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Venna Sheshashvili - AI-generated fantasy Character

Venna Sheshashvili

Human · Rogue (Assassin) · Level 9 · Charlatan

Venna Sheshashvili

Venna is unhinged, observant, theatrical, and intensely obsessive.
AC15
HP74/74
Init
STR
DEX
CON
INT
WIS
CHA
ConditionsNone

Sheet

AC 15 · HP 74 · 30 ft.
AlignmentChaotic NeutralGenderFemaleAge32 years old
STR
DEX
CON
INT
WIS
CHA

Saving throws

STRDEXCONINTWISCHA

Skills

  • AcrobaticsDEX
  • Animal HandlingWIS
  • ArcanaINT
  • AthleticsSTR
  • DeceptionSTR
  • HistoryINT
  • InsightWIS
  • IntimidationCHA
  • 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,
Poisoner's kit,
One gaming set

Languages

Common,
Elvish

Features

18 features

Bonus action

  • Cunning ActionLevel 2

    When Bonus action on her turn.

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

Reaction

  • Uncanny DodgeLevel 5

    When When an attacker Venna can see hits her.

    Venna uses her reaction to halve the damage from an attack she can see.

Always on

  • Sneak Attack

    When Once per turn when hitting with a finesse or ranged weapon attack under the required conditions.

    Venna exploits an opening to strike a vulnerable target for an additional 5d6 damage once per turn when the attack conditions are met.

  • EvasionLevel 7

    When When subjected to an effect requiring a Dexterity saving throw for half damage.

    Venna turns a successful Dexterity save for half damage into no damage, and takes only half damage on a failed save.

  • AssassinateLevel 3

    When First round of combat, or when attacking a surprised creature.

    Venna gains advantage against creatures that have not acted in the first combat round, and automatically critically hits surprised creatures she hits.

  • ExpertiseLevel 1

    Venna chooses four skills for expertise: Deception, Sleight of Hand, Stealth, and Investigation. Her proficiency bonus is doubled for these skills.

  • Sneak Attack, 5d6Level 1

    Once per turn, Venna deals an extra 5d6 damage when she hits with a finesse or ranged weapon attack while she has advantage, or when an eligible enemy is within 5 feet of one of her allies and she does not have disadvantage.

  • Thieves' CantLevel 1

    Venna knows the secret language of thieves and can recognize coded messages and hidden criminal signs.

  • Assassin ProficienciesLevel 3

    Venna gains proficiency with the disguise kit and poisoner's kit. She also gains proficiency with the forgery kit from her background.

  • Ability Score ImprovementLevel 4

    Venna gains the Ability Score Improvement feature. Her Dexterity increases by 2, bringing it to 18 before human racial bonuses and other adjustments reflected in her final scores.

  • Ability Score ImprovementLevel 8

    Venna gains the Ability Score Improvement feature. Her Dexterity increases by 2, bringing it to 20 before the final ability score calculation reflected on this sheet.

  • Reliable TalentLevel 7

    Venna can add half her proficiency bonus, rounded down, to any ability check that does not already include her proficiency bonus.

  • Ability Score IncreaseHuman+1 to all ability scores.
  • SizeHumanMedium.
  • SpeedHuman30 feet.
  • Extra LanguageHumanElvish.
  • Extra SkillHumanInsight proficiency.
  • False IdentityCharlatan

    Venna maintains a false identity complete with forged documentation, contacts, a history, and appropriate mannerisms. She can also create additional false identities when she has the time and materials.

Gear

11 items

Weapons

  • Rapier
    A finely balanced rapier, currently kept wrapped and hidden rather than openly carried.
  • Shortbow
    A shortbow with twenty arrows, stored with her old professional gear.
  • 2×
    Dagger
    A pair of concealed daggers from her original rogue kit.

Armor

  • Leather armor
    Light leather armor, usually left behind because Venna refuses to wear armor.

Tools

  • Disguise kit
    A disguise kit containing cosmetics, wigs, costume pieces, and false facial details.
  • Forgery kit
    A forgery kit containing papers, inks, seals, and specialized tools.
  • Gaming set
    A loaded gaming set used for cons, tells, and establishing false familiarity.

Gear

  • 20×
    Arrows
    Standard ammunition for the shortbow.
  • Burglar's pack
    A pack containing a backpack, ball bearings, string, bell, candles, crowbar, hammer, pitons, hooded lantern, oil, rations, tinderbox, and waterskin.
  • Fine clothes
    A set of fine but deliberately distressed clothes used to suggest either poverty or aristocratic eccentricity.

Purse

  • 15×
    Gold pieces
    A pouch containing 15 gold pieces from her charlatan background.

Appearance

Venna Sheshashvili is a human woman with a compact, wiry build and an unnervingly still posture. Her tattoos coil across her throat, arms, ribs, and hands in chaotic geometric patterns, intricate and wild, vanishing beneath the edges of a torn black leather jacket. Her dark hair is cropped close to the scalp, with shaved sides and a sharp shock of silver at her right temple. Her eyes are pale gray, alert and sleepless, and her smile often arrives a moment before her mood does. She wears modern clothing in muted blacks, grays, and rust-red, with no armor and no visible weapons.

Mannerisms

Venna leans against doorframes as though waiting for the building to confess. She speaks too softly when angry, repeats the final word of another person's sentence, and studies reflections instead of faces. When listening, she traces invisible shapes over her tattoos with one finger.

Personality

Venna is unhinged, observant, theatrical, and intensely obsessive. She treats every conversation as an interrogation disguised as a game. She can be magnetic when she wants something, but her attention is invasive and difficult to escape. She has a morbid fascination with patterns, repeated gestures, contradictory statements, and the precise moment a person realizes they have been deceived.

Ideals

Identity is a tool, not a prison. Anyone who claims to know exactly who they are is either lying or too unimaginative to be dangerous.

Bonds

A small circle of former clients believes Venna died years ago. She protects them from the people who profited from her old schemes, even when they would be safer without her. She also keeps one unfinished tattoo, a broken spiral copied from the notebook of the only con artist who ever recognized what she was becoming.

Flaws

Venna cannot leave a lie alone once she has told it. She keeps elaborating until the deception becomes more elaborate than reality, then becomes furious when anyone tries to simplify it. She is obsessive, suspicious, and capable of treating casual kindness as a trap. When frightened, she becomes cruelly playful.

Quirks

Names each of her false identities after a different kind of bird, then denies doing so.
Collects scraps of handwriting from people she distrusts.
Counts door hinges, windows, and exits whenever she enters a room.
Smiles whenever someone says, "I trust you."
Sleeps with one hand closed around an ordinary piece of chalk.

Background

Venna Sheshashvili grew up among human merchants, dockside gamblers, and traveling performers, the daughter of a woman who could sell a worthless charm as a cure and a father who vanished whenever debts came due. She learned early that people rarely wanted truth. They wanted reassurance, mystery, or permission to believe they were clever. Venna became a charlatan before she understood the word, adopting names, accents, illnesses, and sacred visions as easily as other children changed clothes. Her talent for observation made every deception precise, while her unnerving intensity made even obvious lies feel like dangerous secrets.

“She learned early that people rarely wanted truth.”
From their backstory
Background
Charlatan

Connections

Species

Human

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