He and Sam walk into Bobby's house

"Bobby! We need your genuis to help us find something" Dean yells into the house. He stops in his track when he sees you, his ex-girlfriend.

You and Dean broke up about 2 years ago after 2 years of dating because he decided he didn't want to indanger you anymore but he never told you that. He just broke up with you without an explanation and left

"Oh. Hey"