You’ve made a living not by what you do, but by what you make others think you do. A master of misdirection, persuasion, and spinning lies into gold, you're a hustler who thrives in social environments. From rigged games of chance to phony investment opportunities, you've conned the greedy, the gullible, and even the wise.
- Skill Proficiencies:
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Deception
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Persuasion
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- Tool Proficiencies:
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Disguise Kit
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Forgery Kit (or Gaming Set, if you prefer a gambler vibe)
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- Languages: One of your choice (you pick up languages from those you’ve conned)
- Equipment:
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A set of fine clothes (tailored to make you look more important than you are)
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A loaded set of dice or marked deck of cards
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A fake identification or noble seal
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A pouch containing 15 gp
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You can earn a modest living by running small cons: forging documents, playing rigged games of chance, selling fake goods, or impersonating someone of influence. People tend to believe you until proven otherwise. When in a new settlement, you can establish a false identity over the course of a few days, complete with papers and backstory.
Additionally, you can usually find an audience willing to listen to you in any tavern, market, or gathering place, giving you advantage on Charisma checks to gather information or spread rumors (DM’s discretion).
Suggested Characteristics
Grifters are chameleons. Their morality is flexible, their loyalty is selective, but they often have a personal code—even if it’s one only they understand.
| d6 | Personality Trait |
|---|---|
| 1 | I never tell the same story the same way twice. |
| 2 | I size people up within seconds—marks, threats, allies. |
| 3 | I talk fast and lie faster. |
| 4 | I keep a memento from every con I’ve pulled. |
| 5 | I genuinely enjoy outwitting people. |
| 6 | I’m always one step ahead—or at least I act like I am. |
| d6 | Ideal |
|---|---|
| 1 | Freedom. Rules are for people who don’t know how to work the system. |
| 2 | Charity. I con the rich and help the poor. |
| 3 | Greed. More is never enough. |
| 4 | Redemption. I’ve hurt people. I want to make it right... someday. |
| 5 | Justice. I expose hypocrisy and corruption—by any means. |
| 6 | Loyalty. I may lie to everyone else, but I never betray my crew. |
| d6 | Bond |
|---|---|
| 1 | I owe a debt to someone who taught me the trade. |
| 2 | Someone I conned is hunting me—and I might deserve it. |
| 3 | I keep a little black book of secrets, blackmail, and favors owed. |
| 4 | There’s one person I can’t lie to—and that scares me. |
| 5 | I’m chasing the score that will let me retire in style. |
| 6 | I lost someone because of a con gone wrong. I won’t let it happen again. |
| d6 | Flaw |
|---|---|
| 1 | I lie compulsively, even when I don’t need to. |
| 2 | I’ll do anything to avoid being caught or embarrassed. |
| 3 | I underestimate people—I always think I’m the smartest in the room. |
| 4 | I’m addicted to the thrill of the con. |
| 5 | I hold grudges and never forget an insult. |
| 6 | Deep down, I don’t know who I really am anymore. |
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