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Wikipedia's "List of 181 Literary Villains"

Welcome to the meanest of the mean, the vilest of the vile--the villains that filled us with loathing, made us squirm, and filled the souls of even pacifist readers with the desire for the bad guy's blood...NOTE: Certain series of books, such as James Bond or The Chronicles of Narnia, appear to be over represented on this list. NOTE: The novels on this list were all so popular, with strong visuals, that they were all adapted as films, cartoons, comic books, or television programs.
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avg. score: 46 of 181 (25%)
required scores: 1, 22, 36, 53, 68 
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1
The 101 Dalmatians--Cruella De Vil (Dodie Smith)
The 101 Dalmatians--Cruella De Vil (Dodie Smith)
2
2001: A Space Odyssey--H.A.L. 9000 (Arthur C. Clarke)
2001: A Space Odyssey--H.A.L. 9000 (Arthur C. Clarke)
3
The Adventures of Pinocchio--The Coachman (Carlo Collodi)
The Adventures of Pinocchio--The Coachman (Carlo Collodi)
4
The Adventures of Pinocchio--Fox and Cat (Carlo Collodi)
The Adventures of Pinocchio--Fox and Cat (Carlo Collodi)
5
The Adventures of Pinocchio--Mangiafuoco "Fire Eater" (Carlo Collodi)
The Adventures of Pinocchio--Mangiafuoco "Fire Eater" (Carlo Collodi)
6
Alice's Adventures in Wonderland--Queen of Hearts (Lewis Carroll)
Alice's Adventures in Wonderland--Queen of Hearts (Lewis Carroll)
7
Animal Farm--Napoleon (George Orwell)
Animal Farm--Napoleon (George Orwell)
8
Artemis Fowl Series--Opal Koboi (Eoin Colfer)
Artemis Fowl Series--Opal Koboi (Eoin Colfer)
9
The Bad Seed--Rhoda Penmark (William March)
The Bad Seed--Rhoda Penmark (William March)
10
Barker's the Hell Bound Heart--Chatterer (Clive Barker)
Barker's the Hell Bound Heart--Chatterer (Clive Barker)
11
Barker's the Scarlet Gospels--Pinhead the Hell Priest (Clive Barker)
Barker's the Scarlet Gospels--Pinhead the Hell Priest (Clive Barker)
12
Barker's Weaveworld--Immacolata the Witch (Clive Barker)
Barker's Weaveworld--Immacolata the Witch (Clive Barker)
13
Ben-Hur: A Tale of the Christ--Messala (Lew Wallace)
Ben-Hur: A Tale of the Christ--Messala (Lew Wallace)
14
Blood Meridian--Judge Holden (Cormac McCarthy)
Blood Meridian--Judge Holden (Cormac McCarthy)
15
Bold Robin Hood & His Outlaw Band--Sheriff of Nottingham (Louis Rhead)
Bold Robin Hood & His Outlaw Band--Sheriff of Nottingham (Louis Rhead)
16
The Boy Detectives Club Series--Fiend With Twenty Faces (Edogawa Ranpo)
The Boy Detectives Club Series--Fiend With Twenty Faces (Edogawa Ranpo)
17
Catch-22--Captain "Aarfy" Aardvark (Joseph Heller)
Catch-22--Captain "Aarfy" Aardvark (Joseph Heller)
18
Catch-22--Colonel Cathcart (Joseph Heller)
Catch-22--Colonel Cathcart (Joseph Heller)
19
Catch-22--Milo Minderbinder (Joseph Heller)
Catch-22--Milo Minderbinder (Joseph Heller)
20
Chronicles of Narnia Series--False King Miraz (C. S. Lewis)
Chronicles of Narnia Series--False King Miraz (C. S. Lewis)
21
Chronicles of Narnia Series--Jadis the White Witch (C. S. Lewis)
Chronicles of Narnia Series--Jadis the White Witch (C. S. Lewis)
22
Chronicles of Narnia Series--Lady of the Green Kirtle (C. S. Lewis)
Chronicles of Narnia Series--Lady of the Green Kirtle (C. S. Lewis)
23
Chronicles of Narnia Series--Maugrim the Wolf (C. S. Lewis)
Chronicles of Narnia Series--Maugrim the Wolf (C. S. Lewis)
24
Chronicles of Prydain Series--Death Lord Arawn (Lloyd Alexander)
Chronicles of Prydain Series--Death Lord Arawn (Lloyd Alexander)
25
Chronicles of Prydain Series--Evil Queen Achren (Lloyd Alexander)
Chronicles of Prydain Series--Evil Queen Achren (Lloyd Alexander)
26
Chronicles of Prydain Series--Horned King (Lloyd Alexander)
Chronicles of Prydain Series--Horned King (Lloyd Alexander)
27
Conan the Barbarian / Cimmerian Series--Thoth-Amon (Robert E. Howard)
Conan the Barbarian / Cimmerian Series--Thoth-Amon (Robert E. Howard)
28
Conan the Barbarian / Cimmerian Series--Thulsa Doom (Robert E. Howard)
Conan the Barbarian / Cimmerian Series--Thulsa Doom (Robert E. Howard)
29
Cthulhu Mythos Series--Cthulhu (H. P. Lovecraft)
Cthulhu Mythos Series--Cthulhu (H. P. Lovecraft)
30
Cthulhu Mythos Series--Nyarlathotep "Crawling Chaos" (H. P. Lovecraft)
Cthulhu Mythos Series--Nyarlathotep "Crawling Chaos" (H. P. Lovecraft)
31
The Day of the Jackal--Jackal (Frederick Forsyth)
The Day of the Jackal--Jackal (Frederick Forsyth)
32
The Day of the Triffids--Venomous Plants Triffids (John Wyndham)
The Day of the Triffids--Venomous Plants Triffids (John Wyndham)
33
Dickens' David Copperfield--Uriah Heep (Charles Dickens)
Dickens' David Copperfield--Uriah Heep (Charles Dickens)
34
Dickens' Oliver Twist--Bill Sikes (Charles Dickens)
Dickens' Oliver Twist--Bill Sikes (Charles Dickens)
35
Dickens' Oliver Twist--Fagin (Charles Dickens)
Dickens' Oliver Twist--Fagin (Charles Dickens)
36
Dickens' Oliver Twist--Mr. Sowerberry (Charles Dickens)
Dickens' Oliver Twist--Mr. Sowerberry (Charles Dickens)
37
Dicken's a Tale of Two Cities--Ernest Defarge (Charles Dickens)
Dicken's a Tale of Two Cities--Ernest Defarge (Charles Dickens)
38
Dicken's a Tale of Two Cities--Madame Defarge (Charles Dickens)
Dicken's a Tale of Two Cities--Madame Defarge (Charles Dickens)
39
Dickens' a Tale of Two Cities--Marquis St. Evrémonde (Charles Dickens)
Dickens' a Tale of Two Cities--Marquis St. Evrémonde (Charles Dickens)
40
Discworld Series--Lord Havelock Vetinari (Terry Pratchett)
Discworld Series--Lord Havelock Vetinari (Terry Pratchett)
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