"Dean?"

The eldest brother looked up from his dinner to see the familiar angel right in front of him. He roamed his eyes awkwardly over his body before stabbing another mouthful of pie. "What is it this time Cas?" he asked, raising the pastry to his mouth.

"How do two men have sexual occasion?"

Pie and saliva shot from Dean's mouth. "Wh-What the hell Cas? Why would you ask me something like that?"

Dean gathered up a stray napkin off the large table in their bunker, trying to wipe away his spit take. Sam would have a girly fit if he'd left a mess. Cas frowned before replying, "I'm aware of how a male and a female interact, but I don't understand how two men go about it. I figured that since you've had vast experience with sex, you were the one to ask."

"H-How did this even come up? Did you just wake up and think, Hey! I wonder what gay sex is like?" Dean flitted his hands about mockingly, making a funny face to accent his cruel act.

The angel wasn't amused. "Gabriel and I met the other day and he told me that Sam was a sex god... and... he spoke from personal experience." His innocence almost insulted Dean, who's mouth was open slightly.

"Wait, wait, wait... Sam and Gabriel are goin' at it?!"

"Yes." he replied bluntly.

Dean swept his hand over his face, "Seriously?" he gave the angel another awkward glace before continuing, "Well... umm... what exactly did you want to know about it?"

"Well, where does the man put it if not in a woman va-"

"Alright, alright." Dean held his hand up defensively, "More then needs to be said man."

Castiel stayed silent, waiting for reply.

"God this is awkward man... why didn't you just ask Gabriel? Or Sam even!?"

"Gabriel left on important business, and I didn't want to alarm Sam."

"Oh, but freaking me out was just fine?" Dean spat, irritated.

The angel looked distressed, "Well, you and I do share a more profound bond. I thought you'd understand."

"Yeah well I-"

Dean stopped himself when he caught a glance of Castiel's expression. He looked like a lost, helpless puppy looking for a way home. He shook his head, "Alright. I give up."

Cas perked up instantly.

"Well, see... instead of... the woman's part, the guy sticks it in the other guy's ass." he explained, very stressed with the entire situation. "That's basically it."'

"But, doesn't that hurt?"

"I guess... But! There's this little sweet spot hidden in there. If your partner hits it, it's the extreme gay ecstasy."

Castiel took the seat just in front of Dean, propping himself up on his elbows, which rested on his knees, "So, if men can have sex with one another, are there other things they can do that would normally be done with a man and a woman?"

"Like what?"

"Reproduction?"

Dean laughed, "No man, there's no where to knock up a dude if that's what you mean."

"Kissing?"

"Yeah, that's a given."

Castiel seemed unsure of his next question, "...Does it feel good?"

"What? Sex?" Dean asked, smiling to himself when the angel turned red.

"N-No... I meant kissing..."

That cheeky Winchester smile popped up, the one that makes their entire reputation seem childish and silly. He looked smug. "Well, I can't really say. It's different for everyone, just depends on the person kissing and the person who gets kissed. And experience is key. Practice is what makes it all worth while." he closed his sentence with a short wink.

What a tease.

Cas innocently nodded, "So, then you have experience?"

"Loads."

There was a short period of silence while the angel pondered what to do, "Would you kiss me?"

Dean felt a surge of unhealthy power flow through him, and he decided to push it a little further, "Why?"

"Because I want to know what it feels like." he replied, his face still tinted with reds and pinks.

"Well then, I'd like some compensation for my troubles."

"Like?"

Lifting his arm, Dean gestures for Cas to stand, rolling his wrist in motion to come forward. Cas is standing right before the man now, their knees bumping lightly. Dean tugged at his trench coat sleeves, dragging the angel down to sit on his lap. Cas started to Dean's side, ready to sit, "No, not side saddle."

"Side saddle?'' he asked.

"You know, like riding a horse? It's usually a woman, but when they have both legs on one side it's called 'side saddle'."' Dean explained, before being irritated with himself for knowing something like that, "Damn it Sammy." he muttered.

The angel furrowed his brow, "How should I sit then?"

"Straddle me Cas." he grinned, "Be a cowboy."

"Strad-"

"Legs on either side. Facing me."

Castiel was hesitant, his fingers fiddling with the hem of his coat for a few minutes before he finally worked up the courage to climb onto the hunter's lap. He placed his hands cautiously against Dean's shoulders, his eyes drifting from one section of Dean's face to another numerous times. "Calm down Cas."

"I am calm."

"You're shaking." he chuckled.

"I'm sorry... is it bad?"

"No." Dean smiled, reaching a hand up to the angel's cheek, "It's cute."

Castiel's first kiss was soft and gentle, a firm hunter's grip on his waist. His second was just as sweet, but lasted a fraction of a second less then the first, but was longer then the third. The fourth was a bit more rushed, a little more urgent, but not in the least bit disappointing. Dean was pulling at the angel's coat now, inching him closer every time their lips connected.

When the two drew back, Dean searched Castiel's eyes anxiously for feedback. In kind, the man wrapped his arms around Dean's shoulders, burying his face in the crook of his neck. The angel's stubble tickled, and he couldn't help himself from chuckling, "Hey, cut that out. C'mon look at me." he urged.

Cas's grip tightened as he shook his head, "No."

"What? Why not?" Dean was worried that the kiss was awful.

Instead, he found himself smiling, "I can't look at you... My face is too hot... It's embarrassing."

Chuckling again, the Winchester pushed at Castiel's arms, forcing them to be face to face, "Cas." he grinned, "I already told you." He led the stubbled chin in once more for another kiss, "You're adorable."