Inspired by x ‘Say Hey If You’re Gay’ in which John isn’t a dick and Cas’ parents are, but it’s okay.
He felt like today was going to be good.
It was just one of those intangible feelings, a good one though. Which was weird because what is good about a random, boring day in the winter break?
Nevertheless, Dean Winchester was on a natural high, moping around the house in barely anything and was looking forward to games night with Sammy and his father. And his mothers famous pecan pie would be coming through the house by 3pm, there was nothing stopping him having a day of laziness and pure relaxation.
“Please, don’t wear that shirt, Dean,” Sam pointed at the baggy, black shirt loosely hanging around Dean’s frame as he came into the kitchen.
“Why not? You know you love it.”
Sam rolled his eyes and dropped his pen on the table, ruffling his hair up. “Maybe because it has the words ‘say hey if you’re gay’ written on in white bold on the front!?”
Dean grinned at how uncomfortable it made Sam and pursued wearing it for the entire day.
He’d brought it as a joke for himself, after coming to terms with bisexuality he just went with the flow of Charlie, everyone’s gay best friend, excitedly screaming things in his ear while they went shopping once he told her. It was the heat of the moment kind of decision, one of which he did not regret.
Everyone had got used to Dean lounging around in it though, his father even chuckled at it every time the ridiculous thing came into sight. Even if he didn’t make a noise, Dean knew it was making John hold in his laughter. It just boosted Dean’s confidence even more. He hadn’t expected that reaction from his dad at all.
The funny thing was that John even teased him about it with lighthearted humour. Mary, his mother, just smiled and rolled her eyes at John and Sam’s insinuations.
“Dean,” Mary said, sensing his presence in the room but not looking up from her book, “we’re having Amelia’s family over for a quick discussion on John’s future in the company. They’re very…” she turned the page, “let’s just say don’t mention being bi. Or wear that t-shirt.”
“Yeah, okay, whatever,” Dean dismissed the words, they were just ramblings of irrelevant events.
He spent the rest of the day lazing around his bed, moping through about and hour of self-pity with his head in the pillow, listening to the Batman soundtrack before scrolling through his Tumblr dash for another hour. Mindlessly, he ate through the last of his Halloween candy while watching TV, and before he knew it there was his mother calling for his presence.
Of course, being half asleep and ignorant of what had been previously said to him about the visitors and blundered noisily down the stairs, wearing The T-Shirt.
Oh, and just boxer briefs underneath. And that was it.
“…Yes, I agree. Dean is very promising, but we’re trying to search for a suitor as he should have a girlfriend at this age, but we keep wondering why our boy doesn’t,” a fake laugh, “don’t we Castiel?”
Dean squinted at the light as he entered the room, that articulate accent was so foreign to this house. And he didn’t like it.
And yes, he was still in The T-Shirt.
And boxer briefs.
And nothing else.
In front of his mothers posh friends and his fathers boss’ family.
“Dean!” he heard Mary harshly whisper at him.
A collective gasp came from the lady, standing pristine and formal with her husband in an expensive suit. Behind and between them stood someone, presumably their son, Dean thought.
Dean also thought that said son was the most beautiful man - no - person he’d ever seen. He immediately got lost in those bright, vivid blue eyes the he could happily stare into for eternity. It then came to Dean’s attention that Blue Eyes was staring at him back.
That didn’t stop Dean’s eyes from searching the rest of his body, the tight dress shirt around his muscles, the raven and ruffled hair to his jaw, his stubble and angelic presence in Dean’s mind. He was other worldly, no doubt about that, the way his fingers lightly traced his suit jackets edges and the tilt of his head like humanity was all new. But Dean had never been more enticed or in awe of someone within a minute of meeting them.
However they were still plunged into deep silence, Dean being the centre of attention and the room.
The silence dragged on. It was boring but with his and Blue Eyes’ family watching him wide eyed, and Dean felt tense. He knew he’d fucked up. Fucked up his dad’s career, moms friendship, The T-shirts future in this house, his allowance to wear it.
Dean’s eyes were in a trance about the sons, who was about his age, face. His flat and slightly chapped lips were agape like he wanted to say something and the boy shuffled on his feet a little.
Dean disappointedly looked down at the 'say hey if you’re gay’ writing and then back up to the handsome stranger.
“…Hey?” Blue Eyes softly spoke into the silence, his voice much deeper than Dean expected.