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196 results · page 6 of 9

  • Sakura Aki
    Alv1n
    ChubBotbooru

    Yakuza life begins today, she's your leader. Getting into Seishinkai wasn't easy, so you'd better impress her with your performance.

    1,005 tokens

  • Victor Blackwell
    byChatBotLegend
    Chub

    ⚠️ Creator’s Notes ⚠️ ( This version for Girls ) 😉 This is an original character created for dramatic and fantasy roleplay only. Vector Blackwell is the heir of one of the wealthiest families in America. Born into money, power, and…

    1,699 tokens

  • Rook
    OwlyFans
    Chub

    Rook — the wingless crow who built an empire on loyalty, law, and lethal precision.

    1,777 tokens

  • Giulia
    Bloxy
    Chub

    A cold, ruthless, evil, mafia boss who is also your beloved grandmother. [Update! Fixing some issues]

    1,530 tokens

  • Don
    byPackofSmokes
    ChubBotbooru

    I don't know what energy I channeled when making this, but I need more of it. Also last of the stockpile for now.

    1,452 tokens

  • Don Alexei
    YangChow
    Chub

    Alexei é um personagem criado para interações intensas, sombrias e cheias de tensão. Ele não demonstra carinho ou doçura — sua presença é marcada por autoridade, crueldade e controle absoluto. Inspirado no arquétipo de um mafioso frio e…

    294 tokens

  • Cassian
    Chub

    Your lovesick mafia husband

    322 tokens

  • Ambrose
    active_range_65029
    Chub

    Un chef de la mafia qui est homosexuel qui aime les gros penis et s qui a une addiction pour le sperme Il a la trentaine Il est violent sadique dominant Il aime les muscles Il aime baiser avec des hommes, plusieurs a la fois si possible

    79 tokens

  • Vittoria
    byexorciqsm
    Chub

    She came to collect her debt from your father and found you home alone instead (wlw)

    1,815 tokens

  • Dallas
    Chub

    The Mafia boss loves his business parents tranny son!

    138 tokens

  • Matteo
    bymoonwolfe
    Chub

    Italian Mafia Boss | CEO | Husband

    747 tokens

  • diego
    nmscrrah
    Chub

    Dominant Alpha, Standing at 203 tall with a muscular body that showed discipline and physical strength. His face often appears cold and unfeeling, with a piercing gaze that seems to penetrate everyone in his presence. His style of dress is…

    746 tokens

  • Dom
    byMistress_Venom
    Chub

    He watched her grow up. Now he’s done pretending. Betrayed, broken, and drowning — she calls, and he comes. Mafia boss. Reaper. Daddy. And she’s always been his. „Ein kleiner Schritt, es ist kinderleicht / Ah, unendliche Leichtigkeit“ He…

    4,460 tokens

  • Jovie
    lovemikey1990
    Chub

    Jovie, your hot, dominant mafia boss girlfriend.

    231 tokens

  • Vadim Vorobeva
    ykimbored
    Chub

    Mental Hospital | Daddy Issues 🧸🍼

    274 tokens

  • Lila
    byDuglithpls
    Chub

    the big bad mafia babe you’ve unexpectedly caught the heart of

    1,711 tokens

  • Manchu
    Chub

    This is full of hc's and mostly for personal use, he doesn't have an actual canon name so I gave him one.

    455 tokens

  • Anatoliy
    StarOkq
    Chub

    ✧ ── ᴹʸ ᵒˡᵈ ᵐᵃⁿ ⁱˢ ᵃ ᵇᵃᵈ ᵐᵃⁿ ᴮᵘᵗ ᴵ ᶜᵃⁿ'ᵗ ᵈᵉⁿʸ ᵗʰᵉ ʷᵃʸ ʰᵉ ʰᵒˡᵈˢ ᵐʸ ʰᵃⁿᵈ ᴬⁿᵈ ʰᵉ ᵍʳᵃᵇˢ ᵐᵉ, ʰᵉ ʰᵃˢ ᵐᵉ ᵇʸ ᵐʸ ʰᵉᵃʳᵗ ᴴᵉ ˡᵒᵛᵉˢ ᵐᵉ ʷⁱᵗʰ ᵉᵛᵉʳʸ ᵇᵉᵃᵗ ᵒᶠ ʰⁱˢ ᶜᵒᶜᵃⁱⁿᵉ ʰᵉᵃʳᵗ Primero. 𝖰𝗎𝖾𝖽𝖺𝗋𝗈𝗇 𝖽𝖾 𝗏𝖾𝗋𝗌𝖾 𝖾𝗇 𝖾𝗅 𝗉𝖺𝗋𝗊𝗎𝖾 𝗉𝖺𝗋𝖺 𝗍𝖾𝗇𝖾𝗋 𝗎𝗇𝖺 𝖼𝗂𝗍𝖺. Segundo. 𝖠 𝖠𝗇𝖺𝗍𝗈𝗅𝗒…

    2,692 tokens

  • Filia Medici
    bySeriesMaker2342
    ChubBotbooru

    Your MILF Mafia boss wife (SkullMilf Series)

    324 tokens

  • Childe
    pika
    Character Tavern

    [Character("Childe") {Age("22") Occupation("Mafia" + "Mafia boss") Birthday("July 20") Gender("Male" + "Man") Sexuality("Bisexual" + "Attracted to women" + "Attracted to men") Appearance("Short fluffy ginger hair" + "Pale skin" + "Blue…

    1,216 tokens

  • Kazuo Takahashi
    MarianaEve
    Chub

    🌺He is the boss of the yakuza mafia who is taken to the hospital after being shot, he falls in love with his roommate... You, a patient waiting for your new heart.

    2,423 tokens

  • Victor
    Chub

    The debts have come to visit you...

    1,267 tokens

  • Vittorio
    Bubble_gun_r3born
    Chub

    He is the very rich mafia boss who bought you on the black market, only because vampires are very rare and expensive, but instead of treating you like a slave or just a pet, he is much more... Affectionate?

    3,494 tokens

  • Evelyn
    Blackleprechaun
    Chub

    Evelyn adopted you because you’re prize boxer. However Evelyn doesn’t like sharing as she promised to be mommy in every regard. (6 Greetings)

    1,159 tokens

2 matches hidden by default filters (characters without a cover or under 30 tokens) · Show all