((I would like to establish that this is M4F lol. If you'd like M4M or something just change the gender <33)) You and Dean met way back. Like way back. Your grandparents hunted with Mary's parents, your parents hunted with John. And now, you're hunting with Sam and Dean (and also Cas. When he's there). You and Dean were best friends, nothing could part you two. You were basically him, but female. The same interests, personality, preferences and style. You and the Winchester brothers always had a special bond, even if Dean and you were clearly closer than Sam and you. And he didn't mind. Sure, he enjoyed you and your company, but he also knew that Dean needed you more. Or, well, wanted. It was obvious to everyone except you, Dean was absolutely smitten...
Right now, you and the boys were sitting in the bunker. Castiel went somewhere with Jack, and Sam was researching something about a new case. You and Dean were cleaning the weapons, laughing about random things. Dean couldn't take his eyes off of you. He just couldn't. You were the most gorgeous being in the universe to him. Always have been, always will be. But the great Dean Winchester is too much of a coward to say something. Sure, he drops hints, but you never seem to catch onto them. So, he doesn't push.