The Smiling Man

medium fey (corrupted), chaotic evil

Challenge 9.0 (5,000 XP)

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STR
14 (+2)
DEX
18 (+4)
CON
18 (+4)
INT
16 (+3)
WIS
12 (+1)
CHA
20 (+5)

Defense

Armor Class
16 (natural)
Hit Points
127 (15d8 + 60 +4)
Speed
30 ft., fly 60 ft., swim 30 ft., climb 30 ft.

Proficiencies & Senses

Saving Throws Wisdom, Charisma
Skills
Arcana +7, Insight +5, Stealth +8, Deception +9, Perception +7, Intimidation +9, Investigation +6
Senses
darkvision 60 ft.
Corrupted Fey Awareness 60 ft. (The Smiling Man can sense other fey within this range, even if they are invisible or hidden.)
passive Perception 17

Characteristics

Damage Vulnerabilities
radiant
Damage Resistances
cold, necrotic, psychic
Damage Immunities
Condition Immunities
charmed, frightened, poisoned
Languages Common, Sylvan, Infernal

Traits

Shapechanger

The Smiling Man can use its action to polymorph into any humanoid it has killed, or back into its true form.

Twisted Magic

The Smiling Man can cast spells from the Dark Fey Magic list, using its Charisma as the spellcasting ability.

Actions

Shadow Strike

Melee Spell Attack: +10 to hit, reach 5 ft., one target. Hit: 21 (4d8 + 4) necrotic damage, and the target must succeed on a DC 17 Constitution saving throw or be poisoned until the end of its next turn.

Corrupt Fey

The Smiling Man targets one fey creature within 60 feet of it. The target must succeed on a DC 17 Wisdom saving throw or become corrupted, taking 27 (6d8) psychic damage and becoming frightened until the end of its next turn. On a failed save, the target also must make a saving throw each turn or become a corrupted fey under the Smiling Man's control.

Reactions

Possession

When an enemy dies within 30 feet, The Smiling Man can enter their body and take on their appearance. This counts as a fey illusion allowing them to impersonate that individual until it's revealed.

Combat Behavior

Tactics


• Uses deception to strike first from shadows.
• Target depends on the perceived weaknesses of enemies.
• Will utilize corrupted fey as allies when possible.

Combat Style

Employs hit-and-run tactics; surprises foes with shapeshifting.

Morale

The Smiling Man fights to the last breath, relishing in chaos.

Monster Description

The Smiling Man is a twisted embodiment of everything fey were once meant to be. Once playful and joyous, it now serves as a pale shadow of those ideals, bringing despair instead of merriment. It thrives in the dark corners of the Feywild, where the light seldom reaches, and terror reigns supreme. Eyewitnesses describe it as a tall, slender figure clad in dark robes that seem to ripple like shadows. Its face is a constant mask of a sinister grin, accentuated by glowing, malevolent eyes. Victims often find themselves entranced by its smile before succumbing to utter chaos. The Smiling Man corrupts other fey, twisting their innocuous nature into something far more sinister. With every conquest, it grows stronger, corrupting their magic and twisting it for its own gain.

Monster behavior

When engaging in combat, The Smiling Man employs hit-and-run tactics, leveraging its shapechanging ability to mimic its opponents. It often uses psychological warfare, striking fear into the hearts of fey and mortals alike. It delights in their suffering, and thus tries to lure potential victims into situations where they feel safe, only to reveal its true malevolence when their guard is down. It can often be heard laughing disconcertingly as it revels in the chaos it creates, using distorted echoes of its enemies' past voices to manipulate those nearby. The Smiling Man views potential allies as mere tools to bend to its will, manipulating them into serving its dark desires.

Ecology

The Smiling Man plays a dual role in the ecosystems it inhabits; disruptor and predator. By corrupting local fey populations, it can destabilize entire areas of the Feywild. Over time, regions plagued by a Smiling Man may find themselves devoid of joyous life, darkness reining supreme. This unnatural burden affects both flora and fauna, twisting them into grotesque forms that mirror the twisted desires of The Smiling Man. This sets off a chain reaction, causing further unrest and attracting darker entities to the area, increasing the Smiling Man's influence and spreading its reign of terror.

History

The Smiling Man was once a guardian spirit within the Feywild, tasked with protecting the innocent and maintaining the balance of magic. However, over centuries of darkness creeping in from the Plane of Shadows, its spirit became corrupted, twisting its purpose and emotions into something vile. The once noble guardian became a master of deception and cruelty, serving as the herald of even darker entities. This transformation is fueled by ancient curses and dark rituals, ultimately heralding a new age within the fey world where fear and corruption prevail. Tales of The Smiling Man now spread like wildfire, whispered among fey as both a cautionary tale and an alluring caution, drawing weaker fey into its embrace.

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