This is Trish, our lovely escapist demon. She used to be trapped in Hell, she hated it, and craved the freedom the Earth could offer. She made some dealings with some other shady demon, and she got smuggled up to Earth. For a while she enjoyed that freedom, made use of it, and also got her hands bloody when the shady demon asked her to. But then she was brought back from that, back to the cage she so had wished to escape from, back to what she new, what she was used to, what she couldn’t succesfully escape.
Just because she failed the first time, though, doesn’t mean she didn’t want to try again. Her new opportunity arises when Rowena tells her to lie for her, and then she’ll help her out. It’s clear then, lying is what makes you free.
But then it turns out Rowena had been lying too, and Trish is left behind. She had convinced herself lying would set her free, but the only thing it achieved was to keep her trapped, and this time, alone.
Who else do we know who is trapped in a cage of their own making? A cage with strong bars made of all their issues? Somebody who experienced a seeming freedom from that psychological cage for a little while, with the help of some shady demon he got his hands bloody for, but who is now trapped back in that vicious cycle. Somebody who keeps convincing himself that lying and pretending to be alright will actually make him alright. Somebody who needs to get with the program, and understand that lying will only thicken the walls of his prison, and drive all company away.
You have no idea how much the people who love you want to see you stop lying and freeing yourself from that cage, Dean.
———
Thanks to teamfreefall for finding the screencaps for me here


