Supernatural Guest cast, played by John Dadey Episode 2x05: Simon Said (Oct 26, 2006) Guest cast, played by Jason Benson Episode 2x10: Hunted (Jan 11, 2007) Guest cast, played by Eric Breker Episode 3x14: Long Distance Call (May 1, 2008) Guest cast, played by Brad Loree Episode 3x16: No Rest for the Wicked (May 15, 2008) Guest cast, played by Tristan Jensen Episode 7x14: Plucky Pennywhistle's Magical Menagerie (Feb 10, 2012) Guest cast, played by Donald Sales Episode 9x09: Holy Terror (Dec 3, 2013)