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Bobby - AI-generated fantasy Character

Bobby

Halfling · Rogue (Thief) · Level 13 · Criminal

Bobby

Bobby is cheerful under pressure, sharp-eyed, and disarmingly polite, with the easy confidence of someone who trusts his feet more than his luck.
AC15
HP55/55
Init
STR
DEX
CON
INT
WIS
CHA
ConditionsNone

Sheet

AC 15 · HP 55 · 25 ft.
AlignmentNeutral GoodGenderMaleAge32
STR
DEX
CON
INT
WIS
CHA

Saving throws

DEXCONINTWISSTRCHA

Skills

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

Armor

Light armor

Weapons

Simple weapons,
Hand crossbows,
Longswords,
Rapiers,
Shortswords

Tools

Thieves' Tools,
Gaming Set

Languages

Common,
Halfling,
Thieves' Cant

Features

23 features

Bonus action

  • Cunning ActionLevel 2

    When Bonus Action

    You can use your bonus action to Dash, Disengage, or Hide.

  • Fast HandsLevel 3

    You can use the bonus action granted by Cunning Action to make a Dexterity (Sleight of Hand) check, use thieves' tools to disarm a trap or open a lock, or take the Use an Object action.

Reaction

  • Uncanny DodgeLevel 5

    When an attacker you can see hits you with an attack, you can use your reaction to halve the attack's damage against you.

Always on

  • ProficienciesLevel 1

    You gain proficiency in thieves' tools, one gaming set, and the skills Deception and Stealth.

  • ExpertiseLevel 1

    You have learned to pick a few skills and tools with exceptional focus. You have expertise in Stealth, Perception, Investigation, and thieves' tools.

  • Sneak AttackLevel 1

    Your rogue training lets you strike precisely when you have advantage, or when an enemy of your target is adjacent to it and you do not have disadvantage. The extra damage is 7d6.

  • Thieves' CantLevel 1

    You know thieves' cant, a secret mix of dialect, jargon, and symbols used by rogues and criminals.

  • Roguish ArchetypeLevel 3

    You choose the Thief archetype, which rewards speed, agility, and practical criminal talent.

  • Second-Story WorkLevel 3

    Your climbing speed equals your walking speed, and you can determine the distance of a jump with a running start after moving only 10 feet instead of 10 times your Strength score.

  • Ability Score ImprovementLevel 4

    You gain one Ability Score Improvement.

  • ExpertiseLevel 6

    Your proficiency bonus is effectively doubled for chosen proficiencies. In this build, that reflects continued mastery of Stealth, Perception, Investigation, and thieves' tools.

  • EvasionLevel 7

    When you are not incapacitated, nothing can hide from your keen reactions. You take half damage from Dexterity saving throw effects when you succeed, and no damage when you fail.

  • Ability Score ImprovementLevel 8

    You gain one Ability Score Improvement.

  • Supreme SneakLevel 9

    Your knack for stealth is extraordinary. Moving no more than half your speed on a turn no longer imposes disadvantage on Stealth checks, and creatures have disadvantage on Wisdom checks to track you under those conditions.

  • Ability Score ImprovementLevel 10

    You gain one Ability Score Improvement.

  • Reliable TalentLevel 11

    Your quick thinking becomes almost supernatural. If you make a d20 test with a proficiency bonus, a roll of 9 or lower counts as a 10.

  • Ability Score ImprovementLevel 12

    You gain one Ability Score Improvement.

  • Sneak Attack ImprovementLevel 13

    Your Sneak Attack has risen to 7d6, making your precision strikes devastating when you catch an opening.

  • TraitHalflingLucky, when you roll a 1 on the d20 for an attack roll, ability check, or saving throw, you can reroll the die and must use the new roll.
  • TraitHalflingBrave, you have advantage on saving throws against being frightened.
  • TraitHalflingHalfling Nimbleness, you can move through the space of any creature that is of a size larger than yours.
  • TraitHalflingNaturally Stealthy, you can attempt to hide even when you are obscured only by a creature that is at least one size larger than you.
  • Criminal ContactCriminal

    You have a reliable and hidden network of criminal contacts who can provide information, shelter, and introductions to the underworld. You know how to signal allies and discreetly identify the right sort of person to approach when you need illicit help.

Gear

8 items

Weapons

  • Rapier
    A finesse blade favored for fast, precise work.
  • 2×
    Dagger
    Small blades for concealed combat and utility.
  • Shortbow
    A compact ranged weapon for ambushes and rooftop work.

Armor

  • Leather Armor
    Fitted dark leather armor for speed, flexibility, and quiet movement.

Tools

  • Thieves' Tools
    A careful set of picks, tension wrenches, and slim tools for opening locked things.
  • Gaming Set
    A worn set of dice and cards Bobby uses to pass as a harmless gambler, or to spot a cheat.

Gear

  • 20×
    Arrows
    A quiver with arrows for the shortbow.
  • Adventuring Gear
    A hooded travel cloak, belt pouches, spare chalk, twine, and a few hidden stashes for small valuables.

Appearance

Bobby is a compact lightfoot halfling with warm brown skin, curly chestnut hair kept tied back with a bit of cord, and bright eyes that miss almost nothing. He dresses in well-maintained dark leather armor under a practical hooded cloak, with a rapier at his hip, a few hidden daggers, and the faint grin of a man who always knows the quickest exit. His hands are nimble and scarred with small cuts from old locks, rooftops, and bad decisions he refuses to regret.

Mannerisms

Bobby talks with quick, precise hand gestures, taps doorframes and tabletops when thinking, and always pauses at thresholds as if listening for danger. He smiles at bad news before he curses it, and he never sits with his back to a door.

Personality

Bobby is cheerful under pressure, sharp-eyed, and disarmingly polite, with the easy confidence of someone who trusts his feet more than his luck. He enjoys puzzles, honest work done well, and the thrill of outsmarting cruelty. When the stakes are high, he becomes intensely focused and quietly protective, especially around people he thinks the world has underestimated.

Ideals

Fairness. The world cheats ordinary people often enough, so Bobby believes clever hands should be used to even the score and protect those who cannot protect themselves.

Bonds

He still keeps a tiny silver key that belonged to the first family he ever failed to protect, and he has sworn that no friend of his will be left locked out, trapped, or abandoned if he can help it.

Flaws

Bobby cannot resist investigating a locked door, a whispered secret, or a suspicious lie, even when common sense says to walk away. He also hates owing favors, which makes him stubbornly independent at the exact moments he should ask for help.

Quirks

He always counts exits before he counts coin.
He unconsciously pockets shiny objects only to return the harmless ones later.
He whistles softly when trying to pick a lock or stay calm.

Background

Bobby was born in a lane where everybody knew everybody's business, which made him curious enough to learn what nobody said out loud. As a halfling, he was small enough to slip through crowds and doorways, and quick enough to hear secrets before larger folk noticed he was there. He started as a helpful errand boy, then a clever lookout, and eventually the one who could open any latch, vanish into any alley, and talk his way out of most of the trouble his talent invited. He never loved theft for its own sake. Bobby stole because the city was full of hard people who took too much and gave too little, and he could not stand seeing honest folk squeezed by crooked hands. That sense of fairness made him useful to thieves and smugglers alike, but it also got him in trouble when he chose mercy over profit. Now he moves through the world as a rogue with a conscience, using his knack for shadows to protect the helpless, expose the cruel, and occasionally relieve a villain of their valuables before they can do worse with them.

“As a halfling, he was small enough to slip through crowds and doorways, and quick enough to hear secrets before larger folk noticed he was there.”
From their backstory
Background
Criminal

Connections

Species

Halfling

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