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Show Him How It's Done

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Ever since Cas had started going out with that alpha jerk, Balthazar, Dean was on edge even more so than usual. What kind of a stupid name was ‘Balthazar’ anyway? He definitely wasn’t good enough for Cas. His reputation for enjoying orgies preceded him, and he simply wasn’t a good fit for sweet, innocent Cas.

Living with his omega best friend he had a crush on had never been easy. After all, he had to see Cas walk from the bathroom to his own room with nothing but a towel wrapped around his waist, smell his delicious scent when they were watching a movie together on the couch… and don’t even get him started on how Cas’ smell changed when he was about to go into heat.

Point being—now that Cas was going out with that jerk, Dean’s frustration levels had skyrocketed. He had tried to let his alpha blow off some steam by fucking as many pretty omegas as he could charm into his bed, but then he started feeling guilty whenever he imagined it was Cas he was with.

This all brought him to the moment on a Saturday night when he was sitting on the couch in their living room instead of cruising for omega ass. For once, Cas wasn’t out with douchebag, either, but was currently sitting on the couch with him, their thighs occasionally brushing against each other when one of them moved.

They were on their second beer of the night, having one of their deep roommate conversations about… Wait, what was it they were talking about? Dean focused on what Cas was saying instead of innocuously staring at his pretty lips, and—yep. He was still going on about bees.

When Cas lapsed into silence, a forlorn expression on his face that Dean knew didn’t have anything to do with the diminishing bee population, Dean decided to be a good best friend and get to the bottom of what was bothering Cas.

“Okay, out with it,” he said, bumping him with his shoulder. “Why are you moping around?”

Cas looked at him, still surprised that, after all these years, Dean could read him with such ease, even when he tried to conceal that he was bothered by something to begin with.

“Believe me, you don’t want to know,” he mumbled, taking a big swig of his beer.

“Believe me, I do want to know,” Dean replied promptly. “’Else I wouldn’t have asked.”

Cas sighed, looking down at his own hands, fiddled around with his bottle, and then, seemingly coming to a decision, faced Dean again.

“You know that I’ve been going out with Balthazar for a couple of months now.”

That was the moment Dean regretted that he had pressured Cas into confiding in him. He was barely able to hold back a growl because whenever he thought about Cas with Balth-ass, his alpha went ballistic.

Outwardly, he remained calm and nodded.

“Well, so,” Cas continued, “we want to… you know. And I have problems… you know.”

Cas made some vague hand gestures that could mean anything from brushing his teeth to grinding coffee beans.

When Dean raised his eyebrows at Cas, indicating that he’d have to elaborate, Cas quickly finished with, “…Getting aroused when I’m with someone else.”

The omega looked away again, a blush creeping up his cheeks.

Dean could relate. That he had not expected and it was definitely making it into the top five of his list of uncomfortable conversations.

“Wow, okay. Seems like a problem you should discuss with your doctor,” he said, trying not to imagine Cas and Balthazar getting it on.

Cas shot him a dark look that Dean could easily read as, ‘You asked.’

“It’s not a medical issue,” Cas grumbled. “I’m doing just fine if I… if I’m alone, you know?”

Since pawning the conversation off on someone else hadn’t worked, Dean downed the rest of his beer as he racked his brain as to how he could help his friend. Then he put his empty beer bottle down onto the table.

“Okay. So…” He couldn’t believe he was going to ask this, but he soldiered on, “You have problems getting slick or hard?”

The blush was back on Cas’ cheeks, but he answered anyway, “Both.”

“And what’s different when you jerk off?” Dean asked.

“Masturbating is easy, I can just concentrate on myself. But when I’m together with someone, I’m just too… nervous.” Cas shrugged awkwardly, glancing at Dean. “I’m thinking about whether he likes what I’m doing. Should I use more tongue? Do I use too much tongue? And then when I don’t get slick, I get nervous about not slicking. It’s embarrassing for an omega, you know, because I won’t be slick enough for his knot or maybe not even enough for his penis.”

Dean swallowed hard around his suddenly dry throat. Cas—his innocent, virgin Cas, who never used four-letter words, had just said ‘masturbating,’ and ‘knot,’ and ‘penis’ without so much as blushing. Or not more so than before in any case.

“Dean, I swear to God, if you start laughing at me right now, I won’t talk to you again, ever!” Cas glowered at him, apparently having taken Dean’s gobsmacked expression the wrong way.

“No… I… just… penis!” Dean babbled, his voice unusually high, and then quickly cleared his throat when Cas narrowed his eyes at him. “So…” he said, his voice thankfully back to normal. “You’ve really never been aroused when you two have been making out?”

Cas shook his head and bit his lower lip, which made Dean look at the omega’s mouth for a moment before he shook his head and focused back on his eyes. His best friend was waiting for advice for being with his boyfriend, and here he was, ogling him.

“You should just let go, you know? Don’t be in your head so much, just enjoy the moment.”

Cas squinted at him and after a moment of silence, he said, “That’s all? Dean Winchester, sex expert. And all I get is ‘enjoy the moment’?”

Dean huffed. “What do you want me to say? I’m an alpha. I could give other alphas pointers on how to get an omega wet, but how should I know how things are working from your end?”

Again, Cas chewed on his own bottom lip, staring into space. Then he looked up determined and demanded, “Tell me what you would tell other alphas, then. Maybe I can use some of the pointers, too.”

Dean snorted. “I highly doubt it.”

“Dean, please.”

Dean sighed. He simply couldn’t resist Cas looking at him like that, pleading eyes, pouting lips... He was so gone for this omega.

0

Cas knew Dean couldn’t resist his pleading look, but he was ready to play dirty if need be. And right now, he really needed some advice or else he would stay a virgin forever. Besides, he’d never have a chance with an alpha as experienced as Dean if he didn’t know what he was doing when it came to sex.

“Okay,” Dean relented and Cas cheered inwardly. “So. It’s all about the anticipation, you know? For example, you might want to place a hand on his thigh.”

“Like this?” Cas asked eagerly as he put his beer bottle onto the table before putting his hand on Dean’s thigh. He always liked touching Dean, but he didn’t know what anticipation had to do with a hand on a thigh.

“No.” Dean shook his head and took Cas’ hand, laying it back into Cas’ lap. Then he turned towards Cas so they were facing each other. “Like this.”

With those words, Dean put his hand between them on the couch, his fingers just barely brushing against Cas’ thigh.

Somehow, Dean’s other hand had found its way to the back of his neck and he lightly played with Cas’ hair. For some reason, those innocuous touches sent goosebumps and shivers through Cas’ body.

“I’d keep intense eye contact,” Dean continued to explain, staring deeply into Cas’ eyes, and Cas couldn’t have looked away if he wanted to.

He could definitely see how that technique would work for Dean, with eyes as beautiful as his. Who would ever want to look away from them?

Dean’s fingers weren’t just brushing against Cas’ thigh anymore. Somehow, his hand was now on top of Cas’ thigh, inching higher ever so slowly.

When Dean licked his lips, Cas’ eyes were immediately drawn to the movement and he felt himself leaning in as if attracted by some magnet. Dean met him halfway and kissed his lips softly, just barely touching his lips against Cas’.

Dean was on him now, slowly lowering him down until he was lying on the couch while distracting him with those infuriatingly soft kisses.

Then the alpha suddenly stopped kissing him and continued to narrate, “Then, when I get him under me, I sometimes like to let my alpha out to play a little. See if his omega is into that.”

Before Cas could ask how he did that, Dean continued to demonstrate. First, he rubbed his cheek against Cas’ shoulder, neck, face, scent marking him.

“You can nose along his neck,” Dean explained. His voice had turned husky and when he continued, it was barely above a whisper, “Maybe graze his scent gland, see if you get him to submit.”

Cas instinctively bared his neck for better access.

“Tease his mating gland with a flick of your tongue. Make him wonder if it was an accident or deliberate.”

Cas moaned when he felt Dean nibble at his mating gland. Dean’s hand was still on his thigh and had inched even further up. When it grazed Cas’ erection, Cas did wonder if it had just been an accident or if it was part of Dean’s plan to drive him insane with lust.

For the first time in the presence of another person, Cas felt slick wetness between his cheeks.

He saw the exact moment Dean smelled the slick and for a moment, Cas thought he felt an answering erection press just above his own, but the next second, Dean was standing a few feet away from the couch.

While Cas was still reeling from what had happened and wondering if Dean had superspeed, Dean cleared his throat and said, “Doesn’t seem like you have a problem to me. All systems are a go. You’ll definitely be slick enough to take his knot. I’m gonna…” He pointed over his shoulder towards his room or maybe the bathroom and, apparently using his superspeed again, was gone the next second.

Cas was left behind, baffled. For a second there, Cas had been sure he had smelled alpha arousal, too. When the shower started, he briefly wondered if Dean was in there, taking care of his own arousal.

Back in his own room, the memory of Dean mouthing at his neck quickly brought him to orgasm.