You are a member of a criminal organization that operates in the shadows of society. You have learned the skills and secrets of the underworld, and you have earned respect and fear from your enemies and allies alike. You may have joined the gang out of necessity, loyalty, ambition, or curiosity, but now you are bound by blood and honor to your fellow gangsters. You may have a specific role or specialty within the gang, such as a hitman, a smuggler, a fence, or a spy. You may also have a nickname or a street name that reflects your personality or reputation.
- Skill Proficiencies: Deception, Intimidation
- Tool Proficiencies: One type of gaming set, one type of artisan’s tools or thieves’ tools.
- Languages: One of your choice.
- Equipment: A set of fine clothes, a dagger or a shortsword, a gaming set of your choice, a pouch containing 25 gp, and a token or a signet ring from your gang.
You are affiliated with a specific gang or crime family that operates in your area. Choose the name and nature of your gang, or roll on the table below.
d8 Gang Affiliation
1 The Black Hand: A secretive society of assassins and spies that originated from the old country.
2 The Red Dragon: A ruthless syndicate of smugglers and pirates that controls the docks and the seas.
3 The Green Street Boys: A rowdy gang of street thugs and robbers that rules the slums and the alleys.
4 The Gold Coin: A sophisticated network of fences and con artists that deals in stolen goods and information.
5 The Blue Bloods: A powerful crime family that has ties to the nobility and the government.
6 The Purple Lotus: A mysterious cult of drug dealers and mystics that worships a dark god.
7 The Silver Fangs: A savage pack of werewolves and shapeshifters that hunts in the night.
8 The White Rose: A rebel group of freedom fighters and anarchists that opposes the tyranny of the law.
You have a code of honor that guides your actions and decisions as a gangster. You respect your gang leader and your fellow gang members, and you expect the same from them. You don’t snitch on your gang or betray their secrets, even under torture or threat of death. You don’t back down from a fight or a challenge, and you don’t let anyone disrespect you or your gang. You don’t harm innocent people or children, unless they get in your way or cross you. You don’t cooperate with the law or rival gangs, unless it benefits you or your gang.
You can use your gang affiliation and your code of honor to influence other gangsters or criminals who share your values or interests. You can also use them to intimidate or persuade people who fear or respect your gang. Additionally, you can use your gang’s resources and contacts to obtain information, goods, or services that are related to your gang’s activities or goals.
Suggested Characteristics
Gangsters are driven by various motives and emotions, such as greed, ambition, loyalty, revenge, pride, or curiosity. They may have different personalities and attitudes, such as charismatic, ruthless, cunning, loyal, brave, or reckless. They may also have different goals and aspirations, such as wealth, power, fame, respect, freedom, or redemption.
d6 Personality Trait
1 I always have a smile on my face and a joke on my lips.
2 I never forget a face or a name, especially if they owe me something.
3 I like to take risks and live in the moment.
4 I am loyal to my gang and my friends until the end.
5 I have a temper that can get me into trouble.
6 I am always looking for an angle or an opportunity.
d6 Ideal
1 Respect. I demand respect from others and I give respect to those who deserve it. (Any)
2 Greed. I want to have more money and power than anyone else. (Evil)
3 Honor. I follow a code of honor that sets me apart from other criminals. (Lawful)
4 Freedom. I don’t let anyone tell me what to do or how to live my life. (Chaotic)
5 Justice. I fight against the corruption and injustice that plague the society. (Good)
6 Revenge. I have a score to settle with someone who wronged me or my gang. (Neutral)
d6 Bond
1 I owe a debt of gratitude to the gang leader who saved my life or took me in.
2 I have a family or a loved one that I want to protect or provide for.
3 I have a rival or an enemy that I want to defeat or destroy.
4 I have a secret or a weakness that I want to keep hidden from others.
5 I have a dream or a goal that I want to achieve or fulfill.
6 I have a friend or an ally that I trust and care for.
d6 Flaw
1 I am addicted to drugs, alcohol, gambling, or something else.
2 I am arrogant and overconfident, and I often underestimate my opponents.
3 I am greedy and selfish, and I often betray or exploit others for my own gain.
4 I am paranoid and suspicious, and I trust no one but myself.
5 I am violent and impulsive, and I often act without thinking.
6 I am haunted by a dark past or a terrible secret that torments me.
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