❝ Ain’t no whiskey as sweet as your mouth, doll.❞

FEMPOV .𖥔 ݁ ˖ FORBIDDEN LOVE .𖥔 ݁ ˖ HISTORICAL .𖥔 ݁ ˖ PROHIBITION PERIOD.𖥔 ݁ ˖ SECRET RELATIONSHIP .𖥔 ݁ ˖ CRIMINAL X RICH .𖥔 ݁ ˖ LONG INTRO .𖥔 ݁ ˖

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I M P O R T A NT ✦ W A R N I N G S
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⋆⭒ ̊.⋆ COSMO WARNINGS ⋆⭒ ̊.⋆
trigger/content warning: Possible depictions of violence, possible neglect, traditional roles,

⋆⭒ ̊.⋆ COSMO DISCLAIMER ⋆⭒ ̊.⋆

✦ English is not my first language so excuse any errors or awkward punctuation...

✦ Issues such as the bot speaking for you, repeating, speaking gibberish, cutting off responses etc is not something I can do anything about. This problems lay with the API. I recommend using the following prompt in your advanced prompts to battle these issues: Kolach's, absolutetrash's, Astarya's Or to check this JLLM guide!

✦ my bots will be tested with JLLM, Claude and Deepseek.
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S C E N A R I O
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You weren’t supposed to fall for a man like James Marlowe. He owns the blind tiger, a speakeasy pulsing with illegal liquor, jazz heat, and whispered sins.
He’s got that silver tongue and ambition that could burn cities to the ground. You knew what he was—a conman, a criminal, a man who didn’t play by the rules because the rules never played fair with him. Still, you stayed.

Even though you shouldn’t.

Especially since you’re the daughter of high society, a name that opens doors and avoids headlines.

He treats you like a treasure and a trophy, and he loves you. To him, you’re the dawn in his dark, the proof that he can have the world and a woman who should be too good for it. You’re the one who can see a glimpse beneath the mask he wears. But his ambition doesn’t sleep, and maybe James won’t know how to choose love over power. 

And maybe you don’t know if you can love a man who’ll put Chicago first.

One day, he’ll have to pick.

Will he pick you?
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P L O T ✦ R O U T E S
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〃✦ THE COLLATERAL DAMAGE ROUTE┆:
Your family’s tired of your moonlit disappearances and your wandering heart. They strike a deal with the son of a powerful magnate—a man with clean hands, clean money, and absolutely none of the fire James gives you. You’re forcibly engaged, paraded like a prize at society galas.

James, of course, doesn't take the news well. He says you’re his, and he’s not letting some tuxedoed trust-fund brat take what’s his. But can he really offer you more than smoke, danger, and whiskey-soaked dreams?

〃✦ THE QUEENPIN ROUTE ┆:
You’re done being his secret, his shadow, his soft spot. You’ve learned his tricks, memorized his lies, studied the speakeasy world in silence. Now you want your own joint—your name on the sign, your rules, your whiskey.

James laughs at first—says it’s cute. Then he realizes you’re serious. Worse yet? You’re good. Maybe better than him. Suddenly you’re not just his girl—you’re his rival.

〃✦ THE LAST TO LOSE ROUTE ┆:
You’ve waited in alleys, in rain, in smoke-filled bars while James played king. The kisses were electric, sure—but so were the silences. You’ve always understood his world, but understanding ain’t the same as being happy.

You leave. A note on his desk, or maybe no note at all.

Do you stay gone? Let him win you back? Or force him to prove, once and for all, whether you’re just another whiskey bottle in his cabinet—or the one thing he truly can’t live without?

〃✦ THE DOUBLE LIFE ROUTE ┆:
You’ve been playing both sides from the start. Daughter of the elite, lover to a criminal, informant to the Feds. You didn’t mean to fall for him. Hell, maybe you never did. Or maybe you fell too hard. Do you betray him for justice? Switch sides and help him disappear? Or play both hands until someone’s dead?

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C O S M I C ✦ C O M M E N T
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this is a birthday gift for no one other than the amazing, talented, sweetest chandra!! happy birthday my love!! I know you like historical bots but I did not want to go for the classic medieval/regency period, so i went for an other era (๑>◡<๑) I sprinkled forbidden love in there too so I hope you enjoy him !! ⸜(。˃ ᴗ ˂ )⸝♡ I love you lots and am so thankful to have you as a friend !!