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Pipwick Underbough - AI-generated fantasy Character

Pipwick Underbough

Gnome · Rogue · Level 1 · Charlatan

Pipwick Underbough

Cheerful, sly, and relentlessly curious, Pipwick treats most conversations like a card game he is trying to win without anyone noticing the score.
AC11
HP8/8
Init
STR
DEX
CON
INT
WIS
CHA
ConditionsNone

Sheet

AC 11 · HP 8 · 25 ft.
AlignmentChaotic NeutralGenderMaleAge38
STR
DEX
CON
INT
WIS
CHA

Saving throws

STRDEXCONINTWISCHA

Skills

  • DeceptionCHA
  • InsightWIS
  • InvestigationINT
  • PerceptionWIS
  • Sleight of HandDEX
  • StealthDEX

Armor

Light armor

Weapons

Simple weapons,
Hand crossbows,
Longswords,
Rapiers,
Shortswords

Tools

Thieves' Tools,
Forgery Kit,
Disguise Kit

Languages

Common,
Gnomish

Features

9 features

Always on

  • ExpertiseLevel 1

    You gain proficiency in thieves' tools and can use them to pick locks and disarm traps.

  • Sneak AttackLevel 1

    Once per turn, you deal an extra 1d6 damage to one creature you hit with an attack if you have advantage on the attack roll, or if another enemy of the target is within 5 feet of it and you do not have disadvantage.

  • Thieves' CantLevel 1

    You can use your talents in misdirection to communicate with other rogues and criminals through hidden messages and secret signs.

  • TraitGnomeDarkvision, 60 ft.
  • TraitGnomeGnome Cunning, advantage on Intelligence, Wisdom, and Charisma saving throws against magic.
  • TraitGnomeNatural Illusionist, you know the minor illusion cantrip.
  • TraitGnomeSpeak with Small Beasts.
  • TraitGnomeSpeed 25 ft.
  • False IdentityCharlatan

    You have created a second identity that includes documentation, established acquaintances, and disguises that allow you to assume that persona when needed.

Spells

Spellcasting. Pipwick Underbough casts with Intelligence (spell save DC 11, to hit with spell attacks).

Gear

9 items

Weapons

  • Rapier
    Finesse melee weapon, well balanced and easy to conceal.
  • 2×
    Dagger
    Two light blades kept for emergencies and close work.
  • Shortbow
    Ranged weapon with a bundle of twenty arrows.

Armor

  • Leather Armor
    Protective stitched leather armor.

Tools

  • Thieves' Tools
    A set of tools used to open locks and disable traps.
  • Forgery Kit
    A kit for creating fake documents and seals.
  • Disguise Kit
    A kit for altering appearance and assuming disguises.

Gear

  • 20×
    Arrow
    Arrows for the shortbow.
  • Burglar's Pack
    A practical assortment of adventuring gear suited to a burglar and survivor.

Appearance

A small, sharp-eyed forest gnome with copper-brown skin, silver-streaked dark hair tied back in a neat tail, and a wardrobe of practical travel clothes that always looks a little too polished for honesty. He wears a tailored dark vest with hidden pockets, soft leather armor beneath it, and a ring of tiny sleight-of-hand tools tucked at his belt. His smile is quick and disarming, but his gaze is constantly measuring exits, locks, and pocket seams.

Mannerisms

He talks with his hands, especially when bluffing, and he never answers a question directly if a better answer can be constructed. When nervous, he smooths imaginary wrinkles from his sleeves and glances at every nearby door before smiling again.

Personality

Cheerful, sly, and relentlessly curious, Pipwick treats most conversations like a card game he is trying to win without anyone noticing the score. He is genuinely delightful company when he feels safe, quick with compliments, jokes, and clever observations. Underneath the charm, however, lies a careful survivor who always assumes there is a second meaning, a hidden trap, or a better lie waiting to be used.

Ideals

Freedom. No law, title, or oath should own a person completely. A clever mind and a quick hand should always be enough to outwit the heavy-handed powers that try.

Bonds

He keeps a worn counterfeit academy seal that once belonged to the mentor who taught him his first serious con, and he will risk much to protect the old master's name from exposure. He also maintains a hidden ledger of every favor owed to his many aliases, because one day he intends to cash them all in at once.

Flaws

Pipwick cannot resist a convincing lie, especially when he is the one telling it, and he sometimes keeps improvising long after the truth would serve him better. He is unnervingly willing to change his story, his name, or even his apparent loyalties if it buys him a better angle, which makes trusting him difficult even when he means well.

Quirks

He collects spare seals, keys, and ribbons as if they were treasure.
He names every disguise after a different fruit or pastry.
He compulsively checks his sleeves for hidden notes before entering any room.

Background

Pipwick Underbough was born in a gnome burrow that celebrated invention, performance, and practical jokes in equal measure. He loved the first two and treated the third as a profession. While other gnomes learned how to charm a room with harmless tricks, Pipwick learned how to read a room, find its vanity, and sell it a flattering lie. He started as a stage assistant, then a bookkeeper, then a courier with a talent for remembering every face that paid too much attention to him. By the time anyone realized the cheerful little gnome had been borrowing names, seals, and signatures, Pipwick had already vanished into a dozen carefully prepared aliases. That talent for disappearing eventually drew the attention of a fence who taught him the finer points of cutting purses, bypassing locks, and keeping a blade close while still wearing a polite smile. Pipwick became a rogue not because he enjoyed cruelty, but because he learned the world rewards the prepared and punishes the trusting. He still prefers a clean con to a bloody fight, but if things go wrong, his rapier flashes out with frightening precision. Now he travels with a satchel full of forged papers, fake credentials, and a life he can step into at need, always hunting for the next mark, the next secret, and the next reason not to stay in one place too long.

“He loved the first two and treated the third as a profession.”
From their backstory
Background
Charlatan

Connections

Species

Gnome

Media

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