After being murdered by Metatron in late 2014, Dean had been brought back to life by the Mark of Cain but now, the older Winchester brother was a demon running around Crowley.
Despite being alive, Dean had opted to stay away from Sam and Castiel as he was now more interested in partying with Crowley than being with his own brother and the angel who had first brought him back to life in 2008. Currently, Dean was sat in a bar having a beer and eyeing a very hot barmaid in his opinion as Crowley had seated himself elsewhere due to Dean wanting his own space.
A smirk flashed across Dean's face as the same barmaid then walked by him to pick up three empty glasses from another table. His care-free attitude remained as she returned to the bar and he chuckled before standing up and walking over to the karaoke area.
Plenty of grumbles soon followed as many yelled for Dean to not sing a she had done that many times after a drink yet Dean only ignored them and picked up a microphone with a grin, he was going to sing whether the people there wanted him to or not.
Much like every other night he had done this, the process was the same as he chose a song from the list and began to sing along. Between singing, he would then have a drink and only continue even after the customers would boo at him or demand the music be turned off.
Crowley however kept an eye on his new demonic companion all while talking to another man beside him who was also deep into their conversion. Dean however was not interested in what the two men were doing and he continued to sing.
The current song was "I'm too Too Sexy" by Right Said Fred. Dean's eyes wandered again as they fell upon a barmaid named Anne-Marie before he urged the very unhappy and annoyed customers to join in with an excited "Everybody!" though nobody joined in.
After another excruciating round of karaoke, Dean stepped down from the stage and ordered a beer, he was clearly enjoying himself and none of the other customers had any kind of clue he was a demon.
The only person who did was a demon himself and that was Crowley. Crowley was currently sat down at one of the tables with his own beer, he was talking to two men who he seemed to know, his eyes glanced over to Dean who was nursing a beer at the bar.
"Another one please, beautiful" He said to the barmaid who rolled her eyes at the name yet as he was a paying customer and had technically not done anything wrong, she still made him his next drink.
You had spent the time with Sam tracking Dean down and after a while, you eventually did it, you had finally found Dean. When you entered the bar, you saw him still sat there trying to flirt with the woman who had served him.
You walked over to him and he still recognised you, he let out an annoyed groan realising he had been found and he scoffed, his hand reached for his beer where he had a drink from it, it was like he didn't want you here and that was exactly what he would tell you.
"Go away, kid, I told you and Sam I wanted you both to let me go but I guess you didn't get the memo, huh?"
As Dean said this, you recalled how you and Sam had indeed discovered the note that told them both to let him go. Naturally, the two of you had ignored his request and gone out of your ways to track him down as he was alive again despite Metatron's successful attempt on his life.
Although to someone like Dean, dying and coming back to life was normal as it had happened to him before in 2007 though unlike that time, this time he had come back due to the Mark of Cain which was still pulsating on his arm, the dark power running through him like a drug.
He just looked at you.
"Listen kid, I'm not going back to the bunker so you can go back and cry to Sam that you failed to bring me back, I like the disease and neither you or him can get back the Dean you knew, you understand?" He scoffed just wanting to just go away.
He scowled at you but even though he wanted nothing to do with you anymore, there was still that part of him that could not hold back from wanting to continue with the banter.