Smiling Jack

Brawler, Iconoclast, Anarch Hero


Sire: Mama Lion
Nature: Bravo
Demeanor: Rebel
Generation: 10th
Embrace: 1654 (born 1611)
Apparent Age: Early 40s
Physical: Strength 5, Dexterity 4, Stamina 5
Social: Charisma 5, Manipulation 4, Appearance 2
Mental: Perception 3, Intelligence 2, Wits 4
Talents: Athletics 5, Brawl 5, Empathy 2, Intimidation 5, Leadership 3, Streetwise 3
Skills: Drive 3, Firearms 3, Melee 5, Stealth 3, Survival 4
Knowledges: Law 1, Occult 3
Disciplines: Auspex 2, Celerity 4, Fortitude 4, Potence 5, Presence 3, Thaumaturgy 2 (Lure of the Flames 1)
Backgrounds: Allies 3, Contacts 5, Resources 3, Status 3
Virtues: Conscience 3, Self-Control 1, Courage 5
Humanity: 4
Willpower: 7


No one knows much about the 10th-generation Brujah known as “Smiling Jack.” Some believe he may have been a Caribbean pirate of the 17th century. No one knows the circumstances of his Embrace, or has stepped forward claiming to be his sire. Smiling Jack refuses to answer any questions about his origins.

During the last bloody stages of the Revolt that threw out Don Sebastian, Smiling Jack was actively leading the violent anarch forces. He now uses the Free States as a base of operations to strike out at princes throughout America. MacNeil dislikes Smiling Jack’s presence, and fears he may bring down the wrath of princes against the Free States. However, Jack has an even greater reputation among the anarchs than MacNeil, who has not pressed the matter due to his strong dislike of giving commands to the anarchs.

Despite his centuries of activity, Smiling Jack remains an Iconoclast. There is nothing he likes better than to create anarchy among vampires everywhere. His lust for blood and violence is such that even most of the Brujah distrust him. It is only his standing with the younger Brujah Iconoclasts, and a certain personal magnetism, that keeps him from meeting with an unfortunate “accident.”

Jack stands about 5’10” tall. He wears his black hair and beard long, and has never really accepted modern notions of personal hygiene. He typically wears biker clothes: jeans, T-shirt, a leather jacket and leather boots. He travels around the US on a huge motorcycle.

Smiling Jack

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