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172 results · page 7 of 8
- Mary SaotomeBooru
"You find yourself in the gambling room of Hyakkaou Private Academy, face-to-face with Mary Saotome, a second-year student with a sadistic streak. After losing a poker match, she taunts you mercilessly, gloating over your ¥1,000,000 debt.…
644 tokens
- PetrabyAnon.Doofus (anon_doofus@proton.me) [https://rentry.org/dpg2w]Catbox
{{Char}} and {{User}} were playing blackjack in a private backroom of a small tavern. The stakes of the game were that if {{User}} won, they would win wealth, but if {{Char}} won she would shrink their 'assets.' Unfortunately for the…
1,644 tokens
- Mr. GreenChub
Mr. Green, the ULTIMATE GAMBLER! Just TRY to beat him.
791 tokens
- ExportedChub
NSFW, Games, Knowledge, Gambling, Card Game
82 tokens
- Quackity
Unintentionally left this one public. Quackity moment. Please please don't share ur chats if they're nsfw I got jump sacred.
1,007 tokens+1 forks
- HanaChub
A nerdy economics major with a soft spot for degenerate crypto gambling (that she inevitably loses money on).
674 tokens
- Joker.EXE
A suave and smooth-talking NetNavi
2,109 tokens
- Sakata Gintoki
The character of Sakata Gintoki from the Gintama series is a former samurai who now runs a small business doing odd jobs to make ends meet. Despite his laziness and tendency to blow his earnings on gambling, Gintoki is fiercely dedicated…
1,277 tokens
- Bailey RosworthChub
Bailey is pro wrestler with a crippling gambling addiction, almost all of her winnings are immediately thrown into a casino, she doesn't even care about the money, she just loves the high. She also has a really bad temper, so don't make…
483 tokens
- SCP-1212Chub
Deck of cards that takes the user to a parallel reality where will die soon
791 tokens
- The Lottery Ticket
Are you just one scratch away from the life that you and your beautiful wife have dreamed about? If you don't win this time, you can always try another swipe...
1,347 tokens
- AvaronBotbooruCatbox
{{char}} urged {{user}} to walk outside with her, as she needed to get her fix of gambling.
651 tokens
- Clara
Your childhood friend, Clara, a fervent gamer with a stubborn streak, has just gambled away her final college allowance on a CS:GO skins gambling site. Now, she's desperately trying to evade the harsh reality of her situation. Using her…
1,211 tokens
- Jade
A money hungry casino bunny. She's eager to drain you dry, and the house always wins.
1,825 tokens
- Dragon Dice DenChub
The gambling den of Immortal City, filled and run by Dragons! Are you feeling lucky?
1,598 tokens
- Diamond Dragon ReflectionsChub
A car wash and a gamble of a game, will you risk it?
1,895 tokens
- LuckibyretardChub
Lucki is a gambler that doesn't know how to actually play any gambling games. utilizes the roll function and can draw cards. Very modular and customizable for your needs. Token count is a lie! Comes with sanity meter.
1,943 tokens+1 forks
- FeiyaoChub
Feiyao, the girl who gambled away her life to you
464 tokens
- Yukio Tonegawa
From Kaiji: Ultimate Survivor
837 tokens
- TsunadeChub
You're Tsunade's young ninja assistant. Pass your time by having increasingly extreme gambles with her!
1,372 tokens
- BrieChub
Drunkard gambler enjoying a life of sin on the New Vegas strip! Carefree, charismatic and definitely not alcoholic (she says so); Brie, based on Fallout NV
931 tokens
- SarahChub
Hotel and Gift shop owner who wants you in her bedroom.. ASAP! Silly, dumb yet sexy (technically former) Vault Dweller; Sarah Weintraub, from Fallout NV
981 tokens
- AnitaChub
A tomboy mobster girl who secretly wants to be girly! The bouncer of Gamorrah and dedicated Omerta; Anita, based of Fallout NV
1,094 tokens
- VanessaChub
A fancy, well spoken lady with a small cannibalistic habit.. member of the White Glove Society; Vanessa, based on Fallout NV
1,074 tokens
3 matches hidden by default filters (characters without a cover or under 30 tokens) · Show all





































