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    Possession/Imitation 
Actors who have played multiple characters as a result of possessions or imitations:
  • Jensen Ackles plays main character Dean Winchester in every episode, a shapeshifter in 1.06 "Skin," a nightmare-demon form of Dean in 3.10 “Dream a Little Dream of Me,” a possible future self in 5.04 "The End", a Leviathan in 7.06 "Slash Fiction", Alternate Michael possessing Dean in 13.23 "Let the Good Times Roll" and several season 14 episodes, and Dean Winchester from an alternate universe in 15.13 "Destiny's Child".
  • Jared Padalecki plays main character Sam Winchester in every episode, the demon Meg in 2.14 "Born Under a Bad Sign," Gary Frankel in 5.12 "Swap Meat," Lucifer in 5.04 "The End", 5.22 "Swan Song" and 15.05 "Proverbs 17:3", a Leviathan who assumes Sam's identity in 7.06 "Slash Fiction", recurring character Gadreel in season 9, and Sam Winchester from an alternate universe in 15.13 "Destiny's Child".
  • Jeffrey Dean Morgan plays recurring character John Winchester in Season 1 and later appearances, and the demon Azazel in 1.22 "Devil's Trap."
  • Samantha Smith plays Mary Winchester in various appearances throughout the seasons and Eve in 6.19 "Mommy Dearest."
  • Nicki Aycox plays the recurring demon Meg in Season 1 and the real Meg Masters in 1.22 "Devil's Trap" and 4.02 "Are You There God? It's Me, Dean Winchester."
  • Erica Carroll, as noted below.
  • Jim Beaver plays recurring character Bobby Singer in seasons 1-11 as well as the series finale 15.20 "Carry On", a demon in 5.01 "Sympathy for the Devil," the Khan Worm in 6.16 "And Then There Were None", and Bobby Singer from an alternate universe in several episodes in seasons 12-15.
  • Linseyc Keon plays recurring character Tessa in various episodes between seasons 2 and 9, and Azazel in 2.01 "In My Time of Dying."
  • Katie Cassidy plays recurring character Ruby in Season 3 and Lilith in 3.16 "No Rest for the Wicked."
  • Cindy Sampson plays recurring character Lisa Braeden in seasons 3, 5, and 6, and a demon that possesses her in 6.21 "Let it Bleed."
  • Nicholas Elia plays Ben Braeden in seasons 3, 5, and 6, and a changeling in 3.02 "The Kids are Alright."
  • Misha Collins plays recurring character Castiel from season 4 onward, Castiel's vessel Jimmy Novak in 4.20 "The Rapture," Misha Collins in 6.15 "The French Mistake," and all of the Leviathan at once in 7.01 "Meet the New Boss," and Lucifer in multiple episodes season 11. (It’s not a possession situation but he also plays the Cosmic entity that rules the Empty in season 14.)
  • Matt Cohen plays young John Winchester in 4.03 "In the Beginning" and 5.13 "The Song Remains the Same," and the archangel Michael, also in "The Song Remains the Same."
  • Mitch Pileggi plays recurring character Samuel Campbell in seasons 4 and 6 and the demon Azazel in 4.03 "In the Beginning."
  • Christopher B. MacCabe plays Dr. Brown and the demon Azazel in 4.03 "In the Beginning."
  • Jake Abel plays a ghoul pretending to be Adam Milligan in 4.19 "Jump the Shark," the real Adam Milligan in 5.18 "Point of No Return" and 15.08 "Our Father, Who Aren't in Heaven", and the archangel Michael in 5.22 "Swan Song" as well as several season 15 episodes.
  • Rob La Belle plays Father Lehne and the demon Azazel in 4.22 "Lucifer Rising."
  • Mark Pellegrino plays Nick in 5.01 "Sympathy for the Devil" and several season 14 episodes, and recurring character Lucifer in seasons 5, 7, 11 and 13.
  • Cameron Bancroft plays Dr. Gaines in 7.02 "Hello, Cruel World" and the Leviathan that assumes his identity in the rest of season 7.
  • Felicia Day plays recurring character Charlie Bradbury in seasons 7-10, when she gets split in two, Charlie's evil side and her good side in 10.11 "There's No Place Like Home", and Charlie from an alternate universe in several episodes between across seasons 13-15.
  • Lauren Tom plays recurring character Linda Tran in Seasons 8-9 and the demon Crowley in 8.02 "What's Up, Tiger Mommy?"
  • Alaina Huffman plays recurring character Abaddon in Seasons 8-9 and Josie Sands in 8.22 "Clip Show" and 9.17 "Mother's Little Helper."
  • Tahmoh Penikett plays recurring character Gadreel in season 9 and his bartender vessel in 9.10 "Road Trip."

    Multiple Separate Characters 
Actors who have portrayed multiple, separate characters at different times in the show:
  • Donnelly Rhodes plays the ranger Shaw in 1.02 "Wendigo" and Father Simmons in 8.22 "Clip Show."
  • Nico Mc Eown plays Lucas Barr in 1.03 "Dead in the Water" and a bully in 7.03 "The Girl Next Door."
  • Brian Markinson plays Jerry Panowski in 1.04 "Phantom Traveler" and Stan Thompson in 8.08 "Hunteri Heroici"
  • Daryl Shuttleworth plays Chuck Lambert in 1.04 "Phantom Traveler" and Sheriff Carnegie in 5.05 "Fallen Idols."
  • Michael Teigen plays a teacher in 1.05 "Bloody Mary" and a police officer in 4.08 "Wishful Thinking."
  • Anita Brown plays Lindsay in 1.06 "Skin" and Hope Lynn Casey in 4.08 "Wishful Thinking."
  • Christie Laing plays Taylor in 1.07 "Hookman" and a Crossroads Demon in 2.08 "Crossroad Blues."
  • Tyler Johnston plays Matt Pike in 1.08 "Bugs" and recurring character Samandriel in season 8.
  • Don Thompson plays Mr. Guenther in 1.09 "Home" and the sheriff in 8.11 "LARP and the Real Girl."
  • Peter Benson plays Walter Kelly in 1.10 "Asylum" and Sheriff Pat in 9.12 "Sharp Teeth."
  • Tom Butler plays Harley Jorgeson in 1.11 "Scarecrow" and Reverend Jim Myers in 9.12 "Sharp Teeth."
  • Lara Gilchrist plays Holly in 1.11 "Scarecrow" and a wraith in 5.11 "Sam, Interrupted."
  • Brent Stait plays Scotty in 1.11 "Scarecrow" and Rick in 6.16 "... And Then There Were None."
  • Erica Carroll is both: she plays a nurse in 1.12 "Faith," a young mother in 1.18 "Something Wicked," recurring character Hannah in seasons 9-10, and Hannah's vessel Caroline in 10.7 "Girls, Girls, Girls."
  • Alex Diakun plays a Reaper in 1.12 "Faith" and Mr. Vili in 8.02 "What's Up, Tiger Mommy?"
  • Colin Lawrence plays Jason in 1.12 "Faith" and Reggie Hull in 5.03 "Free to Be You and Me."
  • Cainan Wiebe plays a boy in 1.12 "Faith," a bully in 4.08 "Wishful Thinking," and Barry Cook in 4.13 "After School Special."
  • Kevin Mc Nulty plays Roy LeGrange in 1.12 "Faith" and the butler Phillip in 10.06 "Ask Jeeves."
  • Alexa Fast plays Missy Bender in 1.15 "The Benders" and Emma in 7.13 "The Slice Girls."
  • Mary Black plays the old woman in 1.18 "Something Wicked" and Red Riding Hood's grandmother in 3.05 "Bedtime Stories."
  • Adrian Hough plays Dr. Hydeker in 1.18 "Something Wicked" and Victor Rogers in 8.18 "Freaks and Geeks."
  • Linden Banks plays Isaiah Merchant in 1.19 "Provenance" and Mr. Brennan in 6.09 "Clap Your Hands if You Believe."
  • Jay Brazeau plays the librarian in 1.19 "Provenance" and Dr. Corman in 5.14 "My Bloody Valentine."
  • Terence Kelly plays Daniel Elkins in 1.20 "Dead Man's Blood" and a doctor in 3.15 "Time is On My Side."
  • Creator/Christine hatelain plays Jenny in 1.20 "Dead Man's Blood" and Dr. Ellen Piccolo in 5.08 "Changing Channels."
  • Serinda Swan plays a hotel receptionist in 1.21 "Salvation" and Veritas in 6.06 "You Can't Handle the Truth."
  • Erin Karpluk plays Monica Holt in 1.21 "Salvation" and Robin in 9.07 "Bad Boys."
  • Melinda Sward plays a nurse in 2.01 "In My Time of Dying" and Jamie in 4.05 "Monster Movie."
  • Carrie Fleming plays a dying nurse in 2.01 "In My Time of Dying" and Karen Singer in 5.15 "Dead Men Don't Wear Plaid" and 7.10 "Death's Door."
  • Genevieve Padalecki plays recurring character Ruby in Season 4 and, well, Genevieve Padalecki in 6.15 "The French Mistake."
  • Richard Speight Jr.. plays The Trickster/ Archangel Gabriel in Seasons 2, 3, 5, 9, and 13, and also plays Loki, the original Trickster God, in "Unfinished Business", which also has Gabriel in it. He also directed that episode.
  • Erica Cerra plays Robin in 6.22 "The Man Who Knew Too Much", Duma in several episodes across seasons 13 and 14, and The Shadow in 14.08 "Byzantium".
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