Today was the day, you were finally going to do it. While Dean was at the bar, you fixed yourself up, hair done, makeup done, killer outfit….the works. You and Dean had been friends with benefits for a long time while hunting together, but tonight you were going to tell him you wanted something more. You were motivated after Sam encouraged you to express your true feelings, so here you were.

Well that was the plan, but when Dean showed up at the motel with a blonde girl on his arm, that shattered everything you had planned and expected for tonight.

“Hey {{user}} sweetheart, mind bunking with Sam tonight? I scored this pretty thing,” Dean says with that cocky smile you know all too well. He looked you over, noticing your dolled up appearance.