Dean sat down at the barely visible beneath the books table. Sam had just left for one of his wacko-health runs, and wouldn't be back for at least an hour. This meant one thing of course; his laptop was up for grabs. He smiled smugly to himself as he lifted the lid and opened the browser, glass of whiskey in hand. The only question now was prerecorded girls, or real time girls?
Real time girl, he decided with a nod. He was in a commanding mood today. He opened up omegle.
You are now talking to a random stranger. Say hi!
Before Dean could say anything, they had already started typing.
Stranger: Dean?
Dean froze. How could they know who he was? This was anonymous and there was no video on his side. He hesitated before replying.
You: Uh... who is this?
Stranger: This is Castiel.
"What the fuck..." Dean muttered to himself. So much for having a nice game of Simon says.
You: Cas? How did you find me on here? There's thousands of people on this site.
Stranger: Easy, I locked onto your frequency through the internet waves.
You: You what...?
You: Nevermind.
You: What do you want?
Stranger: I think I'm in trouble.
Dean sat up straighter now, worried.
You: What kind of trouble?
Stranger: Sam told me to go on this website. But I don't like it here, people keep telling me to show them my breasts.
Stranger: He said this is where you went when you were bored. I don't understand.
He sighed, slumping back into the chair. That was hardly trouble. Running a hand over his face, he started typing a response.
You: Cas. It's called porn.
Stranger: You mean like the pizza man and the babysitter?
He really didn't want to have this conversation.
You: Yeah. Like that.
There was a small pause before Castiel started writing again.
Stranger: Dean?
You: Yeah?
Stranger: Do you let people slap your rear like the babysitter? Is that why you go on here?
Jesus Christ. Well, if he was gunna have this conversation, he would rather it was over a chat like this and not face to face.
You: Depends on the person.
Stranger: Why? Do you like it when people do that?
You: Yeah it's nice.
Stranger: Oh.
There was a pause again. Dean could just picture Castiel sitting there, thinking so hard he would have joked about giving himself an aneurism.
Stranger: Dean, if you really want someone to slap you rear that badly, I could do it for you. You don't have to ask random strangers.
Stranger: Or I'm sure Sam would do it for you if you asked nicely.
Dean choked a bit on the sip he was taking, laughter mixed in with his coughing. Castiel was so freaking clueless.
You: Brothers don't just slap each others asses. That's a little weird.
Stranger: Why? Doesn't Sam want you to be happy?
You: Yes, but that doesn't mean that we do each other sexual favors.
Stranger: Sexual? I don't understand.
You: Touching someone's butt is sexual Cas.
Stranger: Even if you're slapping it?
You: Yes. Even if you're slapping it.
Stranger: Oh.
Stranger: Sounds violent.
You: Yep.
You: So... you find violence arousing then?
Dean knocked back the rest of his drink before pouring himself some more. If he was going to have this conversation, he'd rather be a bit more drunk. And while he was at it, he might as well be honest.
You: Very.
Stranger: Oh.
Dean gave it a good minute of silence before he assumed that Castiel didn't know what to say.
You: You're still a virgin aren't you Cas?
Stranger: Yes. Of course.
You: That has GOT to change sometime.
He was tired of having these kind of talks. Plus, Cas really needed to loosen up a bit.
Stranger: I am an angel of the Lord Dean. I'm not supposed to engage in such activities.
Stranger: Not to mention... The idea is a bit frightening.
Dean chuckled quietly.
You: You're afraid of sex? That's hilarious.
Stranger: No!
Stranger: It's just..
Stranger: It doesn't look like
Stranger: At least I'm not afraid of flying
Dean's smile immediately flashed into a frown.
You: Shut. Up. I told you never to speak of that. Besides. I could die while flying. Can't die during sex.
Stranger: There are many sexually transmitted diseases that beg to differ.
You: That's what condoms are for. And you're a freaking angel. You could just cure yourself!
Stranger: ...
Stranger I don't think I would be very good at it.
You: Practice makes perfect. Plus, it's all instinct.
Stranger: Like eating cheeseburgers?
You: Exactly like eating cheeseburgers
Stranger: Oh.
Stranger: Dean?
You: Yeah Cas?
Stranger: Will you teach me how to engage in intercourse?
Dean's eyes widened, alarmed.
You: You want... me.. to..
You: You... uh..
Stranger: Instruct me in the art of coitus, yes.
Jesus Christ did he have to say coitus? He shuddered and emptied his cup again.
Stranger: We are not brothers, so there shouldn't be a problem, right?
Dean suddenly wished he hadn't let this conversation start. He discarded his glass and took a swig straight from the bottle.
You: It's just... you're a guy.. I'm a guy.. I'm not..
You: I've never...
He was not gay. He, Dean Winchester, was a ladies' man. It didn't matter that sometimes when he saw Cas he got a weird fuzzy feeling in his chest or that he thought of him almost every time he was alone. Jeez. He was starting to sound like the diary entry of a thirteen year old girl. He did NOT get fuzzy feelings.
Stranger: Oh.
Stranger: I had forgotten about that.
Stranger: Sometimes I forget about the gender of my vassal
Stranger: I am sorry.
Dean snorted lightly.
You: Right, because angels don't have gender.
Stranger: Not really. Angels do not reproduce.
You: You guys are weird.
Stranger: :(
You: Sorry, I didn't mean it like that.
Stranger: It's alright Dean. I find humans strange sometimes as well.
Stranger: I just think that I would be too nervous to try to engage in sexual intercourse with someone I didn't trust. I would probably screw everything up.
Great. Now Dean felt guilty. He went to take another drink but found that he had emptied the bottle.
"Son of a bitch," He muttered. Maybe.. maybe if it was just a friend helping out another friend, it wouldn't be too gay. A "bro-job." He chuckled at his own joke.
You: Well..
You:I guess I could maybe... It'd be new for me..
Wait. When had he typed that? Oh God. Was he doing this? Though, it wouldn't be the first rule he had broken because of Castiel.
Stranger: You certainly have more experience in the field than me.
You: That I do.
He was gunna have to get some more liquor for this. He went to stand up, but was stopped by Castiel's message.
Stranger: Actually. You don't have to. It's fine.
You: What?
Stranger: You're probably used to more experienced people than me. I don't want to bore you
You: I don't think boring would be the right word for it.
Definitely not boring. A thought crept out from the back of his brain that almost felt like an eager curiosity. He pushed it back down, shaking his head.
Stranger: And I'm not a woman. You won't enjoy yourself. You always have sexual intercourse with women.
Here's your chance man, just let him back out.
You: Are you trying to back out of this?
Stranger: Yes.
Stranger: No.
You: Are you or aren't you Cas? I want the full and complete truth about how you feel.
He didn't know why he kept pushing this conversation along instead of ending it as quickly as possible and jacking off to some busty Asian porn star to reassure himself that he was completely straight.
I think you know exactly why, a sly voice said from the recesses of his mind. Dean swallowed, trying to rid himself of the lump that was forming in his throat.
Stranger: I think that I want to... but I don't know if I will do very well. I don't want to disappoint you. And I don't want you to laugh at me. Not to mention, it sounds... uncomfortable.
This was it. He could tell that whatever he said here would be the final turning point. It could only go two ways from here, and if he tried to change directions after already having set a path, it could possibly ruin whatever it was that they had. The feeling that had whispered out of the back of his mind was now creeping down his spine and into his stomach, pushing him onto that path that he never thought he would take.
You: Never know till you try, will you?
Stranger: You won't laugh?
Laughing was probably the farthest from what he would do.
You: Promise.
Stranger: Okay...
You: Okay.
Stranger: Dean
You: Cas
Stranger: I uh... Don't really know what to do next.
Dean sighed, shaking his head.
You: Well, you kind of have to be here. Or me there, where ever the hell you are.
Stranger: Oh. Of course. I'll just.. fly over there. That would be faster.
You: Good point.
Stranger: Yes.
You: Yeah.
Stranger: I guess I should probably fly over now.
If the situation weren't what it was, Dean probably would have laughed at the awkwardness of it.
You: Probably.
Stranger: I'll do that now.
There was no going back now. He was going to do this. He stood, closing Sam's laptop. He turned as he heard the rush of wings behind him. Castiel stood there, looking at him, his eyes wide with anxiety.
Not knowing what to say, Dean stammered out, "That was fast..." like an idiot.
Castiel seemed to be in the same state of mind, "Yes. I am an angel of the Lord. We're pretty fast."
Dean could feel a nervous giggle bubbling up in his throat, but choked it down with a cough, knowing that laughing was exactly what would make Cas run away, "Guess so."
Casitel looked down at his feet, shuffling them, "I uh..."
Dean took a slow step forward, "Cas? You uh... ok?"
"Yes," he didn't look up, "I'm fine."
"You sure?"
"Yes. Just nervous..."
"Don't be," Dean said reassuringly.
"I'm sorry," Castiel said.
Dean took Casitel's chin, telling himself that his actions must be being fueled by the whiskey, and lifted it so that they were looking each other in the eye, "It's fine. Perfectly fine."
Castiel just stared at him as if he were lost for words, his mouth hanging open a fraction of an inch. Dean's eyes flickered down to his lips, a swelling feeling in his chest scaring him more than the idea of what he was about to do did.
"So," Castiel nearly squeaked, interrupting his thoughts, "aren't we supposed to be naked or something?"
"Technically, yes," Dean said, his mouth quirking into the slightest smile.
"Why technically?" Dean paused, he hadn't really meant anything by saying technically, it was just a figure of speech. He decided to just go with it.
"Because you can't have sex with clothes in the way."
"Yes... I know that," Castiel stuttered, blushing.
"You'll be fine Cas, just go with the flow of it." He was surprised at how quickly his nervousness had quieted down. Somehow, this seemed perfectly normal.
"I-i-i-is it customary for us to remove each others clothing or do we take off our own?"
Dean shrugged, "Doesn't really matter." He began to slowly loosen Castiel's tie.
Castiel bit his lip? "Where is Sam?"
"Out," Dean stated in a voice that he hoped communicated that the time for talking was over. Apparently Castiel didn't catch the message.
"Uh... wouldn't it be quicker if I just, as you call it, mojo'd our clothes off?"
"It'd be quicker," Dean said offhandedly.
"But not better...?" Castiel asked slowly.
"Well, you can't really mojo your clothes off on an unsuspecting human for one, and some people like going through the undressing part, it helps with the mood."
"I don't know if I'm going to be doing this again... But I suppose we should practice in a traditional manner..."
Dean grunted a sound of agreement, pulling Castiel's trench coat off and leading him to his bedroom by his tie. Castiel followed obediently, though it was evident that he was already feeling exposed without his coat.
"Dean?"
"Yeah?"
"Thank you for this. And... I'm sorry if I mess up."
"You won't mess up."
"I hope you're right."
"Aren't I always?" Dean shrugged off his over shirt, a gray t-shirt was on underneath it.
Castiel's eyes widened slightly, "Well there have been a few times when..." He stopped short.
"When what?"
"When you weren't right. I stopped talking though because I thought you might get irritated with me for taking your sentence too seriously..."
Dean chuckled, "Yeah, I guess I have been wrong before. We've almost died a more than a few times because of it." He pulled his shirt off over his head, resisting the urge to laugh again when Castiel's eyes bulged at the sight of his bare chest. Castiel seemed to have stopped breathing.
"Cas. Breathe. What's wrong?"
Castiel let his breath out in a large gust, "Nothing. I just.."
"Just what?"
"You're..." Castiel looked down, "very beautiful."
Dean blinked, stunned, "Beautiful?"
"Yes... I've always thought so, but I thought you would be angry if I said it out loud. I think we've passed that boundary now though."
"I would say so..." Dean murmured.
"I know every single inch of you Dean Winchester," Castiel said breathlessly, as if he weren't able to stop himself, his eyes piercing into Dean's for the first time since he had come, "I rebuilt you myself when I raised you from hell. I know how many you scars you have on your body, freckles on your face. I know every single detail of your body. But somehow... this is different. Like memorizing the blueprint and then finally seeing the masterpiece in the flesh," Castiel shivered, closing his mouth with a snap as if he finally realized what he had been saying.
Dean looked down and fumbled with his amulet. He'd been called a lot of things. Handsome, hot, sexy, but never beautiful, and the way that Cas said it, it was like he viewed him as a work of art. He didn't think he could handle it. He could agree that he was attractive on the outside, but on the inside, he was nothing short of completely fucked up. He could never be beautiful, beauty was deeper than outward appearance. He was as dirty as the place Castiel had saved him from.
"I know you do not believe that you're beautiful Dean," Castiel said quietly, "But you have the most beautiful soul I have ever seen. It shone like a beacon when I found you in hell. Do not ever doubt that you deserved to be saved."
Dean was silent for a few seconds. "Thanks Cas, really." He tried to fight the tears that were threatening to spill out but one managed to escape. Castiel reached out and wiped it with his thumb. His hand did not leave Dean's face. Dean just closed his eyes, leaning into the comforting warmth of Castiel's hand.
Suddenly this wasn't just a favor between friends, and he had never felt more sober. This was serious. But, instead of this making him want to end it immediately, he only became more sure.
"Dean?"
"Mmm?"
"I uh, think I would like to continue now."
"Oh. Right."
"Since you took your shirt off, I think I'll take mine off."
"Alright," Dean watched as Castiel fumbled with buttons before taking off his shirt. Unlike Dean, he had nothing underneath the white button up shirt. Now he had nothing on but his pants and his tie. Dean reached out to fiddle with his tie, but he didn't take it off. He liked the idea of keeping the tie on. It was then that he felt the first sensation in his stomach that told him that he might actually want this, physically.
Castiel's eyes were closed again, his fists clenched and his breathing heavy. Dean stepped even closer, so that he could feel his breath on his face. Castiel opened his eyes and stared into Dean's.
Dean took a deep breath and undid the button on his pants.
"I always thought that this process would go faster. Usually when you have a girl in your room there's quite a lot of noise coming out of it by now." Castiels eyes were open again.
"Well I'm a bit nervous myself Cas. I've never done this before." He tried not to think about the fact that Castiel had been listening in when he had been in bed with a woman.
"Is it really that much different?"
"I'd say, yeah."
"Even kissing?" Dean swallowed, his eyes going Castiel's lips again.
"I don't really know, I'm sure it is at least a little. We'll see I guess."
"When will we do that?"
"Whenever you want."
"I think I want to now... before any more of my clothes come off," Castiel's voice was barely over a nervous whisper.
"Okay," Dean gave him a small smile of reassurance before leaning in closer. He could feel his heart racing as his lips brushed gently over Castiel's. A small gasp escaped from Castiel, who tipped forward into the kiss as if pulled by a magnet. Dean was surprised by Castiel's sudden eagerness as he felt his hands slide up onto his chest. His hands felt like they were sending electric pulses across his skin. Dean wrapped his arms around him, pulling him closer. He could feel a new energy rushing through his veins, a hunger growing in his stomach as he deepened their kiss. Castiel let out a graveled moan as Dean pressed his body even closer to his. Dean shivered at the sound, realizing he wanted nothing more than to hear it again and again. He took Castiels lip into his mouth and bit down on it, running his hands up and down his back, raking his nails across his skin. Castiel moaned again, a bit louder this time. His breath had started coming out in shallow pants.
Dean could hardly believe how much he was actually enjoying this, but there was no sense of doubt as he pushed Castiel onto the bed, pausing to look down at his disheveled form. Castiel looked up at him, an unfamiliar expression of hunger and want on his face. Dean got onto the bed on top of him, needing more, pushing his lips down onto Castiel's.
Castiel's hands found their way to his ass, digging his fingers in hard enough to leave bruises. Now it was Dean's turn to moan, his hips rolling forward and pressing into Castiel. He could feel the angel's body reacting, a warm, firm bulge forming in his pants. Dean reached down while keeping his lips firmly planted on Castie's, and started to unbutton his pants. Castiel started to raise his hips into Dean's hand, as if by instinct.
"See? I told you you'd be fine," Dean murmured, moving his lips to Castiel's ear.
"Dean..." Was all that Castiel seemed to be able to muster in a loud moan.
Dean smiled and bit lightly on his earlobe, before trailing his lips down his neck. Castiel whimpered, tightening his grip on Dean's ass and pulling down so that their groins were firmly pressed together. Dean dug his fingers into the bedding, grinding slowly into Castiel. He felt the angel start to fumble with his pants, trying to pull them off. He was considering helping him, when suddenly he wasn't wearing any pants or underwear. Castiel was also naked now, all but his tie had vanished.
"Wha-" he started.
"They were becoming too much of a hassle," Castiel growled, pulling Dean's mouth back down to his forcefully.
"I've never seen you like this," Dean chuckled, pulling away, "I think I like it."
"Can we please cut the chit chat?" Castiel sounded frustrated, "I feel like I'm going to explode."
"Hmmm... but I think I like seeing you squirm."
"Dean please," Castiel pleaded, pushing up so that their erections slid against each other. Dean groaned at the sensation.
"Fine," he said, "But how about you get on top?"
"Dean, I don't know how to do this."
"Come on Cas you'll do fine, I'll lead you along."
"Dean..." Castiel lifted his hips again, but Dean moved away from him, putting space between them.
"Nope, not until you get on top."
"Dean..." Castiel groaned.
"Come on, you can do it."
"Fine." he growled, flipping Dean over and hovering over him.
"Come on Cas," Dean murmured, grabbing hold of his tie and pulling his face down to his.
Castiel brought his hips down, rubbing against Dean slowly. The friction that their clothes had caused before was gone, replaced by a nice smooth glide that was lubricated by the pre-cum that had started leaking out of their cocks. Castiel's eyes closed as he enjoyed the sensation, a deep content hum reverberating from his chest.
Castiel started to quicken his thrusts as Dean wound his fingers into his hair. Dean could tell that Castiel probably wouldn't last much longer.
"Slow down," he said, rolling his own hips in a slower rhythm, trying to get Castiel to go along with him.
"Can't," Castiel grunted.
"Yes you can Cas," he began to push him away, "We wouldn't want you to finish already."
"Dean," the angel whined.
"Trust me Cas, this part is gunna be even better," Dean said, pushing him up into a sitting position, his cock laying between them.
"There's more?" Castiel asked, sounding a bit overwhelmed.
"Yep, but first you need to get the bottle out of the right pocket in my bag."
It was in Castiel's hand within a second.
"Okay, now put it on my dick."
Castiel hesitantly opened the bottle of lube and squirted some onto his hand, before rubbing it onto Dean's cock.
"Now what?" Castiel asked nervously.
"Now you're gunna sit on it."
"Sit on it?" Castiel looked confused, "Oh," his eyes widened, "You mean-?"
"Yep," Dean said, "I'd rather you did it, it probably won't hurt you at all, considering that you're an angel."
"You're probably right," Castiel agreed somewhat reluctantly.
"Okay, go on then."
Castiel moved up onto his knees, positioning himself over Dean's cock. Dean held it in place as Castiel hesitantly lowered himself onto it. They both let out a gasping moan at the sensation. Dean hadn't thought anything could feel so tight.
"Come on Cas, all the way," he groaned as Castiel slowed to a stop about halfway down.
"I don't think I can," Castiel whimpered.
"Come on baby," Dean said, grabbing Castiel's tie and wrapping it around his hand. He used it to pull the angel down further like a leash.
Castiel's eyes went wide and his mouth opened in a silent O as the rest of Dean's cock slid inside him.
"Alright now, go ahead and move up and down."
Castiel just nodded silent as he started to move, Dean's cock sliding in and out of him slowly. Placing his hands on Dean's chest he began to take up a steady rhythm.
"That's right..." Dean murmured, still holding onto Castiel's tie.
"Can I go faster Dean?"
"Not yet, Cas," Dean said, closing his eyes. The pressure and heat was starting to build in his groin. Castiel kept this up for about a minute before,
"Dean, I'm starting to feel-" he gasped.
"Okay babe, faster."
Castiel began to ride Dean harder, bouncing up and down. Dean used his tie to make him come down harder, as Castiel dug his fingers into his chest.
"Dean," Castiel moaned loudly.
"Yeah babe?"
"Dean, I- I-"
Dean could feel himself getting close too.
"Alright Cas, come for me. Come for me baby."
"Dean I- Oh God."
"Fuck, Cas."
Dean felt Castiel's muscles clench around his cock just before he came all over Dean's stomach and chest.
"Cas.." Dean moaned as he went over the edge as well, spurting cum inside the angel.
Castiel began to slow down, grinding back and forward on Dean's cock. Finally, he came to a stop and collapsed on top of Dean, exhausted.
Dean smiled and ran his fingers through Castiel's hair.
"So? Was it as bad as you expected?"
Castiel sighed, "Definitely not."
Dean opened his mouth to say something but was interrupted by a completely new voice.
"Oh. My. God." Dean and Castiel looked up to see Sam standing in the door, a horrified expression on his face.
"Uh..." Dean said, completely speechless. What on Earth could he even say to explain this?
"I can't believe it," Sam said, shocked, but then a slow grin spread over his face, "It's about damn time."
He ducked out of the door quickly, as a bottle of lube came hurtling towards his head.
"What did he mean Dean?" Castiel asked curiously.
"Nothing Cas," Dean sighed, "Don't worry about it."
There was no need to tell him about the apparently not so secret questions he had about his feelings for Castiel. At least not for today.