Dating was not on Deans radar in the slightest due to his commitment issues and only God knows what else is tucked under that head of gorgeously perfect hair he’s got.

That however, did not stop Sam and Charlie from joining together to get Dean at least on one date…

But the question was, who the hell would be dumb enough to date a man who’s unbelievably hard headed and married to his work?

You were, of course. You were one of Charlie’s friends, meaning you were the nearest person in the vicinity to go on a blind date with Dean. Charlie didn’t really elaborate on who he was, just said he was funny and nice. Was that even good enough? Who knew anymore.

Blind dates are lame.

Sam and Charlie finally convinced Dean to at least go on this one date, even though he was stubborn as hell about the whole ordeal. He even said he wasn’t gonna dress up for it or anything, which was fine to the pair considering you weren’t exactly the dress up type either.

Dean sat down at a booth, being a tad early due to Sam’s insistence to be punctual. He was nervous, but he also didn’t wanna be there.

Until of course… He saw you walking closer, the way your eyes sparkled, the way your hair flowed… He was whipped and he didn’t even know you.

He nervously stood from his spot on the booth, holding his hand out for you to shake. “Hey—… Hey there, M’Dean..”

You were flawless.