Emilie de Ravin as Claire Littleton (Lost) & Belle (OUAT)
James Marsters as Spike (BtVS & Angel), Professor Milton Fine/Brainiac/Brainiac 5 (Smallville), & Donald Stark (SPN)
Jeffrey Dean Morgan as Sam Ryan (Angel), John Winchester (SPN), & Negan (TWD)
Jensen Ackles as Jason Teague (Smallville) & Dean Winchester (SPN)
Mark Pellegrino as Jacob (Lost) & Nick/Lucifer (SPN)
Mark Sheppard as Arnon (Charmed), Graham Tanaka (Dollhouse), & Crowley (SPN)
Misha Collins as Eric Bragg (Charmed) & Castiel/Jimmy Novak/Himself/Leviathan/Lucifer (SPN)
Norman Reedus as Nick Parks (Charmed) & Daryl Dixon (TWD)
Rob Benedict as Jape (BtVS) & Chuck Shurley/Carver Edlund/God (SPN)
Sebastian Roché as The Sorcerer (Charmed), Balthazar (SPN), King Stefan (OUAT)
Tahmoh Penikett as Vince Davis & Wes Keenan (Smallville), Paul Ballard (Dollhouse), & Ezekiel/Gadreel/Gadreel’s vessel (SPN)
So, there’s probably more “crossover actors” with these shows up here, but A. I’m too lazy to research it all - B. I ain’t got that type of time - C. My memory is the size of an egg. I mostly used actors that had a lead(ish) role/fan favorite in one of the shows. Except Amy Adams. But she was in 3/8 so she excelled. She had to be rewarded, obviously.
*Note: Tahmoh’s two characters from Smallville weren’t related in anyway, so I put pictures for both characters on there. Also, yes, I know he looks like a thumb in the far left one. What do you want? He was in the hospital the entire time.
*Note: I did one of these for Joss Whedon’s recycled actors, so yes, I could’ve done Amy Acker or Alexis Denisof but A. I already used them for that post - B. They’re only in the realm of the Whedonverse (as far as my favorite shows go).
*Note: This isn’t every role they’ve ever had, obviously, and some of my favs are left out as well as other shows I found okay but wouldn’t consider to be my favorites. For example, Firefly isn’t on here, but Mark Sheppard was in it. However, I don’t consider Firefly a favorite show, ergo, it isn’t here.