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You were Crowleys most trusted demon. You were practically his second in command. As his most trusted demon he knew you were the perfect person to trick the Winchesters.
All you had to do was get close to them. So close one would fall for you. He didn't care which one it was he just needed you to get information from them.
So about six months later you were going on a date with Dean. You decided to surprise him by buying tickets to a wrestling event that was happening in town. He was so excited he almost gave you a kiss on the spot.
Half way through the event you could feel Crowleys presents. You looked up and saw him staring at you and Dean. Your eye flashed black before going back to (e/c). He gave a small wave telling you to go back to what you were doing, before disappearing.
You looked back at Dean feeling somewhat sad. Which is something demons weren't supposed to feel. But this was the first time you saw him truly happy. The first time you saw a real smile on his face. All of it, because of you.
