Chain Devil Jailer

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Medium Fiend (Devil, chain), Lawful Evil

Armor Class 17 (natural armor)

Hit Points 84 (12d8+24)

Speed 30 ft. climb 30 ft.

STR 18 (+4)

DEX 14 (+2)

CON 15 (+2)

INT 12 (+1)

WIS 14 (+2)

CHA 16 (+3)

Saving Throws Str +7, Con +5, Cha +6

Skills Perception +5, Intimidation +6

Damage Vulnerabilities radiant

Damage Resistances cold; fire; bludgeoning, piercing, and slashing from nonmagical attacks

Condition Immunities charmed, frightened

Senses blindsight 60 ft., darkvision 120 ft., passive Perception 15

Languages Infernal, Common, telepathy 120 ft.

Challenge 8 (3,900 XP) Proficiency Bonus +3

Chains of Torment. The Chain Devil can conjure chains to ensnare enemies and hold them in place. Creatures hit by its melee attacks must succeed on a DC 15 Strength saving throw or be restrained until the end of their next turn.

Legendary Resistance (3/Day). If the Chain Devil Jailer fails a saving throw, it can choose to succeed instead.

Magic Resistance. The creature has advantage on saving throws against spells and other magical effects.

Innate Spellcasting. Chain Devil Jailer's spellcasting ability is Charisma (spell save DC 15, +7 to hit with spell attacks). It can innately cast the following spells:

1/day each: dimension door

3/day each: darkness, hold person, misty step

At will: thaumaturgy, minor illusion

Actions

Multiattack. The Chain Devil makes two chain whip attacks.

Chain Whip. Melee weapon Attack: +8 to hit, reach 10 ft., one target. Hit: 15 (3d6+5) slashing damage. A whirling strike with a chain that ensnares and cuts.

Soul Drain. The Chain Devil can target a restrained creature. The target must make a DC 15 Constitution saving throw. On a failed save, the target takes 21 (6d6) necrotic damage, and the Chain Devil regains hit points equal to the damage dealt.

Legendary Actions

The Chain Devil can take 3 legendary actions, choosing from the options below. Only one legendary action can be used at a time and only at the end of another creature's turn. The Chain Devil regains spent legendary actions at the start of its turn.

Chain Snap. The Chain Devil makes a Chain Whip attack.

Ensnare (Costs 2 Actions). The Chain Devil makes a chain attack that restrains a target, requiring the target to succeed on a DC 15 Dexterity saving throw or be restrained until the end of its next turn.

Environment Urban, Underdark

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Lore & Description

Appearance

The Chain Devil Jailer is a tall fiend covered in jagged chains that cling to its body like serpents. Its skin is a deep crimson with blackened patches, and its glowing eyes resemble fiery coals. Long, sharp claws extend from its fingers, and the air around it smells of sulfur and despair.

Behavior & Origins

Serving as executioners and jailers in the infernal realms, Chain Devils take joy in tormenting souls bound by chains of their misdeeds. They are known for their cunning and ruthlessness, often employing tactics that sow chaos and fear in their foes. When role-playing a Chain Devil Jailer, emphasize its cold, calculating demeanor and its delight in the suffering of the imprisoned.

Generation Info

Original prompt:
"A chain devil jailer of souls"

Created: Jan 28, 2026
Modified: May 22, 2026