As Azazel
Fred Lehne has appeared on Supernatural in the role of Azazel. Look for him to do so again on season six of the show.

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Supernatural Quotes

You betrayed me? No one in the history of torture's been tortured with torture like the torture you'll be tortured with.

Crowley

Did you know that a cat's penis is sharply barbed along it's shaft? I know for a fact the females were not consulted about that.

Castiel