Fics like Don't Walk On By

Dean works several jobs in order to pay for medical care for Sam who has been severely injured. The day he meets Castiel, Dean's luck changes, though it is debatable whether it is for the better or for the worse. Castiel is an angel who has been cut-off from heaven to live with Man for a hundred years. Trying to right a wrong, he accidentally hires Dean as his rent-a-boy and learns a thing or two about being human. Prompt: Pretty Woman (the movie)

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