The villainous answer key!
1. Syndrome, The Incredibles 2. Auric Goldfinger, Goldfinger 3. Bowser, Super Mario Bros. 4. Hans Gruber, Die Hard 5. Chairface Chippendale, The Tick 6. Claudius, Hamlet 7. Sauron, Lord of the Rings 8. Peter Pettigrew/Wormtail, Harry Potter and the Prisoner of Azkaban [Accept just Harry Potter] 9. Pinky and the Brain, Animaniacs and/or Pinky and the Brain [Accept either or both] 10. Thénardier, Les Misérables [Sidenote: if anyone protests that it was a button and not a piece of cloth, that’s because it’s cloth in the book and a button in the musical. I went with the book’s version here.] 11. John Doe, Se7en 12. Manfred Von Karma, Phoenix Wright: Ace Attorney 13. Leon Czolgosz, real life 14. Regina, Once Upon a Time [Accept “The evil queen” or variants thereof] 15. Heathcliff, Wuthering Heights 16. Bob Ewell, To Kill a Mockingbird 17. Hagen, Götterdämmerung [Half-credit for “The Ring Cycle” or variants thereof.] 18. Willy Wonka, Charlie and the Chocolate Factory [Accept Willy Wonka and the Chocolate Factory] 19. The Auditors of Reality, the Discworld series [Accept just “The Auditors,” and potentially accept specific Discworld titles - Thief of Time would be the most obvious individual book to choose here.] 20. Coach Oleander, Psychonauts 21. Garfield, Garfield [Accept Garfield & Friends] 22. The Phantom, The Phantom of the Opera 23. Alfred von Schlieffen, real life 24. Cavil, Battlestar Galactica [Accept “John Cavil” and/or “Number One”] 25. Tom Ripley, The Talented Mr. Ripley 26. Captain Edmund Blackadder, Blackadder Goes Forth 27. Nero, real life 28. Dr. Sheppard, The Murder of Roger Ackroyd [I’m willing to give half-credit on the villain’s identity for “the doctor” or “the narrator.”] 29. Man, Bambi 30. Annie Wilkes, Misery 31. Jerry, Seinfeld 32. Medea, Medea [Also accept any variant on “Greek myth” as the source material] 33. Chell, Portal and Portal 2 34. Mrs. Lovett, Sweeney Todd 35. Dr. Forrester and/or The Mads, Mystery Science Theatre 3000 (MST3K) 36. Hannibal Lecter, The Silence of the Lambs 37. Noah Cross, Chinatown 38. Loki, The Avengers 39. John Galt, Atlas Shrugged 40. Prince Humperdinck, The Princess Bride 41. Gaston, Beauty and the Beast 42. Don José, Carmen 43. Alma Coin, Mockingjay [Accept The Hunger Games] 44. James Reynolds, Hamilton and/or real life 45. The Grinch, How the Grinch Stole Christmas 46. Amy Dunne, Gone Girl 47. Bonnie Parker, real life 48. Phyllis Dietrichson, Double Indemnity 49. The Joker, The Killing Joke 50. Jerry Lundegaard, Fargo