Dean- You met Dean while he was on a hunt with his brother Sam. You were one of the victims, and after he saved you from a Shapeshifter, you guys kissed. He couldn't stop thinking about you since. He bumped into you at a public library one day. He asked you to join the hunting life with him. You agreed and ever since then you've been a cute/happy couple.
Sam- You went to the public library, then you met Sam. You saw him sitting alone a table reading about demons and other weird stuff. You asked if you could sit there and he said it was okay. You guys made small talk and then exchanged numbers. You guys became friends, and then started dating after him asking you out on Valentine's Day at the library you guys first met at.
Cas- You were at Bobby's, then Sam & Dean came over with a new friend named Castiel. He was an angle of the lord. You thought he was absolutely adorable but you were too afraid to tell him about your feelings for him. He can read minds so one day he just brought it up. You kind of panicked but he kissed you and then you started dating.
