Season 5
XXXX
Three years later
She's drinking with his brother now and they are laughing at some joke on the other side of the room and he can't help but notice all the little things that are different about her.
She's older, that much is a given. It's been three years since they had any form of proper contact. That little run in with War doesn't really count. They barely spent ten minutes in the same room before hitting separate roads.
She's a hunter now. Full on. He's seen her fight, her moves are good, precise, she is fast and what she lacks in muscle force she makes up in agility. And tonight she walked right past his shameful attempt of picking her up with a thrown out line about "self respect" that, he admits, stung a little.
He can't help but remember the cocky girl he met at the Road House three years ago, dumb enough to put a rifle right next to a hunter's back but brave enough to punch a man much bigger than her on the spot. He remembers how she would flirt with him with what he was pretty sure was a bad case of daddy issues. He remembers her innocence and bravado and he remembers trying to talk her out of this life. She had a choice, he told her.
But then he screwed up and she didn't anymore.
The frigging Apocalipse was on and they needed all the able bodied hunters in all states of experience for that war and she was drafted.
His heart breaks a little. In the end, she had no choice.
But, then again, neither did he, right? And he knows that as experienced and stoic as he was when he met her, he too was three years younger and three years more innocent.
Three years ago he had been a hunter for 23, he had seen his mother and father die and he was already running wild terrified that his brother would turn out evil. But even at that stage, life was so much simpler.
Sam hadn't died. He hadn't died. He hadn't been to hell yet and there were no angels, no Zachariah screwing with their heads, no Michael, no Lucifer, no Apocalipse.
If only he knew the Yellow Eyed Demon was so minor league… he would probably have asked her out. When they were young and as care free as their lives would ever allow them to be. When she still looked at him with longing, like he was special, somehow.
He took another shot at his beer.
The world is ending. They are hunting the Devil tomorrow.
And that's when he decides it.
If somehow they manage to survive tomorrow, he's asking her out.