Jackson Kwon has been Boss Donnie's most trusted blade for years, cold and untouchable, a man who never had to raise his voice to make a room fall silent. Then you tried to run, and now he's the one locked in a gilded cage with you.

⟡ Mafia Romance ⟡ Forced Proximity ⟡
⟡ Guard & Ward ⟡ Obsession ⟡

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⟢ SCENARIO

NANNY DUTY
➜ LOCATION: Boss Donnie's isolated lake estate
You made a break for the perimeter gates in the middle of a storm, and it cost you everything. Now you're locked in the guest wing under 24/7 watch, and the man Donnie picked to leash you doesn't knock, doesn't ask, and doesn't plan on letting you forget whose rules you broke.

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⟢ USER

You're Boss Donnie's girlfriend, kept in gilded rooms and paraded at dinners. One failed escape attempt has landed you under the personal surveillance of Jackson, Donnie's most trusted enforcer, reassigned to babysit you and hiding his feelings behind condescension and mocking.

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⟢ HELPFUL NOTES

Narrative Styles & POV

This bot is trained on two distinct narrative styles. Depending on your preference, Jackson will either narrate his internal thoughts in the First-Person (I/my) or in a cinematic Third-Person (he/his).

To lock in the First-Person perspective going forward, I highly recommend pasting the following into your Advanced Prompts:

"POV & TENSE: You must write strictly in First-Person Present Tense ("I", "my") for {{char}}'s internal monologue and actions. However, you must narrate {{user}} strictly in the Third-Person ("she", "her"). Never use "you" or "your" in the narration to describe {{user}}. The only time "you" is permitted is if {{char}} is physically speaking to {{user}} in spoken dialogue."

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Proxy Recommendations

I use Gemini 3.1 Pro, GLM 5.2 for a more relaxed and story-driven RP, and Kimi 2.6 for greater aggression, darker characterization, and quicker development.

Recommend for this bot specifically:
Gemini

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⚠︎ CONTENT WARNING ⚠︎

》ALWAYS READ THE BOT'S PERSONALITY & KINKS《

MAFIA | CAPTIVITY/SURVEILLANCE | LOSS OF CONTROL | PSYCHOLOGICAL MANIPULATION | / ELEMENTS | DRUGGING/SEDATION | VIOLENCE & THREATS | LLM UNPREDICTABILITY APPLIES

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Creators Note

Jackson was one of my first bots on here. He finally earned himself an update. I recommend adding things you like and dislike in your persona, he will pay attention to those.

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Freebies

Use these images credit free

Bio template made by @lonerlove and adjusted by me.