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Venna Gwyndolin - AI-generated fantasy Character

Venna Gwyndolin

Human · Rogue (Arcane Trickster) · Level 9 · Charlatan

Venna Gwyndolin

Venna is cool, deliberate, and intensely observant.
AC15
HP75/75
Init
STR
DEX
CON
INT
WIS
CHA
ConditionsNone

Sheet

AC 15 · HP 75 · 30 ft.
AlignmentChaotic NeutralGenderFemaleAge32 years old
STR
DEX
CON
INT
WIS
CHA

Saving throws

STRDEXCONINTWISCHA

Skills

  • AcrobaticsDEX
  • Animal HandlingWIS
  • ArcanaINT
  • AthleticsSTR
  • DeceptionCHA
  • HistoryINT
  • InsightWIS
  • InvestigationINT
  • MedicineWIS
  • NatureINT
  • PerceptionWIS
  • PerformanceCHA
  • PersuasionCHA
  • ReligionINT
  • Sleight of HandDEX
  • StealthDEX
  • SurvivalWIS

Armor

Light armor

Weapons

Simple weapons,
Hand crossbows,
Longswords,
Rapiers,
Shortswords

Tools

Thieves' tools,
Disguise kit,
Forgery kit

Languages

Common,
Thieves' Cant

Features

16 features

Bonus action

  • Cunning ActionLevel 2

    When Bonus action on Venna's turn.

    Venna uses a bonus action to Dash, Disengage, or Hide.

  • Mage Hand LegerdemainLevel 3

    When Bonus action or as part of an action involving Mage Hand.

    Venna uses a bonus action to manipulate objects, pick locks, or disarm traps at range with her spectral Mage Hand.

Always on

  • Sneak Attack

    When When Venna hits with a finesse or ranged weapon attack and has advantage, or an eligible ally is adjacent to the target.

    Venna attacks a distracted target with a finesse or ranged weapon, adding 5d6 Sneak Attack damage once per turn when the conditions are met.

  • Uncanny DodgeLevel 5

    When When an attacker Venna can see hits her with an attack.

    Venna uses her reaction to halve the damage from an attack that hits her.

  • ExpertiseLevel 1

    Venna has expertise in Deception, Sleight of Hand, Investigation, and Perception, doubling her proficiency bonus for checks using those skills.

  • Sneak Attack, 5d6Level 1

    Venna deals an extra 5d6 damage once per turn when she hits with a finesse or ranged weapon attack while meeting the Sneak Attack conditions.

  • Thieves' CantLevel 1

    Venna knows the secret thieves' cant used by rogues and criminals to communicate hidden meanings.

  • Ability Score ImprovementLevel 4

    Venna gains an Ability Score Improvement or feat. The supplied ability scores are retained as the requested manual array plus human bonuses.

  • Spellcasting, Arcane TricksterLevel 3

    Venna can cast wizard spells using Intelligence as her spellcasting ability. She knows three cantrips and six wizard spells, with four 1st-level spell slots and two 2nd-level spell slots.

  • EvasionLevel 7

    Venna can make a Dexterity saving throw to take no damage instead of half damage from effects that allow a Dexterity save for half damage, taking half damage on a failed save.

  • Magical AmbushLevel 9

    If Venna casts a spell before she is detected, creatures have disadvantage on saving throws against that spell during the same turn.

  • Ability Score IncreaseHuman+1 to all six ability scores
  • SizeHumanMedium
  • SpeedHuman30 feet
  • LanguagesHumanCommon and one additional language
  • False IdentityCharlatan

    Venna maintains a false identity, complete with forged documents, a convincing history, and practiced mannerisms. She can create a second persona when necessary and has contacts who recognize her assumed name.

Spells

9 spells

Spellcasting. Venna Gwyndolin casts with Intelligence (spell save DC 15, to hit with spell attacks).

Cantrips (at will): , ,

1st level (4 slots): , , ,

2nd level (2 slots): ,

Gear

11 items

Weapons

  • Rapier
    A finely made, concealable blade used for both defense and misdirection.
  • Shortbow
    A compact ranged weapon favored for quiet attacks.
  • 2×
    Daggers
    A backup blade balanced for throwing or close work.

Armor

  • Leather armor
    Supple protective clothing worn beneath Venna's jacket.

Tools

  • Thieves' tools
    Tools for opening locks and disarming mechanical traps.
  • Disguise kit
    A disguise kit containing cosmetics, wigs, clothing pieces, and small physical props.
  • Forgery kit
    A forged seal, blank papers, inks, pens, and other materials for producing convincing documents.

Gear

  • 20×
    Arrows
    Ammunition for the shortbow.
  • Burglar's pack
    A burglar's pack containing a backpack, ball bearings, string, bells, candles, crowbar, hammer, pitons, hooded lantern, oil, tinderbox, rations, tinder, and waterskin.
  • Fine clothes
    A set of dark common clothes suitable for changing identities.

Purse

  • 15×
    Gold pieces
    A pouch containing the mundane proceeds of Venna's earlier schemes.

Appearance

Venna Gwyndolin is a compact, striking human woman with a wiry, athletic build and an unnervingly commanding presence. Her dark hair is cropped close, the sides shaved, with a sharp streak of silver at one temple. Intricate tattoos cover her shoulders, collarbone, arms, ribs, and much of her back, forming twisting patterns and jagged lines that resemble both ritual markings and old scars. She favors a tight black tank top beneath a torn leather jacket, fitted trousers, scuffed boots, a studded bracelet, and a worn crimson scarf. Her intense dark eyes rarely blink when she is studying someone.

Mannerisms

Venna speaks softly when angry and loudly when amused. She holds eye contact a moment too long, tilts her head as though listening for a lie beneath every sentence, and often adjusts the knot of her crimson scarf before making a difficult decision. She moves with economical grace, never fidgeting unless she is genuinely afraid.

Personality

Venna is cool, deliberate, and intensely observant. She treats every conversation as a game of pressure and release, offering a compliment that feels like an insult or an insult that lands like an intimate confession. She is charismatic without being warm, frightening without raising her voice, and theatrical without ever seeming careless. When she decides someone matters to her, her attention becomes nearly overwhelming. She notices every hesitation, remembers every preference, and regards emotional distance as a challenge rather than a boundary.

Ideals

Control. Everyone is performing, whether they admit it or not. The only honest person in the room is the one who knows exactly what they are manipulating.

Bonds

Venna once stole a sealed ledger from a noble house and discovered that it contained the names of people who had been bought, ruined, or quietly killed. She hid the ledger before her former partners could claim it. She is determined to expose the people named within it, even though doing so would make her a target. She is also obsessively attached to one particular companion, treating their safety, attention, and trust as possessions she must guard at any cost.

Flaws

Venna confuses obsession with devotion and control with protection. She cannot resist testing people, especially when they claim not to care about her. She enjoys crossing boundaries simply to prove that she can, and she sometimes escalates a situation long after the sensible outcome has been secured. Beneath her deliberate composure is a terror of abandonment that can make her possessive, vindictive, and dangerously impulsive.

Quirks

She gives people private nicknames based on the first lie they tell her.
She keeps a different forged signature for every major identity she has used.
She taps the edge of her studded bracelet three times before opening a locked door.
She collects small objects that remind her of people she refuses to lose.
She occasionally answers a question with an eerily accurate guess about what the speaker was hoping to hear.

Background

Venna Gwyndolin grew up in a crowded human riverside district where survival depended less on strength than on knowing which version of the truth people wanted to hear. Her first mentor was a traveling confidence artist who taught her to read posture, imitate accents, forge signatures, and make a mark feel clever for being deceived. Venna became exceptional at the work, but she never remained satisfied with simple theft. She wanted to understand the exact moment a person surrendered control, the instant suspicion became fascination. That interest eventually drew her into burglary, blackmail, and carefully staged disappearances.

“Venna became exceptional at the work, but she never remained satisfied with simple theft.”
From their backstory
Background
Charlatan

Connections

Species

Human

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