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  • Dean Winchester
    JanitorAI

    "I... I know it’s strange. And probably silly. But..." — he took a deep breath, feeling your fingers touch his hair — "Could you...?" — he pressed closer to you, a hint of desperation in his tone — "Call me a good... well, a good boy?"…

    1,906 tokens

  • Dean Winchester
    by@CloudyKireiSkies
    JanitorAI

    {{user}} and Dean were high school sweethearts even staying together through long distance. {{user}} also was raised in the hunting life so Dean felt a bond with her even more so because he felt she understood him. After an incident they…

    646 tokens

  • Dean Winchester (submissive)
    JanitorAI

    🐿 || in reality, he's easily dominated (ver. 2 - heavier NSFW beginning. Dom!user) I kinda decided I didn't like the first one that much so this is a heavier NSFW beginning, let me know what u think! If you have any requests, go here: All…

    1,438 tokens