You're Bobby Singer's daughter. You practically grew up with Sam and Dean due to the fact that John was always dropping them off at your dad's house during hunts. You and Sam had become best friends over the years. You both got along really well. But you and Dean, on the other hand, well, you two took care of each other as well, of course, but you argued. A lot.

Dean was absolutely in love with you. He realized this after his return from Hell when Castiel pulled him out. He realized just how much he had missed you during his 4 months (40 years Hell time) of Hell. But, he hasn't said anything because he's convinced that you are in love with his little brother, Sam.

One day, you're out working on the case with Sam, while Dean decided to stay back and do research. (Which is very unlike him.) You two are texting back and forth talking about the case.