Hey lovlies!

I hope you all enjoyed Chapter 1, I had so much fun writing it that I couldn't help but post chapter 2 in one go.

Please let me know what you think in the comments, and stay safe everyone!

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"Milk duds or Starbursts?" Dean calls out, tearing Cas away from his thoughts.

The television was queued up for their Dr. Sexy season 14 rewatch. The lights are dim, having an aggravatingly intense effect on Cas' present anxiety. Anxiety that of course Dean was oblivious to.

Dean had been especially thrilled by how agreeable Cas had been about their little arrangement (As if Cas had ever been keen on denying the eldest Winchester anything) which translated into him being even more obtuse than usual. Blind to Cas' obvious discomfort.

"Both!", Cas shouts back, feigning nonchalance.

He's sat at his usual spot wringing his hands together, mentally rehearsing what he will say while Dean gathers their usual binging snacks none the wiser.

The mechanic was coming around the corner, setting down the bowl of popcorn on his coffee table along with the other assorted treats when Cas notices there's a blanket swung over his shoulder.

At first, this confused him, until Dean carefully placed it half on his lap and half on his own.

Dean watches the recognition reach bright blue eyes, briskly replying to the blue eyed man before his embarrassment could catch up to him.

"I brought those sour gummy worms you like so much too. Might as well get a sugar high if we're gonna break night for this."

Cas humms gently, trying to ease his evident embarrassment by acting non-interested, the prominent flutter in his chest betraying that notion entirely.

He loves him like this.

Sheepish and sweet. A vast contrast to the devil may care persona Dean created for himself. Cas knew he was one of the very few people who ever got the opportunity to enjoy Dean this way. Dean knew it too.

It warms a bit of his heart that could never remain cold. Not with Dean as the sun in his solar system. Cas knows most of the time it's probably not worth the burn, but he can't bring himself to stop revolving around the sun.

Here he is. The Icarus of another tragic tale he had no hope escaping, yet at the very last second...he took the leap.

"Dean I'd like you to teach me how to flirt." he blurts out, the words blundering past his teeth before he can think to stop them.

His breath is caught in his throat, gaze glued to Dean's frozen expression, a slew of frantic curses and panicked nonsense running through his mind at about a thousand miles a minute.

Bright green eyes remain set on the unmoving television and the pause that follows his question only serves to increase Cas' nerves that much more.

Dean sounds a bit too casual when he says, "Why would you want that?"

He cracks open a beer just so he has something to do, taking a long swig before passing one to Cas, the both of them knowing he'll nurse it for the next 5 episodes at least,

"Need tips for the new book? One of the characters a Cassanova like me?", he continues but his voice is odd.. Hopeful? Accusatory.

In an instance the air around them has shifted and Cas can't tell if this was a mistake or not. It's a valid question, an excuse even. Cas could easily use his efforts at constructing a novel as the reason for his sudden curiosity, but the entire point of what he was doing was a final effort of making Dean understand what he wants!

Meaning, any lies or struggles of deception will drag him away from that goal. All he could offer was the truth.

He clears his throat, watching Dean take another swig of his drink.

Now or never

"I've taken an interest in someone romantically and I'd like you to help me flirt so they can understand that I want them to love me back. "

Right away Dean begins to choke.

Coughing painfully, Dean wipes the alcohol from his lips and looks at Cas with… well he doesn't know what that look means.

He's beside him, closer than before, rubbing circles into his back and Dean wants to cry at the concern shining in baby blue eyes.

"Are you alright?" He asks.

"Ahem, Yeah, yeah. I'm peachy. Just went down the wrong pipe is all."

Love!? Did he say Love? No…

No, Cas doesn't love someone. He would have told him if he liked someone, there's just no way… there-it- It isn't true.

"Are you sure?"

For a moment he thinks Cas has read his mind, challenging his conclusion, before he realizes what he's really referencing.

There's a crease between Cas' brow calling out for Dean to smooth it over with his finger, something loud and aggressive cursing at him for not just being able to reach out and touch...feel.

"So you like someone.", His voice is strained but they both ignore it.

He wonders if Cas notes his avoidance of the word 'love' but chose not to correct him all the same,

"He doesn't seem to like me back.", he admits, trying not to look dejected.

Dean just barley keeps himself from scoffing at the author, "I doubt that."

"Charlie shares similar sentiments, but I disagree. However, I can't be sure either way. Which is why I would very much like you to teach me how to be more enticing."

Charlie knows about… No- Whatever it doesn't matter if Cas has a crush on some guy and didn't come to him first. He doesn't care.

Rolling his eyes idly, Dean supplies another peculiar look, a cross between bewildered and angry, "Cas, cut the crap. Your'e plenty enticing as is."

It's Cas' turn to be annoyed.

"Dean, there's no need to sugarcoat-"

"Who's sugarcoating anything?"

A snide remark is on the tip of his tongue before he stifles it behind tightly pressed lips.

He doesn't need Dean trying to spare his feelings. Out of everyone in his life, Dean has always been number one to emphasize his awkwardness. While his comments were always playful teasing, it didn't make it any less true or any more of a desirable trait for a mate.

He allows a calming breath, "I know you do not find me enticing."

"And what makes you say that, " Dean snaps.

Cas sits up, his frustration towards Deans pseudo confusion ebbing away gently as words forceful and freeing begin to form in his mouth.

"Dean…" He starts,"This man is about as perfect as they come. Like fairytales do exist tier of perfection. He is kind and selfless. He is smart and silly and no one can compare. I've never felt this way about anyone before, even when I tried to. And Fuck, have I tried to!"

Dean contemplates the earnest desolation of Cas' voice, the way his gaze shifts back and forth from Deans eyes to anywhere else. The vulnerability and forlorn notes were undenieable, yet Cas still managed a timid, fond smile as he describes this man. Almost as if the pain he's caused him was an afterthought, not as important as the person themself.

His skin is burning with jealousy, blood boiling beneath the surface. He wants to demand to know exactly who this person is. He wants to scream and cry and rip his hair out because he doesn't want to hear this. Doesn't want to know that Cas thinks this way about anyone! He feels his body get feverish, then he feels the ice.

It's like he's been engulfed within a snow bank. Encased with no way out, a disturbed chill shaking his fondation. Cas is at one of the points in which he can't meet his gaze and he finds it in himself to be grateful he misses the tremor that rattles him. With each confessed admiration Cas presents he feels everything warm, even his anger drain from him.

He wonders if an avalanche ever makes a sound. Or if it resembles the shattering of a heart. The loudest quiet he will ever know.

Even so, this is Cas.

In pain, confiding in Dean.

He may not want to hear this, it may be breaking his heart but he won't leave him alone.

He wont.

His gaze remained fixed on the hands in his lap, when he says "I have tried to make someone else, anyone else , work but...It's useless. There's no one like him and there never will be. Settling for anything less when there's even the slightest possibility of a future, is an unbearable thought. A disservice to each moment I stared at his lips when I could have been tasting them. Calling out his name to join me when I could have been screaming it at the top of my lungs. Torturing myself- being jealous of my own damn name because it knew how to be in his mouth."

The blush that erupts past pale skin tells Dean, he might not have intended to share that last bit.

"I've done everything to make him see how I feel, Dean and I can't know if yo- he's purposefully sidestepping my advances or if, as you say, I'm 'a lost cause' and he simply can't tell anymore than I can."

"Cas…"

The brunette chooses that moment to raise his gaze. Dean finds shining blue eyes, unshed tears glistening in the blue glow of the television.

He feels his body shake with the electricity as Cas traps blue with green, caged and begging for captivity.

" Please , Dean. I'm- I'm out of ideas here."

Then he's lost.

His heart constricts in his chest, gasping for air while Dean tries to even his breath. Shield Cas from the havoc his words are reigning down on him.

His voice is rougher than usual and while this appears like a whole hearted declaration- something he can't bring himself to dwell on too heavily, or he may collapse in on himself- there are words he's holding back. More praise and declaration, more vulnerability he for some reason feels he can't fully disclose with his best friend.

Dean can't decide if that's a good thing or an awful one.

Does he want to hear about this mystery person, this man that Cas can't lov-care for anyone else because of?

No… He can't say that he does.

He draws his gaze back to the glimmering ocean asking him for help, and the words are slipping past his lips before he can stop them.

"Y-Yeah, bud. I can help you."

...Fuck!

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Phew!

Thank you for reading and I hope you enjoyed! I've got some fun plans for these two idiots in love.

Please let me know what you think in the comments they really encourage me and make my day!

Stay safe all! :D 3