Shadowtongue

Level 6 Tiefling (Chthonic Lineage) Rogue (Arcane Trickster)

Available with DM subscription
STR
8 (-1)
DEX
16 (+3)
CON
12 (+1)
INT
14 (+2)
WIS
10
CHA
13 (+1)

Defense

Armor Class 15 (Studded leather armor (12) + DEX (3))
Hit Points 39 (12 + 5d8 + 20 (CON) +1)
Speed 30 ft.

Proficiencies & Skills

Saving Throws dexterity, intelligence
Skills Insight +3, Stealth +6, Deception +4, Acrobatics +6, Perception +3, Sleight of hand +6

Features

Cunning Strike

class Level 5
when using Sneak Attack

When you deal Sneak Attack damage, you can forgo up to 2d6 of it to impose an effect: Poison (1d6 forgone, CON save DC 14 or Poisoned 1 round), Trip (1d6, DEX save or Prone), or Withdraw (1d6, move half Speed without provoking).

Keeper of the Archive

custom Level 1

Shadowtongue has unrestricted access to the Archive of Sins and knows the location of any record he has previously read. He knows at least one damaging secret about every named NPC and inmate in the Bastion (DM's discretion).

Voice of Whispers

custom Level 1
1/Long Rest

By speaking a victim's secret aloud within earshot, Shadowtongue can force a Wisdom save (DC 14). On a failure, the target has Disadvantage on its next attack roll or ability check as doubt and shame grip it.

Always an Exit

custom Level 1
1/Day

Shadowtongue has prearranged escape routes throughout the Archive. When combat begins, he can immediately use his Bonus Action to Hide even while observed, provided he is within 10 feet of shadow or shelving.

Fiendish Legacy (Chthonic)

species Level 1
1/Long Rest per spell

Darkvision 60 ft. Resistance to Poison damage; Advantage on saves against Poisoned. Once per Long Rest each, cast False Life (1st level) and Darkness (2nd level, self only) without components.

Sneak Attack (3d6)

class Level 1
once per turn

Once per turn, deal an extra 3d6 damage to one creature you hit with an attack if you have Advantage on the roll or if another enemy of the target is within 5 feet of it.

Mage Hand Legerdemain

subclass Level 3
at will

Your Mage Hand is invisible and can pick locks, disarm traps, and manipulate objects at range (30 ft.).

Alert (Origin Feat)

background Level 1

Add Proficiency Bonus to Initiative; can swap Initiative with a willing ally after rolling.

Steady Aim

class Level 1
Bonus Action, once per Short/Long Rest

Gain Advantage on your next attack this turn; your Speed drops to 0 until end of turn.

Uncanny Dodge

class Level 5
Reaction

Halve the damage of an attack that hits you (Bludgeoning, Piercing, or Slashing only).

Expertise

class Level 1

Expertise in Deception and Stealth (double proficiency bonus).

Cunning Action

class Level 2
at will

Take the Dash, Disengage, or Hide action as a Bonus Action.

Spellcasting

intelligence DC 14 +5 to hit Level 1: 4 slots Level 2: 3 slots

Spell save DC = 8 + Prof (3) + INT (2) = 13 for standard AT spells; DC listed as 14 due to Archive attunement focus (custom +1 implement). Attack bonus +5.

Mage Hand

Cantrip Arcane Trickster
Conjuration 1 action 30 ft. V, S

Spectral hand performs simple tasks; enhanced by Legerdemain.

Minor Illusion

Cantrip Arcane Trickster
Illusion 1 action 30 ft. S, M

Create a sound or an image of an object.

Message

Cantrip Arcane Trickster
Transmutation 1 action 120 ft. V, S, M

Whispered message to a target you can see.

Charm Person

Level 1 Arcane Trickster
Enchantment 1 action 30 ft. V, S

WIS save (DC 14) or be Charmed for 1 hour; target regards you as a friendly acquaintance.

Disguise Self

Level 1 Arcane Trickster
Illusion 1 action Self V, S

Alter your appearance for 1 hour.

Silent Image

Level 1 Arcane Trickster
Illusion 1 action 60 ft. V, S, M

Create a visual illusion of an object or creature, 15-ft. cube.

Comprehend Languages

Level 1 Arcane Trickster
Divination 1 action Self V, S, M

Understand any spoken or written language for 1 hour.

False Life

Level 1 Tiefling Legacy
Necromancy 1 action Self V, S, M

Gain 1d4+4 Temporary Hit Points for 1 hour (1/Long Rest).

Darkness

Level 2 Tiefling Legacy
Illusion 1 action 60 ft. V, M

15-ft. radius sphere of magical darkness centered on a point (self only, 1/Long Rest).

Behind the character

Character Information

Shadowtongue is a gaunt tiefling of Chthonic lineage, his ashen grey skin seeming to drink the Archive's dim light rather than reflect it. Curling charcoal horns sweep back from his brow like smoke given form, and his eyes glow a faint, patient violet—the color of a lamp left burning over a ledger no one was meant to read. He is soft-spoken to the point of intimacy, leaning close as if every conversation were a confession he is graciously receiving. His politeness is total and unnerving; he apologizes when he threatens, thanks prisoners for their secrets, and mourns sincerely for the misfortunes he himself engineered.

He wears an immaculate black coat over studded leathers, kept pristine despite years in a prison demiplane—a deliberate statement that the Archive is his domain and its rules are his to define. Wisps of shadow cling to his coat tails like loyal hounds, remnants of the sentries he commands and the souls he has quietly catalogued. At his hip rests a slender poisoned dagger he almost never draws; the weapon is a last resort for a man whose true blades are other people's guilt.

Shadowtongue's mind is an archive as vast as the one he guards. He remembers every secret he has ever learned, cross-referenced and indexed, and he deploys them with surgical patience—never to destroy, always to control. He is paranoid in the extreme: three escape routes from every room, contingencies within contingencies, and a face he shows no one twice. Beneath the spymaster's calm is a man who has never once been known, and who both craves and dreads the day someone reads him as thoroughly as he reads others.

Before the adventure

Character Background

Before the Phantom Zone, Shadowtongue—born Vessik Thane in a Chthonic tiefling enclave beneath a great material-plane city—built the most feared intelligence network on three continents. His gift was not violence but comprehension: he could find the single secret that made any person controllable, and he collected them the way others collect coin. Kings paid him in silence. Guilds paid him in secrets. He told himself he was a neutral instrument, that information itself was blameless, while his brokers sold the locations of refugee safehouses to a warlord who burned three of them to the ground.

One of the dead was Sera Thane, his younger sister, an operative in his own network whom he had never told what his ledgers truly fed. When the trial came—conducted, he would later learn, by agents of the growing Phantom Zone—he did not deny the charges. He simply noted, in his defense, the names of forty-one officials who had bought from him, and watched the courtroom realize that convicting him meant confessing themselves. He was convicted anyway. The Zone does not negotiate.

In the Bastion, Shadowtongue spent his first year doing what he does best: listening. He mapped the factions, the guard rotations, the golems' patrol blind spots. When Malakar came to him—not with threats but with an offer of the Archive—Shadowtongue understood immediately that the Warden feared information more than armies, and that whoever curated the Archive of Sins curated the Warden's own vulnerability. He accepted, and has spent years building his position: the sentry command structure, the favor ledgers, the informant cells, all of it invisible architecture behind the Collaborators' black sashes.

His true project, however, is Malakar himself. He has read every record the Warden's own crimes left in the Archive's margins—supply requisitions, ritual timings, the suspicious silence around Shelf Nine—and he is certain the Warden's power has a seam. He found Malakar's true name scratched inside a cell frame in Block F and has kept it unspoken, a blade he is still choosing the moment to unsheathe. He does not want to kill Malakar; he wants to own him, and through him, the Zone.

The complication he never planned for is Ash. The sentry who was once his agent Ashvale is the only creature in the Zone Shadowtongue treats as a person rather than an asset, and the unspoken promise to restore him haunts the spymaster's calculations. The second complication is time: his own poison-laced bloodline is killing him slowly, and he knows it. The third is the party of prisoners now picking at the Archive's locks—people who, for the first time in his life, might read him before he reads them.

Shadowtongue tells himself every alliance is a transaction. But a man who has never been known is dangerously susceptible to the first hand extended in genuine trust, and both his redemption and his most dangerous betrayal grow from that same root.

Threads to follow

Unresolved Plots

  • A record in the Archive describes a 'second key' forged before the Key of Absolution—one that opens not doors but memories, potentially restoring an inmate's erased trial. Shadowtongue has never found it, and he suspects Kaelen's predecessor made it.
  • Three years ago, an inmate named Lira the Inmate walked into the Archive, read her own record, and then walked out laughing. Shadowtongue has been watching her ever since; she knows something about the Zone that no crystal contains.
  • Malakar has begun requesting specific records—guilt profiles of material-plane nobles—suggesting he has already chosen his first targets upon escape. Shadowtongue has copied the request list and hidden it.
  • The shadow sentries have started whispering to each other at night in a language Shadowtongue cannot identify. He fears the absorbed souls are becoming something new—and that Ash may be changing with them.
  • A section of the Archive, Shelf Nine, is warded against even Shadowtongue's access. Malakar sealed it personally. Whatever is recorded there predates the Zone itself, and Shadowtongue's obsession with it borders on compulsion.

Beneath the surface

Secrets

  • Shadowtongue was not convicted for espionage. He was convicted for selling the locations of refugee safehouses to a warlord, resulting in a massacre—and his sister, an operative in his own network, was among the dead. He has never read his own record.
  • He already knows Malakar's true name. He found it scratched inside the frame of a cell in Block F, left by a prisoner Malakar had silenced. He has been waiting for the perfect moment to use it—and growing more paranoid that someone else knows he knows.
  • Shadowtongue's poisoned dagger is coated with essence drawn from his own Chthonic bloodline; each use of the poison shortens his life. He estimates he has perhaps four years left, which is why he has grown reckless in his pursuit of Malakar's leverage.

What haunts them

Fears

  • Being erased—having his own record read aloud in public, stripping him of every secret he holds over others and leaving him nothing.
  • That the shadow sentries, including Ash, will one day turn on him, remembering only that he fed on their stories and never freed them.
  • That Malakar's true name is worthless—that the Warden has already anticipated blackmail and prepared a trap for whoever wields it.

What drives them

Aspirations

  • To walk out of the Phantom Zone holding leverage over every power in the multiverse, untouchable and unownable.
  • To restore Ashvale to life, though he would die before admitting this motive to anyone.
  • To read his own record—once, at the very end—on his own terms, in a place where no one else can hear the truth.

Personal quest · 1

The Ledger of Names

Shadowtongue has spent years cataloging every secret in the Archive, but one record eludes him: the black crystal containing Malakar's own guilt. He offers a devil's bargain to anyone who can retrieve it for him—access to the Archive's full intelligence network. Completing this quest grants Shadowtongue leverage over the Warden himself, and he will reward the party with the location of any record they seek, plus a custom feat: 'Archivist's Eye' (advantage on Investigation checks within the Archive and knowledge of one secret per named NPC encountered).

Current Stage

Learn of the black crystal from a whispered rumor or Aethel's Echo.

Mechanical Rewards
  • Archivist's Eye feat
  • Full Archive access
  • One secret about any NPC
Narrative Rewards
  • Shadowtongue owes the party a favor
  • Leverage over Malakar

Major Decision

Context

Shadowtongue discovers a record proving he betrayed his own network to save his skin, and that his informant—his sister—died because of it.

Choice Made
Destroy the record to preserve his self-image, or keep it as fuel for a desperate plan to bargain with Aethel's Echo.
Impact

Destroying it grants permanent advantage on Deception (self-deception perfected) but locks out redemption paths; keeping it lets him learn 'Name of the Guilty,' a 1/Long Rest ability to force a creature to reveal one true secret, but he suffers Disadvantage on saves against psychic damage for a day after each use.

Major Decision

Context

Malakar orders Shadowtongue to poison the Archive's records, permanently erasing the guilt of three Collaborators to bind them as mindless servants.

Choice Made
Comply, refuse quietly, or perform the ritual incorrectly on purpose.
Impact

Complying grants 'Warden's Word' (once per day, command a Collaborator as if under Suggestion) but permanently loses access to three valuable informant secrets. Sabotaging it creates three unstable free-willed allies who owe him their minds—and gives the party an opening during the Archive infiltration.

Major Decision

Context

Cornered by the party in the Archive stacks, Shadowtongue holds Malakar's true name in his hand and a poisoned dagger at his belt.

Choice Made
Fight to the death, surrender and trade Malakar's weakness for his life, or attempt to blackmail the party into making him a partner in the final assault.
Impact

Surrendering removes him as an enemy and adds his Voice of Whispers and Always an Exit abilities to the party's toolkit for the Core confrontation. Fighting triggers a full CR 10 encounter with the Archive Sentinel as reinforcement. Blackmailing makes him a rival claimant to the Warden's throne, splitting the Act 3 ending options.

Transformative Moment

Trigger

Reading his sister's death record in the Archive

Transformation

His polite mask fractures; he begins hoarding records about her, neglecting his sentry patrols—creating exploitable gaps in the Archive's defenses.

Mechanical Changes

Transformative Moment

Trigger

Hearing Aethel's Echo speak his real name—the one no record contains

Transformation

He realizes some truths exist beyond paper, and that his power over others has never once freed himself.

Mechanical Changes

Transformative Moment

Trigger

Being offered genuine partnership by the party

Transformation

He must choose between the safety of manipulation and the terror of trust; either path permanently reshapes his tactics in Act 3.

Mechanical Changes

Ally

Ash the Shadow Sentry

Relationship ally
Influence 8/10
Loyalty 6/10

Shared History

Ash is not a summoned creature but the remnant of a spy named Ashvale, one of Shadowtongue's own agents, whose soul was absorbed into the Zone when he died protecting a dead drop. Shadowtongue found him in the Archive's shadows during his first year of imprisonment and recognized the way Ash moved—checking corners, pausing at thresholds. He never told Ash what he was, and Ash never asked. In life, Ashvale was the only operative Shadowtongue ever trusted with his true face; in death, that trust persisted into shadow.

Shadowtongue quietly funnels magical energy into Ash, keeping him coherent where other sentries dissolve. He has promised himself—and never spoken aloud—that if he ever learns Malakar's true name and gains the leverage to walk out of the Zone, he will find a way to restore Ashvale to flesh. This promise is the single unselfish thread in his web, and the party may discover it is the one lever that moves him.

Enemy

Ironjaw

Threat Level 7/10
Conflict Type rivalry

Personal Stakes

Ironjaw and Shadowtongue are rival lieutenants locked in a cold war over Malakar's favor. Ironjaw once broke into the Archive without authorization, hunting for the key to the Core, and destroyed forty crystal records in the process—records Shadowtongue had spent two years cultivating, including the only account of how Malakar selects his framed victims. Shadowtongue retaliated not with violence but with information: he fed Ironjaw's own lieutenants proof that Ironjaw skimmed contraband from Warden shipments, causing two of his enforcers to defect.

Ironjaw responded by having one of Shadowtongue's Collaborator informants beaten within an inch of his life in the mess hall, in full view of the yard. Since then, each has been waiting for the other to slip. Ironjaw despises Shadowtongue's 'rat's methods' and Shadowtongue considers Ironjaw a blunt instrument who will eventually ruin them both. Their feud gives the party a critical opening: Ironjaw wears the Archive key around his neck, and Shadowtongue would quietly celebrate—and assist—anyone who took it from him.

Faction

The Collaborators

Standing 7/10

Influence

Shadowtongue is the Collaborators' unseen architect. Malakar created the faction as his eyes and ears among the inmates, but it was Shadowtongue who built its structure: the black sash hierarchy, the favor-trading ledgers, the system of informant cells that report upward through cutouts so no single Collaborator knows more than their layer. He recruited Vex, trained the mess-hall watchers, and designed the toll system in Collaborator territory that generates both intelligence and loyalty.

His influence is absolute in method but deliberately invisible in name—most Collaborators below the lieutenant rank have never heard him speak, only received his instructions through intermediaries. This anonymity is armor: if the faction ever turns, they will not know whom to turn against. However, his grip is fraying. Ironjaw's brute faction-within-a-faction grows, and the Penitents' quiet refusal to fear Collaborator informants has made several of his networks go dark. Shadowtongue treats the faction as his masterpiece and his insurance policy; he would burn it down himself before letting anyone else hold it.

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