moan as he hurriedly wrapped his hand around his leaking cock, moving his hips faster against Dean's erection. The friction was amazing, feeling the Warden's perfect ass grinding back onto him before he pushed his cock into his stomach. Dean was unbearably hard in his boxers but this wasn't about him, this was about showing the Warden just who was going to follow orders.
When Dean knew the Warden was close to the edge, almost about to pummel over it, he held the man still and ordered him to stop his hand. The man did as he was told, a tiny whine escaping at the order.
"This is how it's going to go now, Cas," Dean said his eyes hard as he stared up at the blissed out Warden. "You're going to leave me alone, don't bring me up here when you think you need to assert your dominance over me because if you do, I'm going to remind you exactly who you belong to. You got that?" When he didn't reply right away, Dean moved his right hand and covered Castiel's, pressing down so he was squeezing his erection, hard. It earned a squeak from the man who quickly nodded. "Say it Cas. Say who you belong to."
"Yes, Dean. I'm yours, Dean," Castiel panted, his cheeks darkening once again in a deep blush.
"Good boy," Dean praised, removing his hand and guiding Castiel's hips once again. Their rhythm picked up once again with Dean pushing his own hips up to help Castiel along. It didn't take long for the Warden to reach the edge again. "Now, come," Dean instructed.
The Warden took a handful of strokes, his hips rocking onto Dean's cock hard before he finally came all over his hand and Dean's jumpsuit with a silent cry. Dean rubbed his hands up and down the Warden's back as he collapsed against Dean, panting from his exertion, finally breaking their constant eye-contact. Dean kissed his cheek savouring the way his lips felt against the man's slightly stubbled cheek.
After the Warden had composed himself, Dean stood him up before he did so himself. Castiel grabbed tissues from his desk and started to clean up Dean's jump suit and his own hand before he threw them in the trash can. Castiel didn't look him in the eye the entire time, instead keeping his eyes firmly on the task at hand until Dean was clean. He stepped away from the inmate once finished and picked up the cuffs to put them back on. When he finally looked up, his eyes were silently pleading, begging Dean to not let anyone know his secret. Dean knew he was in a powerful position after what had just happened but somehow, after just looking into the man's eyes, he knew he wasn't going to do anything until he absolutely needed to.
In the three years that Dean had been in there, his time with Cas were the best moments. The sex had been amazing and even though it had taken Castiel a while to drop his tough guy persona and just trust Dean, it had been well worth the wait. With the trust came conversation and Dean craved the times when Castiel would open up to him, tell him about his life outside the prison walls. As Dean reflected back, he didn't regret a single thing despite Charlie's reasoning that seeing him again wasn't good for either of them. It might take a while but he would send for Cas once the time was right and Dean just knew that the man would come without a second thought. He just knew it.
Next part will be the last part