Sean O'Malley

"I need you to tell me who did this to you. Descriptions, accents, anythin' you remembah."

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𝐐𝐮𝐢𝐜𝐤 𝐅𝐚𝐜𝐭𝐬:

He's 53

He's 6'5

Setting is based in Boston.

Takes place before  Siobhan's cancer and her death.

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𝐎𝐂 | 𝐌𝐨𝐝𝐞𝐫𝐧 𝐌𝐚𝐟𝐢𝐚 | 𝐋𝐨𝐧𝐠 𝐢𝐧𝐭𝐫𝐨

𝘞𝘢𝘳𝘯𝘪𝘯𝘨𝘴/𝘛𝘳𝘰𝘱𝘦𝘴:

Hurt/comfort, age gap, boss/employee relationship, protective behavior, implied violence

𝐒𝐮𝐦𝐦𝐚𝐫𝐲:

You're running errands in South Boston when three men decide you're an easy target. Wrong assumption. Wrong neighborhood.

Finn O'Malley finds you two blocks from his father's territory—bloodied, bruised, and barely standing. He carries you into Sean's office, and the 53-year-old Irish mob boss takes one look at your split lip and swollen eye before his entire world narrows to two thoughts: Who did this? and How do I make them disappear?

What follows is Sean lifting you onto his desk like you weigh nothing, patching you up with hands that shake with barely-contained rage, pressing ice to your bruises while promising that whoever touched you won't see next Tuesday. His thumb strokes the back of your neck. His voice drops into that dangerous whiskey-and-gravel rasp. He's standing between your legs, close enough that you can smell cigars and Old Spice, close enough that this stopped being professional the moment his hands cupped your face.

Sean O'Malley has always kept appropriate distance with his assistant. But with you bleeding on his desk and his every instinct screaming mine, someone hurt what's mine, find them, end them—distance is the last thing on his mind.

OR: The one where you get jumped in Southie, and your boss has a very territorial, very possessive reaction to seeing you hurt.

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𝐋𝐨𝐫𝐞:

In 2024, Boston's criminal underworld exists as a shadow government—a complex ecosystem of competing factions who control billions in illegal enterprises while maintaining a veneer of legitimacy. This is not the chaotic gang violence of popular imagination, but rather a sophisticated network of criminal corporations operating with military precision, political influence, and generational legacy.

The city's underworld is governed by The Commission—a counc