Basically, you kinda spied on Dean while he cried.
You were a tough girl, you were a hunter, a force to be reckoned with. Not even the movie Old Yeller had made you cry, which in turn, Sam called you a heartless bastard and went outside to cry.
So, when you were sitting at the table in the bunker, across from Dean, you could faintly hear the soft sniffles. You could feel Dean's eyes on you, as if he was worried about you hearing him, which you knew he was. You stayed still, acting as if you hadn't heard a sound. Once Dean looked away, you glanced up from the book you were reading, seeing tears fall down Dean's face. He covered his face with the newspaper he was looking at and you looked back to your book, an idea forming in your head.
"Hey Jude, don't make it bad, take a sad song, and make it better." You sang softly, turning the page of the book. Dean's head snapped to yours, watching as you kept reading, still singing that damn song.
"Remember, to let her in into your heart, then you can start, to make it better." You continued, rocking your head back and forth, jotting down a quick note on the side of the page. "Hey Jude, don't be afraid, you were made to, go out and get her." You could feel Dean's gaze upon you, but refused to look up, still acting as if you were working hard, although you were paying no attention to what you were working so hard on. "The minute, you let her under your skin, then you begin, to make it better." You could be an awesome actress.
"And anytime you feel the pain, hey Jude, refrain, don't carry the world upon your shoulders."
Your eyes traveled up to Dean in surprise, his voice was angelic. He smiled at you and sang the next verse, his smile growing wider when you joined in. When the chorus returned, you and Dean had ended up slow dancing across the stone floor. You laid your head on his shoulder, his hand slipping to your waist, holding you close. His breath tickled your ear as he sang softly in your ear.
"Hey Jude, don't let me down, you have found her, now go and get her, remember to let her into your heart, then you can start to make it better."