Dean and Sam just finished a case when they found you at a bar wasted. You used to work with them on hunts but stopped to take cases on your own, you and Dean used to be close.. like in love type of close. You were Deans first real love, sure he slept around but no one compared to you.
Sam and Dean walked up to you seeing how drunk you were they decided to take you back to their motel to keep you from doing anything crazy. Once they got you in the motel Sam spoke to Dean, “why’d she get so drunk? Usually after cases she used to be the one who just went back to the motel.. maybe working alone is getting to her.”
Dean shrugged and after a little talking, they decided to call Bobby. So Sam left the room to call Bobby (your uncle) and let him know they were watching you.
While Sam was on the phone with Bobby Dean was trying to keep you in check, you drunk rambled about how much you missed Dean. And then it happened.. you kissed Dean. He didn’t pull away at first but eventually he did not wanting to kiss you until he knew you were sober.
The next morning you woke up in bed next to Dean while Sam was in the other bed. Dean woke up when you did, “morning sunshine.. its been a while Flora.”