They knew they were eyefucking. They had been since Castiel raised Dean from Perdition… But they both had been too scared to do anything about it. Until now.
Two months ago, on New Year's Eve, Sam and Dean had been celebrating another year (and another dead Wendigo), and Dean had had several beers and one Purple Nurple too many.
"Cas' ass, Sam, 'ave you seeeeen it?" Dean had said.
Sam smiled, "I have only seen you see it, Dean. But if you like Cas, then ask him out."
"No chick-flick momen's Sammeh. I want him, but I'm not gaaaay." Dean had groaned.
Sam had told him that bisexuality existed and that even Dad was.
"What?" Dean had exclaimed.
"Yeah, one night I caught him, er," Sam paused for a moment and downed a shot of rum before continuing, "being with a… Man. Not that it isn't okay, because it is okay, but it surprised me."
Dean began making plans for Valentine's Day that night.
Once Dean had passed out, Sam went to a motel room. He prayed, "Castiel, er, Novak I suppose, please come here to me. We need to discuss Dean. You may wish to bring a liquor store."
Ten minutes later, there was a fluttering of wings and Castiel was in the motel room with Sam, with four paper grocery bags in his arms. He set them down, "Yes, Sam? What's up? There was a distinct lack of desperation in your voice, so Dean is okay, but you are nervous. Why are you nervous?"
"Sit down and get out something strong. Clear, Castiel." Sam had sighed when Castiel had slipped some wine coolers out of one of the bags. Castiel got a bottle of vodka out and chugged it all before nodding to Sam.
"What does your Father, God, think about homosexuality?" Sam blurted out at one time.
"Well, usually when He's really opposed to something, He mentions it many times. So I suppose he is fairly okay with it. Why do you ask, Samuel?"
"What do you think about Dean?"
"He is very nice, he is tall, though not as Moosey—I mean tall—as you, but…"
"No, Castiel, not like that. I mean, do you like him? As in, with your heart, like a … I dunno. Like do you… When you think about him, does this area" Sam gestured to his crotch, "Feel weird and get really hard?" Sam cringed at how awful that sounded.
Castiel's face turned bright red, "I—yes, is that not supposed to happen? Am I wrong? Do I need to go to a doctor? I heard there's a fantastic one on the television. He helps creatures like me!"
Sam's face softened considerably. "No, Cas, that just means you want to be with that person physically. Remember the pizza man and the babysitter? Kind of like that."
Cas' eyes widened and his voice was deeper than usual, "Oh. Well I…" He began to quickly drink what was in the paper bags around his feet.
Within a few minutes, all of the alcohol was gone, "Alriiiii my Deanmon Baby… mmmm." He stumbled. Sam caught him and led him to the bed.
"Look, Castiel, I know you're an Angel of the Lord, but you need to lay down and rest. Tell me about your Deanmon."
And they spend the night discussing Dean and the angel's feelings for him.
