| “ | Put your trust in the Lord. Your ass belongs to me. Welcome to Shawshank. | „ |
| ~ Samuel Norton |
| “ | Good work, Lightyear. Now lock 'em up! | „ |
| ~ Lots-o'-Huggin' Bear |
Gaolers are Pure Evils known for running prisons. Pure Evil gaolers often enjoy tormenting their victims by imprisoning them. They often also imprison and torture innocents simply for their own amusement or to use them to further some other goal. While prisons are usually supposed to condemn criminals for their crimes and hence that could be one of the reasons why these villains became gaolers. However, if they show cruel treatment towards prisoners who had minor crimes or falsely imprisoned people, and are okay with it, they may qualify.
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A
- Aamon (Dark Prince)
- Abdul-Aziz al-Razim
- Abomination (2010 Marvel Animated Universe)
- Absolute Hades God N Ma
- Absolute Solver (N'raged)
- Admiral Razorbeard
- Adolf Hitler (Hunters)
- Adolf Hitler (The Twilight Zone)
- Adolf Hitler (Zombie Army)
- Adrian (Inside No. 9)
- Agatha Trunchbull
- Agent Trout
- Ah Puch
- Ahmanet
- Akira Takaoka
- Aldrich (Dark Souls)
- Aldrich Killian
- Alduin
- Alex Windham
- Alfie Blessington
- Almighty Tallests
- Aloyse von Roddenstein
- Alternate Timeline Melvin Sneedly
- Alvin the Treacherous
- AM
- Amon Goeth
- Angel Eyes
- Anthony "Tony" Damon
- Apocalypse (Age of Apocalypse)
- Apocalypse (X-Men Legends)
- Apple
- Archibald Snatcher
-
Category:Arena Masters
- Ares (Wrath of the Titans)
- Arjen Rudd
- Armand Dorleac
- Arnim Zola (Marvel Cinematic Universe)
- Arthur Watts (Justice League x RWBY)
- Ashnard
- Assef
- Atomic Skull (Superman vs. The Elite)
- Aunt Gladys
- Avon Hertz
- Azar (Genshin Impact)
- Azog
B
- Bacon Colonel
- Bacon General
- Badrang the Tyrant
- Bahavas
- Barbarus
- Barnaba
- Baron Vladimir Harkonnen
- Barty Crouch Jr.
- Batari
- Belial (The Legend of Atlantis)
- Bellroc
- Big Jack Horner
- Bill Carver
- Bill Cipher
- Bill Sykes
- Bishop Ladja
- Black Beetle (Young Justice)
- Black Hiver
- Bloodsport (My Adventures with Superman)
- Bluebeard (Bluebeard)
- Boingo
- Brain
- Brainiac (Adventureverse)
- Brainiac (DC)
- Brainiac (Superman: Unbound)
- Brian Irons
- Brotonia
- Bullflay
- Bullseye (Daredevil 2003)
C
- Caine (OBEY)
- Cameron Hodge (X-Men: The Animated Series)
- Captain Darrow
- Captain Dudley Smith
- Captain Frye
- Captain Gunther Lutze
- Captain Hook (Disney)
- Captain McManus
- Captain Poison
- Captain Vidal
- Cardinal Sin
- Casanova
- Cell (Dragon Ball C)
- Cesare Borgia (Assassin's Creed)
- Chantel DuBois
- Chaos Kin
- Charles Rane
- Chaser
- Chef Bergen
- Cheshire Cat (Alice Mare)
- Chester Bundy
- Chester V
- Chritchellites Leader
- Cioccolata
- Claire Wyden
- Clutch the Opossum
- Coachman (2022)
- Coachman (Disney)
- Colonel Alexei Zaysen
- Colonel Muska
- Colonel Zol
- Controller X
- Cooler
- Corrine Dollanganger
- Cosmos
- Count Dracula (Bram Stoker)
- Count Francesco Cenci
- Count Olaf
- Count Orlok (2024)
- Count Rugen
- Crazed Man
- Creation King
- Cruella de Vil
- Cursa
- Cyclops
- Cyrus (Pokémon anime)
- Cyrus Kriticos
D
- Daerok the Devourer
- Dag
- Daniel McCone
- Dark Might
- Darkseid (Batman: The Brave and the Bold)
- Darkseid (DC)
- Darryl Kern
- David (The Last of Us)
- David Wheeler
- Davros
- Deag Grav
- Deag Ranak
- Dean Armitage
- Deathshead
- Demon King (The Seven Deadly Sins)
- Deputy Governor Danforth
- Dick Hardly
- Dimentio (Paper Mario)
- Dimitri Rascalov
- Dix Perdix
- Doctor Destiny (DC Animated Universe)
- Dogati
- Dolores Umbridge
- Domingo Quezeda
- Donquixote Doflamingo
- Dormammu (Marvel Cinematic Universe)
- Dorzak
- Dr. Arliss Loveless
- Dr. Caligari
- Dr. Diaper
- Dr. Douglas Grey
- Dr. Emilia
- Dr. Facilier
- Dr. Hans Freuhauf
- Dr. J.B. Worley
- Dr. Mechadoc (Bomberman Jetters)
- Dr. Miro
- Dr. Pickman
- Dr. Robotnik (SatAM)
- Dr. Weil
- Dr. Zander Rice
- Drago Bludvist
- Drizelda
- Dromos
- Dropkick
E
- Ebenezer Lynxley
- Ecole
- Edwin Epps
- Ego (Marvel Cinematic Universe)
- El Cucuy
- Eli Mills
- Emperor Belos
- Emperor Daibazaal
- Emperor Doviculus
- Emperor Gruumm
- Emperor Han
- Emperor Kans
- Emperor Nefarious
- Emperor Palpatine
- Emperor Tachyon
- Emperor Tathagata Killer
- Emperor Zeba
- Empress Beatrix
- Empress Sedessa
- Enver Gortash
- Eobard Thawne (Arrowverse)
- Eredin
- Erich Ludendorff (DC Extended Universe)
- Erich Muhsfeldt
- Ernst Stavro Blofeld (Christoph Waltz)
- Ethiron
- Eulogy Jones
- Euron Greyjoy (A Song of Ice and Fire)
- Euron Greyjoy (Game of Thrones)
- Evil Buzz Lightyear
- Evolt
- Executioner (Welcome to the Game)