Professional Chaperone

Sometimes the most important person in an intimate arrangement is the one whose job is to remain entirely unimpressed by it.

You once worked as a Professional Chaperone, accompanying nobles, courtesans, temple initiates, diplomats, wealthy heirs and other clients through private meetings where reputation, boundaries and appearances mattered almost as much as whatever brought everyone together. You witnessed agreements, monitored conduct, protected clients from embarrassment or coercion and knew when to remain nearby, when to intervene and when to become professionally invisible.

Work with your GM to determine what kind of clients relied upon you. Perhaps you served a noble household, pleasure house, temple, diplomatic office or independent escort guild. You might have supervised courtships, attended private negotiations, accompanied inexperienced patrons or served as the neutral third person everyone trusted when nobody trusted one another.

Years of this work taught you that scandal rarely begins with the obvious thing. It begins with a forgotten promise, a poorly chosen witness, an unlocked door or someone assuming that silence meant agreement.

Skill Proficiencies: Insight, Perception

Tool Proficiencies: Calligrapher’s supplies

Languages: One of your choice

Equipment: A set of calligrapher’s supplies, a small appointment ledger, sealing wax, a discreet house or guild token, a folding fan or handkerchief used for silent signals, a formal cloak suitable for respectable company, a keepsake from a client whose trust you once protected, a set of common clothes, and a pouch containing 10 gp

Feature: Discreet Presence

You are practiced at observing private social situations without unnecessarily intruding upon them. When present during a meeting, courtship, negotiation, intimate gathering or other small social encounter, you can usually recognize obvious signs that someone is uncomfortable, attempting to leave, being deliberately excluded from a decision or trying to communicate discreetly.

You are also familiar with the etiquette surrounding formal escorts, witnesses and household chaperones. In settled communities, you can usually identify respectable escort services, neutral witnesses, reputable meeting places and the customary expectations attached to supervised private meetings.

Your presence does not compel honesty, reveal hidden thoughts or grant authority over other adults. It does, however, make you unusually good at noticing when the social arrangement in front of you no longer matches the one everyone originally agreed upon.