Part Four C
Dean and Cas walked into their cabin just as his phone started to ring. "Back in Black" blared from the tiny speaker letting him know Sam was calling. He flipped the phone open to answer.
"Hey, what's up?"
"Not much. Bobby's e-mailing you some texts to go over, see if you can find anything on how to kill the goddess," Sam told him.
"Great," Dean replied, moving over to the table to open his laptop. He glanced over at Cas and jerked his head, indicating to the angel to come over. Cas walked over and took a seat in front of the now open computer. "Hey, check the e-mails from Bobby, see if there's anything useful," he ordered before turning back to his conversation with his brother.
"So, did you find anything?" he asked.
"No, not really. But Bobby's sending me some stuff, too that I'll try to go over and he's looking at the books there at his house, so… between all that surely we'll find something, we always do," Sam told Dean. "Though, I did over hear a very interesting conversation."
"Yeah? Between who?"
"I think it was between Hannah and her ex. She was begging him to come back, saying she had a plan, had found a way to fix everything. I'm more sure than ever that she's our culprit."
"Wow, yeah, that sounds pretty incriminating. I'll let Cas know."
"Cool. Well, I'm going to get off so I can start looking through the links Bobby sent."
"Alright. Give me a call if you find anything."
"Sure, same with you."
"No problem. Later, Sammy."
"Bye, Dean."
Dean clicked his phone shut and turned to face Cas. The angel had a very strange expression on his face as he stared at the computer screen. Dean couldn't see what was on the screen from this angle.
"What's up?" he asked, moving closer to the table.
"Why would you need assistance with enlarging your penis?" Cas asked curiously.
Dean spluttered at that.
"What?"
"You have an e-mail with an offer to help you increase the size of your penis. Why? I would think you wouldn't want it much larger. If it were any bigger, it wouldn't…" Cas trailed off, face going brilliantly red.
"It wouldn't what?" Dean asked, unsure if he should be amused or embarrassed to be talking about the size of his dick with Cas.
"Nothing. I should read the e-mails Bobby sent," Cas responded, changing the subject abruptly.
"Cas, what's going on?" Dean asked, watching Cas's face darken even more.
"It's just that… nothing," Cas insisted once more.
"Are you saying I have a big dick?" he asked with a smirk. Cas glared at him, face still flushed.
"I wouldn't know in comparison, though I'm sure I could ask around," Cas told him. Wow, his angel was getting a mouth on him! Dean laughed out loud.
"Dude, it's not that big, I promise," he told Cas.
"It's large enough," the other man muttered under his breath. Dean raised an eyebrow.
"What's up, Cas?" he asked.
"Nothing," his friend replied, refusing to meet his eyes. Dean could tell something was up. It was funny at first, but now he could see that Cas was really uncomfortable. It wasn't quite so funny anymore.
"Hey, seriously, what's up?" Dean asked. Cas sighed.
"I am just… confused," Cas finally admitted.
"Confused about what?"
"How something that large could possibly… how anyone could find pleasure in having something like that placed inside of them," Cas mumbled.
"Uh… well… you know… okay, I have no idea. But obviously they do or, you know, there wouldn't be so many guys, and girls, who like getting it up the ass," Dean reasoned. Cas visibly swallowed. "Is that… I mean," Dean cleared his throat. He could feel his face heating up. He never, never, thought he would be having a conversation like this. "Is that something you're interested in trying?" Cas just shrugged. Dean sighed.
"Okay, look, man, as… uncomfortable as it is to talk about this shit, we have to be honest. I don't want to do anything that you aren't comfortable with. If there's something you're curious about, then, you know, ask. I can't promise I'll be totally on board with it, but… you know, you can still ask," Dean told Cas. Cas just nodded.
Dean moved close enough to place a hand on Cas's shoulder.
"Listen, think about, and… if it's something you want to try, then we will. But be sure." Cas licked his lips before turning to face Dean. Dean had an immediate mental image of his angel lying beneath him, writhing on his cock. He felt his dick jump at the picture. Yeah, he could totally get on board with this idea.
"I have thought about it," Cas whispered in confession.
"Really?" Dean asked. Cas nodded.
"I… I think it is definitely something I would like to try." Dean swallowed his nervousness.
"Oh… okay. Um, when? Like, now?" Dean wasn't sure if Cas meant, yes, he wanted to try it right the fuck now, or yes, he'd like to try it some time in the indefinite future.
"Yes. If… if you want to." Dean paused and thought about it. Sure, if he's honest, it's something that has popped into his head more than once over the last few days. He'd also admit that he is curious. He let his mind wander, picturing Cas naked, the body he'd become increasingly familiar with spread out for him. He let himself imagine fucking into his friend, the feeling of something hot and tight gripping his dick as he thrust.
"Yeah, yeah, I do. C'mon," Dean said, dragging Cas up out of his chair and pushing him gently towards the bed, all thoughts of e-mails and Bobby forgotten. He had no idea he'd ever be this excited at the thought of fucking another guy.
Dean quickly and precisely stripped Cas of his clothes and pushed him down on their bed. His own clothes followed and he only just remembered to grab the lube and a foil encased packet before he settled himself down between Cas's legs. He met his friend's nervous blue eyes and tried to offer a reassuring smile.
"You sure?" Dean asked, wanting to make sure his friend was one hundred percent on board before he started this.
"Yes, Dean," Cas answered, voice strained slightly.
Dean vaguely remembered what he was supposed to do as he lubed up two of his fingers. He had done this before, even if it was back in high school. He knew he needed to stretch Cas out first and that he needed to go slow. Otherwise, there wasn't much to it, right?
Dean slid one slick finger all the way into Cas's ass. The other man hissed and jerked at the intrusion. Dean stilled his finger inside. Fuck, he was tight.
"Sorry," Dean told Cas, using his other hand to pump his partner's cock, hoping to take Cas's mind off the slight burn he had to be feeling. Dean gave Cas a few minutes before pulling out and pumping his finger into Cas's body, moving the lube deeper into his ass. Cas's eyes were shut tight and his breaths were coming in pants.
"You okay?" Dean asked. Cas just nodded. Dean slowly slid his finger out and lined up two this time. He slid both his first and middle finger into Cas and watched the angel grimace. Cas's dick was starting to soften despite Dean's hand moving over it. Dean's brow furrowed. That wasn't supposed to happen, right? He carefully moved his fingers around, gently stretching Cas as he tried to get his friend's cock hard again.
It took a few minutes, but eventually Cas's dick started to fill again. Dean felt better. He was starting to worry there for a minute that maybe he was doing this wrong. He really didn't want Cas's first time to suck.
"Cas, man, you gotta let me know if you change your mind, if, you know, this isn't what you thought and you want to stop," Dean told him.
"I will."
Dean moved his fingers and teased Cas's cock for a few more minutes before pulling out. He grabbed the small foil packet and ripped it open. He rolled the rubber onto his hard flesh and coated it with lube before moving in to line the head of his cock up with Cas's now slick hole.
"Cas, you with me?" he asked, just now noticing that Cas hadn't opened his eyes yet. His jaw seemed tense as well. The angel nodded but didn't say anything. "Cas, man, look at me," Dean said, starting to worry a little.
Cas's blue eyes opened and met Dean's green ones. His friend looked nervous and a little unsure, but he didn't see any hesitation there. It made him feel a little better. He used his hand to hold his cock steady as he started to very slowly push in. Cas gasped and tensed, his body bearing down and forcing Dean out.
"Dude, you gotta relax," Dean told him.
"I am trying. It hurts," Cas bit out in an irritated voice.
"Well, yeah, it's supposed to. I'll go slow, just… just try to relax your muscles and don't fight me."
"Alright," Cas replied. Dean lined back up and pressed in again. This time, the head of his dick slid into Cas's tight hole. Cas hissed in pain, but didn't move away or push him out. Dean paused, afraid to move any more. This was not as hot as he had imagined. Once Cas's breathing was closer to normal, Dean tried to sink a few more inches. He'd been so worried about Cas and so focused on his friend, he'd lost a little of his arousal. He was still hard, but… not as hard as he had been.
Cas tensed once more, another painful hiss escaped his lips as his body once more tightened up, pushing Dean out again.
"Fuck!" Dean muttered in frustration. Cas was completely limp now and his thighs were quivering. The hunter was pretty sure it wasn't a sign of passion. "Cas, I'm sorry, I-"
"Dean, just… don't. I… this isn't working," Cas muttered, covering his face with his forearm. Dean's arousal was quickly fading, his cock only half hard now. The condom was sliding off, not able to cling to the shrinking flesh. He ripped it off in embarrassment and tossed it over the side of the bed.
"Man, I'm sorry. Let's just… we can try-" Dean started but Cas cut him off.
"Dean, stop. I think I'll go take a shower." Cas rolled off the bed and Dean caught a glimpse of his friend's very red, very embarrassed face. Well, fuck!
Dean rubbed tiredly at his face when he heard the shower turn on. That was so far from what was supposed to happen. He thought back over their encounter, trying to see what went wrong. Maybe it's just not something Cas is into? Some guys like to top, some like to bottom, right? It just happens that neither of them like to bottom. Or, Dean doesn't think he'd like to.
Though, Cas had seemed to like it at the beginning, when it was just his fingers. Did he do something wrong? Dean glanced around the cabin, hoping for an answer when his eyes landed on his laptop. Fuck it, he needed help and heaven knew he wasn't going to Sam with this.
He got up but didn't bother to put his pants back on as he walked over to the table where his closed laptop sat. He opened the screen and brought up his browser again. Hesitating over the Google bar, he took a few deep breaths. He could do this. He owed it to Cas, to make up for that abysmal attempt at sex. There was no shame in admitting you needed help, right? That's what Sam always told him. Dean set his fingers to the keys and jerkily typed in "gay sex: how to" and hit enter.
Thirty minutes and three articles later, Dean heard the shower turn off. He closed his laptop and smiled ruefully. He had a few ideas now where he'd gone wrong. He just hoped Cas would give him another shot.
Cas came out of the bathroom with just a towel wrapped around his slender hips. He looked surprised to see Dean sitting, still naked, at the table. Dean stood up and walked over to the other man.
"Cas, man, I'm sorry," he told him, reaching out to grasp his arm, turning him so they stood face to face. Cas's shoulders slumped.
"Dean, it's fine, I just…" Dean didn't let Cas finish.
"No, listen. I fucked up, okay. I… Dude, I'll be honest, I really didn't know what I was doing. Give me another chance? Please? I think I can make it good. And if you still hate it, just say the word and I'll stop," Dean told him, cupping his jaw and leaning in for a tender kiss. He pulled back and stared into Cas's eyes.
Cas looked unsure, a little hesitant, but he finally nodded. Dean let his hands trail down to unfasten the towel and let it fall and pool on the floor around Cas's feet. Cas stepped over it as he followed Dean back to the bed once more.
Cas lay down again on the bed, but this time Dean stopped him as he was laying back.
"No, turn over, on your stomach." Cas gave him a confused look. "Just trust me," Dean told him, pushing him over so the angel was laying face down on the bed. Everything he'd read said it hurt less this way for the first time. "Here, lift your hips," Dean ordered gently, placing a pillow beneath Cas's hips once he'd raised them up. Cas pulled another pillow over to rest his head on.
Dean let his hands trail up and down Cas's naked back, never going lower than his waist, until the muscles had loosened a little.
"You okay?" Dean asked, voice low and gentle. Cas nodded into the pillow, body still soft and pliant. Dean smiled. Much better. He leaned over and pressed his lips to the spot right between Cas's shoulder blades. His friend gasped when Dean's lips touched his skin. Dean pulled back in surprise. He hadn't expected such a reaction.
"Sorry," he apologized. Cas glanced over his shoulder at him.
"That is a very… sensitive area," Cas said by way of explanation. Dean nodded, remembering how Cas had jumped when he'd slapped his back there once before. "It's… my wings, where they would be if…" Cas shrugged. He seemed unsure how to explain it. Dean had a mental picture of Cas lying naked just as he was, but with dark, majestic wings flowing on either side of him. Fuck. Dean felt his dick stir to life as he pictured the sight. Wing kink, huh? Who knew?
Dean went back to trailing kisses down Cas's back; taking his time and savoring each gasp and moan his angel made. When he reached the swell of Cas's ass, he pulled back. He grabbed the lube and generously coated two fingers. He was pretty sure he didn't use nearly enough lube last time.
He let his index finger circle the tight hole, spreading the lube all around the slightly puffy entrance before finally dipping in. He only went as far as his first knuckle then paused, letting Cas adjust to the intrusion. Cas gave a soft gasp and tiny moan, his muscle clenching briefly against Dean's finger before relaxing once more. Dean pulled back out and circled Cas's entrance again, gathering more lube before pushing in once more, this time sinking down to the second knuckle.
Dean continued with that pattern until his index finger sunk easily all the way in. He slowly pumped one finger in and out, crooking it slightly and hoping to catch Cas's prostate. He was pretty sure he found it when Cas gasped and thrust his hips back. Dean rubbed over it a couple times and smiled when Cas's hips never stopped their rocking motion.
He slipped one hand under Cas and was very pleased to find his angel hard and leaking onto the pillow below him. He gripped Cas's cock as he slid a second finger into him. Cas's breath hitched slightly at the new width but he stayed hard and his muscles only clenched slightly.
Dean worked very slowly, adding more lube multiple times to make sure Cas stayed slick. By the time Dean had four fingers buried in Cas's ass, his friend was humping the pillow in earnest, moaning and gasping. His body was covered in a thin sheen of sweat and Dean was achingly hard.
"Dean, please," Cas's voice came out strangled and wrecked.
"Yeah, yeah, I gotcha." Dean pulled his fingers our carefully and looked around for the condom before remembering he hadn't grabbed another one. "Fuck. Give me a minute," he muttered, getting ready to get off the bed and go search for a rubber. Cas grabbed his thigh before he could stand up.
"Dean, what?" he asked, eyes wide and desperate.
"Condom. Just give me a minute," he explained. Cas shook his head.
"You don't need one. I am an angel and in a male body," Cas pointed out.
"Yeah, but.."
"Dean, please, I… I don't want anything between us," Cas admitted, face flushing slightly.
Dean had to grab the base of his dick hard to keep from coming at Cas's words. Okay, fine… no condom. Dean moved so he was kneeling between Cas's spread thighs. He grasped his friend's hips and helped him up onto his knees. Cas glanced back over his shoulder as he waited on all fours for Dean to do something.
Dean used the lube to slick up his cock, coating it liberally.
"Hold onto the headboard," Dean ordered. Cas's brow furrowed in confusion, but he did as he was asked. Dean moved in closer to Cas and lined up the tip of his dick with Cas's wet and loose hole. He slowly started to push in. He let his thumbs rub soothing circles into Cas's hips as the swollen head of his cock pushed through the ring of muscle.
Cas was taking deep, measured breaths, but he wasn't hissing or tensing or moving away, so Dean was going to count that as a win.
"You okay?" he asked anyway, just to be sure.
"Yes. It… it burns slightly, but… nothing like before," Cas admitted. Dean smiled. Hell yeah, score one for Dean Winchester!
"Good. You ready for me to move?" he asked, fidgeting from the need to gain a bit of friction. Cas nodded. Dean pushed in further, going very slowly. Cas keened softly and pulled away when Dean got about half way in. The hunter whispered a few nonsense words and stroked Cas's side soothingly until he'd settled again. Dean leaned over and pressed soft kisses to the area between Cas's shoulders, the place he knew his angel loved as he sunk the rest of the way in.
Dean moaned when he felt his balls pressed against Cas's ass. God, he was tight and hot and… just fucking perfect. He had to fight the urge to pull back and slam into his angel. Dean let one hand slip around to grasp Cas's still mostly hard dick.
"You good?" he asked, wanting to make sure he and Cas were still on the same page.
"Yes. Dean, move!" Cas groaned out in a broken voice, rocking back into Dean. That was all the encouragement Dean needed. He started a slow pace of pull and push, moving his hand over Cas's erection as he went. It felt incredible, better than… well, better than the women he'd been with. That was a scary thought. Dean was going to last a very embarrassingly short time, he was sure.
He sped up his hand over Cas's cock but kept his thrusts slow and easy. He angled his hips, searching for the best way to hit Cas's prostate. His angel gasped and thrust back against Dean roughly when he finally nailed it.
"Dean!" Cas keened, sounding somewhere between pleased and pained. He watched the other man grip the headboard until his knuckles turned white.
"I know, I know," he muttered, hitting Cas's prostate again and again as he pumped the angel's cock.
Dean watched as Cas threw his head back, tendons in his neck taut as bowstrings, and screamed out his release. Cas's muscles clamped down deliciously on Dean's dick as he thrust into him and streaks of white painted the headboard as Dean worked Cas through his orgasm.
He couldn't last any longer. Dean pressed high on Cas's back, forcing his shoulders down to rest on the bed but kept his ass in the air. The hunter leaned over his angel's back and let loose. His thrusts were rough and wild, he knew he was hitting Cas's prostate with each plunge and loved the little gasps that that pulled from his sated lover's lips.
Dean felt his orgasm rush over him, felt something pull from inside and burst forth. The mark on his shoulder burned painfully for a second before he spilled deep in Cas's ass. He collapsed in a gasping mess over Cas's back, dick still buried deep as it spit out the last of his come. He carefully pulled out and winced when Cas hissed.
"Sorry," he muttered into the damp curls at the back of Cas's neck. He eased off his partner to lie beside him. Cas rolled over so they were facing each other and gave Dean a smile.
"It's fine, Dean, I… thank you," Cas whispered, placing a chaste kiss on Dean's dry lips. Dean wrapped an arm around Cas and pulled him in close. They both needed to clean up and he'd need to change the sheets, but all of that could wait. Right now, he just wanted to hold his angel, hold him and forget about tomorrow, forget about next week, just forget about everyone outside of this room, this bed. At the moment, here and now was all that mattered.
A/N: Do you have ANY idea how hard it is to write BAD sex well? LMAO! Seriously, I struggled a lot with this part, that's why it took so long. It had multiple rewrites and it was erased twice needing a start over. (darn kids.) so.. yeah, I know it's probably a bit different, but my darling pals and I were talking and all agreed that when two people who don't REALLY know what they are doing get together and try to have sex, it's never magical. And for all of Dean's experience, he's never been with a guy (at least in my world) and seriously? Anal is so not wonderfully pleasurable the first time! And if it was for you? Count yourself lucky. (sorry, TMI anyone? Lol!) So, to find a way to balance realism with what the fandom wants? Well, I tried. As my darling Beta, casslo84 told me, the sex scene can make or break a story, so here's hoping I didn't break Hard Road. Lol! If it wasn't your cup of tea, so very sorry. Hope you enjoy!