Pointless smut. I own nothing. Not sure if anyone has had this exact same story idea (was re-watching the show and came across the strip club/brothel scene and I can't imagine why it wouldn't have been created before now). (Un)fortunately, there are over 1,000 Destiel stories so I haven't been able to study them intimately and see if this scene has been recreated elsewhere. If so, apologies ^_^'
And enjoy :)
"It really has been a long time since I laughed that hard," Dean repeated as they drove away from the strip club where Castiel had completely destroyed his last chance of experiencing intimacy.
"I don't understand why that was so funny to you, Dean." Castiel was staring straight ahead, no longer uncomfortably silent as he had been just minutes before.
Dean laughed again. "It's just been good having you around Cas," then his smile disappeared as he remembered why they had even been there. "I..." he didn't look away from the road, but Castiel was watching him now, "I don't want to see you go, but I understand why we have to do this. Raphael..."
"He'll kill me." Cas said solemnly, looking out the window now. "It is a shame I did not get to experience what you had talked about. You made it seem very enjoyable."
Dean couldn't stop from smiling again, thinking back to the woman Castiel had freightened. "Yeah, well, at this point I'm probably the only person not terrified of you so I'm your only chance at getting laid." He had meant it as a joke, but the moment he said it, he realized it probably wasn't a good idea. Castiel did not have a firm grasp for sarcasm, let alone Dean's manner of teasing.
"You would do that for me?" Castiel's tone was so innocent and sincere, Dean struggled to correct the angel's interpretation. He thought for several moments about how to respond without hurting the angel's feelings, realizing that Castiel was preparing to sacrifice himself. He had no reason to shut him down harshly. He would do what Dean always did: he would make light of the situation.
"Well, that would never work." Dean looked over at Cas, grinning. "You see, Cas," he looked back to the road, "I could never be catcher."
Castiel's face shown concern. "Catching what, Dean? I'm not following."
Dean's voice took on a frustrated, serious tone, "bottom! The guy receiving. Come on, Cas, don't make me spell it out for you."
"Well, I guess..." Castiel seemed to be contemplating, "losing one's virginity could mean a number of things. If you insist on being, 'top' is it? Then yes, I am willing to participate to experience one of these sexual encounters you speak about so often."
They had pulled into a parking space at the motel parking lot, directly in front of their room. Dean killed the engine and removed the keys. He couldn't find words. He searched. There was nothing to say.
"Do we do it in the car or the room?" Castiel asked, honestly questioning the proper location.
Dean looked around, eyes wide, still searching for the best reaction. "We, uh... Cas, are you sure, man?" He laughed and ran his fingers through his hair, nervously. "This is what you want? I mean, it was my idea, not yours. Don't do this for my sake. We can drive to the house right now and just wait for Raphael."
Castiel was looking at Dean, who was actively avoiding eye contact. "I appreciate your concern, Dean, but I was actually glad that you made the offer. I would be lying if I said I had not thought about doing those things with you before. I am lucky to have such an experienced friend who is willing to fulfill his friend's last wishes. I agree with your original sentiment, that it would be a shame for me to have never had the chance to be intimate with someone. Just tell me what to do, Dean. I'm yours."
Dean's eyes could not have possibly grown any wider. He finally looked up at Castiel, at that last sentence. "This is what you want, Cas?"
"Yes, Dean." Then his face changed, as though something had only just occurred to him. "You haven't thought about me that way...?"
Dean sputtered, one again trying to find words that didn't exist in his mind. "No, I, well.. Cas, I mean... It's not..."
Castiel gently reached a hand up and touched two fingers to Dean's forehead. He closed his eyes for several moments, then removed his hand and locked eyes with Dean. He was smiling.
"So you have though about it? Often... But you don't seem to mind being 'catcher' in your own version of this scenario. Are you sure you don't want me to be 'top' tonight? If this is our last chance," Castiel grew serious again, "if this is the last time we see each other, Dean. I do not want either of us to have any regrets."
Dean seemed to have snapped out of his vicious cycle of being lost in thought. If Castiel knew that Dean had feelings for the angel, that he had pictured them together more times than he cared to admit, why try to hide anything now?
"Your choice, Cas." Dean shrugged.
"Top," Castiel said as he opened the car door and stepped out. "Are you coming?" He leaned down to look at Dean.
"Hopefully later," Dean grinned and then the smile faded and he only nodded when he realized Castiel didn't understand the joke. "Right."
Dean climbed out of the impala and followed Castiel to the door of their room. He unlocked it, his heart racing. This had escalated so quickly, he hadn't had time to process what was happening.
Of course he had thought about being with Castiel. How could he not? Dean was nothing if not a sexual being. His inappropriate thoughts spanned the spectrum of acceptable lovers. Castiel was certainly at the top of that list. He had felt a connection with the angel from the moment they met. The attraction wasn't merely physical. Castiel had seen something more in Dean, a part of the hunter that he, himself, believed had never existed. Castiel thought he was worth saving... He was the first person (well, angel) besides his own brother to make Dean believe he wasn't worthless. The emotions he felt when he looked at Castiel, he had never felt that way about anyone before. He wanted to protect him and keep him safe. Castiel seemed so innocent and yet, through all his naive beliefs, Dean knew that Castiel would be just as likely to protect Dean. He was definitely strong. The hunter admired strength in others... No matter how he thought about it, Castiel was perfection to him, in every way.
He brought himself back to the current situation when he noticed Castiel watching him with an innocent smile.
"You love me?" The angel looked so happy, Dean didn't know what to say. Had he thought about love? Castiel had to have been reading him.
"Well, I," Dean was stuttering again. As the two of them stood in the motel room, he locked eyes with the other being and he knew. There was no question. "Yeah, Cas. I do. I'm sorry I never said it before tonight. I'm sorry that this is your last night on Earth and I wasted what little time we've had together."
Castiel was still smiling. "I'm flattered, Dean. I'm not upset at all. Just as you have always believed you were unworthy, I have had the same doubts. I never felt like I truly belonged in heaven. My sympathies toward man made me weak and unclean. But," he walked up to Dean and placed a hand gently on his cheek, "I have never felt anything close to happiness until I met you. Your patience, your kindness, the way you handle every situation with strength and courage. You don't hate me because I am an angel and you don't abandon me when I am struggling to grasp human concepts. I did not know I was capable of loving anyone, let alone a human. I have no doubts about how I feel, though. And even if it is just one night, I'd rather be spending this one moment with you than to leave this world never knowing how you truly felt."
Dean smirked, "well said, Ca-"
"Shut up, Dean," he interrupted the hunter before leaning in to press his lips against Dean's.
Dean didn't hesitate to bring a hand up to the back of Castiel's neck, his other hand finding the other man's hip and gripping it tightly, pulling his form closer.
"Whoa!" Dean yelled as he stepped back. Pulling Castiel close to him, he had expected to feel some sort of friction between their clothing. When his erect cock met Castiel's, shock was the first reaction to register. "Cas! What the hell? Why are we naked?"
"Aren't we having sex?" Castiel's monotone voice as he stood fully nude in front of Dean left the hunter confused. Should he be concerned at Castiel's blatant disregard for romance or amused by Castiel's severe misunderstanding of build up? He decided to go the route of the teacher, hoping to let Castiel get the most out of this experience.
"Ok, listen to me, Cas, and by God I mean listen to me very closely. Part of the fun is undressing one another or undressing for someone." Before Dean could finish, Castiel snapped his fingers and they were dressed again. "Damn it, Cas! No!" Castiel snapped his fingers and the clothes disappeared once more, this time laying neatly folded on one of the chairs near the kitchenette.
Dean stood before the angel in all his glory, closed his eyes and reached a hand up to pinch the bridge of his nose. He wasn't sure if he was doing more harm than good now, trying to explain anything at this point.
"No more angel tricks, got it?" He looked to Castiel and Castiel said nothing. "You can't rush these things. Well, you can. I guess you can. But when you do that, it's not as special, ok? If you want it to mean anything you have to go by the feel of it."
"I'm sorry, Dean. I'll be gentle."
Dean closed his eyes again and held up a single finger. "Don't. Don't ever say that phrase again."
When Dean opened his eyes, the angel was gone. Dean's heart sank for just a moment as he considered the thought that he had scared the angel off by being too critical.
Instead, he felt a hand on his back pushing him toward the bed. "I understand, Dean. I will try to read your body language. No angel tricks. Judging by your erection, I think we should start taking care of ourselves. Do you agree?"
Dean didn't fight him and instead walked to the bed with him. "Just... less words. That's all. It's about feeling. It's about reading your partner. Be more subtle."
"For a catcher, you're giving a lot of instruction. I thought I was supposed to be the one in charge?" Dean sighed. It only made it worse that Castiel was absolutely not being sarcastic.
"Fine, do things your way."
"Good." Castiel said, turning Dean around to face him, then gripping his shoulders tightly and forcing him to his knees. "I'm assuming you don't want me to start without some type of preparation?"
When Dean gave him a confused look, Castiel reached down and placed his thumb gently on Dean's chin. He moved his finger downward, causing Dean's mouth to open slightly. "Better," Castiel said in his naturally rough tone. He gripped the base of his cock with one hand and placed the other on the side of Dean's face. When the tip of his erect member touched Dean's lips, Dean's eyes widened. The hunter was practically panting, his heart racing with excitement. He hadn't expected Castiel to suddenly take control this way.
Dean opened his mouth wider, taking in the angel's thick cock. He knew he would be sloppy. This was his first time. Still, having Castiel take charge like this was a huge turn on. His mind was suddenly focusing on the thought of Castiel taking him on the bed and he eagerly licked and sucked his cock in anticipation.
"Fuck, Dean," Castiel groaned as he moved his hand to run his fingers through Dean's hair. This was beyond what he expected. Dean moved his head up and down, taking in more of his erect member, then pulling back again, soaking the angel's cock.
Dean pulled back, licked the tip, then grinned up at Castiel. "I could just finish you off like this."
Castiel gave the hunter a stoic look and then replied, "to steal a quote from one of your fantasies I saw, 'I'm taking that ass tonight.'" Dean's eyes widened and he was at a loss for words again. "Have you finished?" Dean nodded. "Good, then get on the bed."
"Cas, do you need-"
"I saw enough in your mind, Dean. I have a general understanding of how this will work anatomically."
Dean climbed on the bed, assuming a position on his hands and knees as he groaned at Castiel's comment. "Fan-freaking-tastic. That makes me feel so much more comfortable with this arrangement."
Castiel crawled onto the bed and seated himself on his knees behind Dean. "From my understanding, while you have a better idea of how this works, you have as much experience with this situation as I do. This will be the first time you've... how did I phrase it in that one fantasy of yours? 'Taken a cock up your ass?'"
Dean blushed and looked down at the comforter he was on top of. It wasn't just his physical or emotional attraction to Castiel that made him want this. Somehow Castiel's detachment and blunt comments preceding his actions were huge turn ons for Dean. It was sex. Castiel was not being romantic whatsoever. For a reason Dean couldn't quite explain, he was enjoying this even more than he had imagined. Castiel was either romantic or detached in Dean's fantasies. Either way, Dean enjoyed it every time. To be with Castiel as he tried to fulfill the detached dominant role, it aroused him greatly. His cock was throbbing, begging to be touched.
As if he were still reading his mind, Castiel reached around to grip Dean's swollen member and began stroking it. Dean moaned. "No, wait... you need..."
"No, Dean. We both need this." He didn't stop, his hand wrapped tightly around Dean's erection.
"Please, Cas, I don't want to cum yet," Dean begged.
Castiel hesitated and then finally stopped. He grabbed Dean's wrist though and brought his hand to his own member. "Then you do it while I'm fucking you. Ok?" He was still Cas. Even overtaken by lust, he was thinking about Dean. "Are you ready?" Castiel asked as he placed the tip of his cock at Dean's entrance. Dean only nodded.
Castiel placed a hand on Dean's hip, steadying himself as he slowly pushed his own hips forward, sinking his hard cock in slowly. "Breathe, Dean," he instructed. Dean relaxed and when he did, he groaned at how amazing it felt.
"Fuck, Cas," he said in his gruff voice.
"Technically, no. I'm fucking you." Dean smiled at Castiel's seemingly innocent remark. So this was what sex was like with someone you loved? He could get used to this. And then... as quickly as that happy thought came, it left when he realized he didn't have the chance to get used to this. This was his only chance to be with the angel. He had almost drifted off in a depressing thought until Castiel pushed himself in even farther, causing Dean to gasp.
"You aren't paying attention. Start tending to yourself now." He pulled out a little, then pushed back in, causing Dean to gasp once more as Castiel groaned.
Dean began to stroke himself with his right hand, his left forearm bearing much of his weight to hold himself up. His back was arched with his forehead resting on his left arm. "You," he was breathless, the feeling of Castiel filling him up while he touched himself overwhelming the hunter, "looked so big... are you all the way in?"
Castiel actually laughed this time. "No, Dean. Don't worry, I know having a large penis is preferable. My size was authentic and I am only halfway in."
"Fuck," Dean muttered. It felt amazing. He shuddered when Castiel pushed himself deeper. He pulled out again, then pushed in farther. Once he did this several more times, going deeper with each stroke, Castiel picked up the pace and started a regular rhythm.
His hands gripped both sides of Dean's hips now and he was breathing harder. His moans and grunts only propelled Dean to stroke himself faster. 'Fuck, fuck, fuck,' Dean thought to himself. It felt so good. Castiel was perfect. Why had they waited so long to do this?
Dean thought briefly about trying different positions and then realized he would never be able to. He was so close to cumming already, there was no chance. He felt that warm sensation in his lower stomach repeatedly and would stop touching himself whenever he felt close to the explosion of internal heat. He couldn't help but wonder how close Castiel was.
The angel was rougher now, gripping Dean almost painfully as he thrusted into him again and again. He was merciless, thrusting his large cock fully inside the young man before pulling out completely and repeating the action. It was rough and fast and frantic until he seated himself fully inside the hunter, leaned forward and whispered, "cum for me, Dean. Spill your seed on this cheap motel bed like you've been thinking about. I'm close... I want to go when you do." And with that, Castiel began long strokes in and out, slowly, staving off his own orgasm to give Dean a chance to finish.
When Dean began stroking himself again, he gasped then groaned as he came hard. Castiel began thrusting hard again and then he, himself groaned as he came, filling the hunter with his own seed.
Castiel leaned forward and kissed Dean's back gently. "Thank you, Dean."
"Yeah, no, um," Dean was still breathless and Castiel was still seated fully inside him, "don't mention it."
When Castiel pulled out, Dean let out a deep breath he didn't realize he'd been holding.
"That, um, that was amazing," Dean said as he rolled over on his back, not quite ready to get up and dress himself again.
"I agree. That was very enjoyable. I can understand why you think about it regularly, even when dreaming." Castiel was standing next to bed now and snapped his fingers like before and they were both fully clothed.
Dean looked up at him with a thoughtful expression. "I'm not ready to let you go, Cas."
Castiel smiled and then crawled onto the bed next to Dean, which now seemed clean and Dean could only assume "angel tricks."
"I've grown to like you too much, Dean. If I die tomorrow, at least we know the feelings were mutual."
Dean slid up on the bed and rested his head on one of the pillows. He sat up slightly and pulled Castiel up to lay his head on his chest and then laid back down, stroking the angel's dark hair. Castiel didn't resist and instead listened to the hunter's heartbeat as they both closed their eyes.
They would have to leave soon. Dean had thought he was prepared for this battle. Earlier he would have next to no hesitation. Now, however, he felt nothing but sadness. What would he do when Castiel was gone? He didn't want to think about it. Instead, he held the angel tighter and tried to think only about how much love he had in his heart at that moment. That would be what kept him fighting.