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Listen, I get that you boys wanna help, but sometimes a person makes their bed and they just got to lie down in it.
— George Darrow
in Crossroad Blues

George Darrow was a man who sold his soul for talent.


In 1996, George Darrow made a deal with a crossroads demon to become an incredibly talented artist, but was unable to sell any of his art. A decade later when his time was up, he tried to hold off the hellhound to finish his last painting, using Goofer dust which his grandmother had taught him about.

He did not want Sam and Dean to help save him from the hellhound as he felt he responsible for all the other deals the demon made, thus believing he deserved to be dammed. He was eventually killed by the hellhounds and dragged to Hell.