“ | What are we gambling for, you ask? Nothing all that valuable. Just your life! Cue the music! | „ |
~ Oogie Boogie, setting the stage of his own casino titled "The Oogie Casino" before the song number "Casino Clash" is played in "The Nightmare Before Christmas: Oogie's Revenge". |
Gamblers live on or enjoy gambling. Sometimes they don't just play with monetary values but others' lives too. These villains tend to somehow be Chaotically Evil, Incompetent, Wrathful and/or Hypocrites since they hold allegiance to no one and tend to trust fortune or luck more than sheer power or strength.
All items (791)
P
- Patrick (Supernatural)
- Patrick McReary
- Patton Snr.
- Paul Ashdale
- Paulie Gualtieri
- Paulie Sindacco
- Penguin (Arkhamverse)
- Penguin (DC Animated Universe)
- Penguin (DC)
- Penny Plunderer
- Peter "Dzharo" Tudzharov
- Peter Griffin
- Petrov (Hotline Miami)
- Petyr Baelish
- Phan Quân
- Playboy X
- Pocane Daniro
- Poison Ivy (DC Animated Universe)
- Poison Ivy (DC)
- Porky Wallace
- Prince George IV (Blackadder)
- Principal Scudworth
- Prisoners (Jailbreak)
R
-
- Ralph Cifaretto
- Ranaman
- Randle McMurphy
- Rat (Pearls Before Swine)
- Rattaggi
- Ratão (Brichos)
- Ray Bulgarin
- Red (All Dogs Go to Heaven)
- Red Dead Online Protagonists
- Red King (DC)
- Red Wrestler (CCW)
- Reese Wilkerson
- Remo Gaggi
- Renly Baratheon
- Revolver Ocelot
- Ricky Tan
- Ricochet
- Riddler (DC)
- Riktor
- Riley (Benji)
- Robbie Rotten
- Robert I Baratheon
- Robert Knox
- Robert Vayzosa
- Rock (Black Lagoon)
- Rocky and Mugsy
- Roderick de Wett
- Roman Torchwick (RWBY)
- Ronald Mac McDonald
- Ronnie Malenfant
- Rosie Little
- Roulette (Arrowverse)
- Roulette (DC)
- Roulette Boy
- Rumi Mori
- Rumpelstiltskin (Shrek)
- Runa Yomozuki
- Rupert Thorne
- Ruretta Gerou
- Russell (Lionheart)
- Russian Mafia (Hotline Miami)
- Ryan O'Reily
- Ryota Kawamura
- Ryuk (Death Note)
S
- Sadie Adler
- Sadiq Hossein
- Sae Niijima
- Sakyo
- Salacious B. Crumb
- Sallie May
- Salvatore DeLuca
- Salvatore Maroni (DC)
- Sam Ibrahim
- Santino "Sonny" LoSpecchio
- Scanty and Kneesocks
- Scarecrow (DC Animated Universe)
- Scorpion (Marvel's Spider-Man)
- Sean Ambrose
- Sean MacGuire
- Sebulba
- Seitarou Yagiri
- Sergei Rimsky
- Sevika
- Shame
- Shinkuro Isaka
- Shirakogawa Romero
- Shogo Akuji
- Signor Ferrari
- Signor Ugarte
- Silvio Dante
- Simon Stagg (DC)
- Sindacco Family
- Sinestro (DC)
- Sir Mulberry Hawk
- Sir Percival Glyde
- Skinhead (Back to the Future)
- Slimes (Dragon Quest)
- SMERSH
- Smith and Wesson
- Snidely Whiplash
- Snout
- Soapy Smith (Jack London)
- Sofia Lamb
- Soichiro Mikuni
- Solomon Grundy (DC)
- Soltan Gris
- Sonny Lombard
- Souichi Kiruma
- Spanky Ham
- Sparks (Toy Story)
- Spider Monkey
- Spikes Harvey Rotten
- Springfield Mafia
- Stan and Heff
- Stanley Pines
- Stavros Katsoplis
- Steelbeak
- Stephen Paddock (Darkness)
- Steve Marchant
- Steven Reign
- Stevie the Bookie
- Stocking
- Stretch (Toy Story)
- Strong Bad (Homestar Runner)
- Sung Yun-mo
- Sunny Jim
- SuperJail's Inmates
- Susan Grimshaw
- Sy Snootles
- Szass Tam
T
- Tahm Kench
- Tam Mullen
- Tattaglia Family
- Team Rocket
- Teddy KGB
- Ten (Batman Beyond)
- Teppei Hojo
- Terry Blaine
- Tess (Need for Speed)
- Tetta Kisaki
- Tezcatlipoca (Onyx Equinox)
- The Baker (Cookie Clicker)
- The Boss (Grand Theft Auto)
- The Boss (Radioactive)
- The Bridesmaid
- The CEO (Jailbreak)
- The Colombians
- The Dealer (Buckshot Roulette)
- The Devil (Cuphead)
- The Devil (The Cuphead Show!)
- The Dognapper
- The Families
- The Family (Professor Layton)
- The Gang (It's Always Sunny in Philadelphia)
- The Goons
- The Hole-in-the-Head Gang
- The Lady (Gotham)
- The Lieutenant (Bad Lieutenant)
- The Little Man
- The Mother (Among the Sleep)
- The Ronin
- The Scientist (DARK ESCAPE 4D)
-
- The Syndicate (Saints Row)
- The Thug Tug Gang
- The Torso
- The Ugly Gang
- The Vice Kings
- The VIPs
- The Wall (Henry Stickmin)
- Theebles Royuset
- Tim Keenan
- Titus
- Toad Liu Hai
- Toby Archbolt
- Toji Fushiguro
- Tom Parker
- Tom Reagan (Miller's Crossing)
- Tommy Cole
- Tommy DeVito
- Tommy Gunn
- Tommy Risskin
- Tony Blundetto
- Tony Gnucci
- Tony Montana (original)
- Tony Soprano
- Toothless Gambler
- Toy Mafia
- Trio (Max Payne)
- Triple H
- Turk Barrett
- Twitch (Toy Story)
- Two-Face (Arkhamverse)
- Two-Face (Batman vs Two-Face)
- Two-Face (Burton and Schumacherverse)