Skip to content
CreatePricing
Oswalt von Periwinkle - AI-generated fantasy Character

Oswalt von Periwinkle

Elf (High Elf) · Rogue (Thief) · Level 3 · Noble

Oswalt von Periwinkle

Polished, observant, and unfailingly articulate, Oswalt treats every conversation as a negotiation.
AC13
HP18/18
Init
STR
DEX
CON
INT
WIS
CHA
ConditionsNone

Sheet

AC 13 · HP 18 · 30 ft.
AlignmentTrue NeutralGenderMaleAge117 years old
STR
DEX
CON
INT
WIS
CHA

Saving throws

STRDEXCONINTWISCHA

Skills

  • AcrobaticsDEX
  • Animal HandlingWIS
  • ArcanaINT
  • AthleticsSTR
  • DeceptionCHA
  • 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,
Longbows,
Shortbows

Tools

Thieves’ tools,
Disguise kit,
Dragonchess set

Languages

Common,
Elvish,
Draconic

Features

14 features

Bonus action

  • Cunning ActionLevel 2

    When On Oswalt’s turn as a bonus action.

    Take the Dash, Disengage, or Hide action as a bonus action.

  • Fast Hands

    When On Oswalt’s turn as a bonus action.

    Use thieves’ tools or make a Perception check to spot traps or secret doors as a bonus action.

  • Fast Hands and Second-Story WorkLevel 3

    Oswalt gains proficiency with disguise kits and has improved abilities with thieves’ tools. He can use a bonus action to make a Dexterity check using thieves’ tools, disarm a trap, or open a lock, and can use a bonus action to make a Wisdom (Perception) check to spot a trap or secret door. He can also climb faster than normal, and climbing no longer costs him extra movement.

Always on

  • Sneak AttackLevel 1

    When Once per turn when hitting with a finesse or ranged weapon while having advantage, or when an enemy of the target is within 5 feet and disadvantage does not apply.

    Make a weapon attack with a finesse or ranged weapon and deal an extra 2d6 damage when the Sneak Attack conditions are met.

  • Mage Hand

    When As an action, within 30 feet.

    Cast mage hand, a spectral hand that can manipulate objects, open containers, retrieve items, and perform similar simple tasks at range.

  • Thieves’ CantLevel 1

    Oswalt has proficiency with thieves’ tools. He can understand and use Thieves’ Cant, a secret mix of dialect, jargon, and coded signs used by rogues.

  • ExpertiseLevel 1

    Oswalt has expertise in Stealth and Persuasion. His proficiency bonus is doubled for ability checks using either proficiency.

  • DarkvisionElf (High Elf)Oswalt can see in dim light within 60 feet as if it were bright light, and in darkness as if it were dim light, though he sees only in shades of gray.
  • Keen SensesElf (High Elf)Oswalt has proficiency in the Perception skill.
  • Fey AncestryElf (High Elf)Oswalt has advantage on saving throws against being charmed, and magic cannot put him to sleep.
  • TranceElf (High Elf)Oswalt meditates deeply for 4 hours instead of sleeping, gaining the same benefits that a human gains from 8 hours of sleep.
  • Elf Weapon TrainingElf (High Elf)Oswalt is proficient with longswords, shortswords, shortbows, and longbows.
  • CantripElf (High Elf)Oswalt knows the mage hand cantrip, using Intelligence as his spellcasting ability for it.
  • Position of PrivilegeNoble

    Oswalt can secure an audience with local nobility, retainers, and other members of the upper class. Commoners may also make every effort to accommodate him, provided his requests are not dangerous or unlawful.

Spells

1 spell

Spellcasting. Oswalt von Periwinkle casts with Intelligence (spell save DC 13, to hit with spell attacks).

Cantrips (at will):

Gear

11 items

Weapons

  • Rapier
    A finely made rapier suitable for both formal dueling and precise combat.
  • Shortbow and arrows
    A shortbow with a quiver containing 20 arrows.
  • 2×
    Dagger
    A pair of balanced throwing and utility knives.

Armor

  • Leather armor
    Studded leather is not included in the standard starting package. This is a supple leather coat reinforced at the seams, equivalent to leather armor.

Tools

  • Thieves’ tools
    Used to disarm traps, open locks, and bypass simple mechanisms.
  • Gaming set
    A finely carved set of dragonchess pieces, used as Oswalt’s gaming set.

Gear

  • Burglar’s pack
    Contains a backpack, 10 pitons, 10 torches, a tinderbox, 10 days of rations, a waterskin, and 50 feet of hempen rope.
  • Fine clothes
    A fine set of clothes appropriate for formal appearances at court.
  • Signet ring
    A signet ring bearing the Periwinkle family crest.
  • Scroll of pedigree
    A scroll documenting Oswalt’s family lineage and noble pedigree.

Purse

  • 25×
    Gold pieces
    A small purse containing twenty-five gold pieces.

Appearance

Oswalt is a slender high elf with pale olive skin, finely pointed ears, and shoulder-length silver-blond hair worn in an immaculate side part. His gray-green eyes are sharp and observant, often narrowing with amused judgment. He favors tailored midnight-blue clothing beneath a well-maintained leather coat, polished boots, discreet silver jewelry, and a signet ring bearing the Periwinkle crest. His movements are graceful and economical, more like a court dancer than a common burglar.

Mannerisms

Oswalt adjusts his cuffs before making an important decision, addresses strangers by their full names whenever possible, and pauses for one measured breath before answering a question. He tends to bow slightly when lying and smiles politely when he has discovered someone else’s lie.

Personality

Polished, observant, and unfailingly articulate, Oswalt treats every conversation as a negotiation. He is genuinely curious about people, but masks that curiosity behind dry humor and aristocratic composure. He prefers clever solutions, dislikes unnecessary cruelty, and maintains his manners even while picking a lock.

Ideals

Discernment. No title, tradition, or law is inherently worthy of respect. People should be judged by their choices, and power should always be questioned.

Bonds

The Periwinkle family name must be cleared, even if the truth humiliates the people Oswalt once admired. He also protects a sealed letter whose contents could ruin a powerful noble house.

Flaws

Oswalt assumes that every favor conceals a price and every compliment conceals an agenda. When confronted with sincere affection or uncomplicated loyalty, he becomes suspicious, evasive, or needlessly condescending.

Quirks

Keeps a private ranking of everyone he meets based on how well they conceal their motives.
Names each of his daggers after a famous historical scandal.
Collects unusual keys even when he has no idea what they unlock.
Refuses to sit with his back to an open door.
Uses elaborate compliments as warnings when he suspects danger.

Background

Oswalt von Periwinkle was born into a minor elven noble house whose influence rested less on armies or wealth than on secrets. The Periwinkles served for generations as discreet couriers, negotiators, and custodians of sensitive correspondence. Oswalt learned courtly etiquette before he learned to walk, but he also discovered that the most important conversations rarely happened in grand halls. They took place behind locked doors, beneath balconies, and in the pauses between carefully chosen words. His natural talent for observation soon made him more useful as an unseen listener than as a public heir. When a diplomatic letter vanished from his family’s archive, Oswalt was blamed for the breach because he had been the last person known to handle it. The accusation was false, but the real culprit was someone far more powerful, and exposing the truth would have destroyed his family. Rather than accept a quiet exile, Oswalt left voluntarily, taking his signet ring, his thieves’ tools, and the family’s unfinished investigation with him. He now travels as an elegant gentleman adventurer, recovering stolen documents, testing the honesty of influential people, and gathering evidence against the conspirators who endangered his house. His neutrality is deliberate. He believes loyalty must be earned, and that every cause deserves scrutiny before it receives devotion.

“The Periwinkles served for generations as discreet couriers, negotiators, and custodians of sensitive correspondence.”
From their backstory
Background
Noble

Connections

Species

Elf (High Elf)

Media

0 images

No images yet.

Visual sheet

Turn Oswalt von Periwinkle into a sheet

A high-res, share-ready sheet you can post or print.