Cunning Bargainer

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Medium Fiend (devil), Lawful Evil

Armor Class 16 (natural armor)

Hit Points 68 (8d8+24)

Speed 30 ft.

STR 12 (+1)

DEX 16 (+3)

CON 16 (+3)

INT 18 (+4)

WIS 14 (+2)

CHA 20 (+5)

Saving Throws Wis +5, Cha +8

Skills Insight +7, Deception +10

Damage Resistances cold; fire; necrotic

Damage Immunities poison

Condition Immunities charmed, frightened, poisoned

Senses darkvision 60 ft., passive Perception 15

Languages Common, Infernal

Challenge 6 (2,300 XP) Proficiency Bonus +3

Dark Bargain. Once per day, when the Cunning Bargainer is about to take damage, it can offer a bargain to a creature within 30 feet. The creature must succeed on a DC 15 Wisdom saving throw or take half damage and owe the Cunning Bargainer a boon of the DM's choosing, which must be fulfilled within a month.

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

Innate Spellcasting. The Cunning Bargainer's spellcasting ability is Charisma (spell save DC 18, +10 to spell attacks). It can innately cast the following spells, requiring no material components: at will: *disguise self*, *minor illusion*; 3/day each: *suggestion*, *darkness*; 1/day each: *greater invisibility*, *dominate person*.

Actions

Multiattack. The Cunning Bargainer makes two attacks: one with its Infernal Grasp and one with its Dagger of Deception.

Infernal Grasp. Melee weapon Attack: +8 to hit, reach 5 ft., one target. Hit: 13 (2d8+4) necrotic damage. The grasp of the Cunning Bargainer drains the target's life force.

Dagger of Deception. Melee weapon Attack: +8 to hit, reach 5 ft., one target. Hit: 8 (1d8+4) piercing damage. This magical dagger allows the Evil Fiend to attack with ruthless precision.

Whispers of Temptation. The Cunning Bargainer can whisper dark promises to a creature within 30 feet. The target must succeed on a DC 18 Wisdom saving throw or be charmed for 1 minute. While charmed in this way, the target is compelled to fulfill the Cunning Bargainer's suggestions.

Environment Urban, Forest

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Lore & Description

Appearance

The Cunning Bargainer appears as a tall, slender figure with crimson skin, glowing yellow eyes, and an ever-shifting, smoky aura. Its smile reveals sharp, gleaming teeth, and its fingers end in elongated, claw-like nails. The air around it hums with a sinister energy, alluring yet dangerous.

Behavior & Origins

Cunning Bargainers thrive in the shadows of cities and behind closed doors, reaching out to desperate souls to offer their dark deals. They are incredibly intelligent and manipulative, often using others to shelter themselves from personal risk. Many who make bargains with them find themselves trapped in a web of deceit, as the Cunning Bargainer twists the terms in their favor.

Monster Image

Generation Info

Original prompt:
"A cunning devil that makes dark bargains"

Created: Jan 28, 2026
Modified: May 31, 2026