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Fiendish Aspect, Envy

Medium fiend (demon), chaotic evil

Armor Class 18 (natural armor)
Hit Points 231 (22d8 + 132)
Speed 30 ft.

Str Dex Con Int Wis Cha
16 (+3) 18 (+4) 23 (+6) 21 (+5) 18 (+4) 24 (+7)

Saving Throws Int +12, Cha +14
Skills Deception +14, Intimidation +14, Perception +11, Persuasion +14, Survival +11
Damage Resistances necrotic; bludgeoning, piercing, and slashing from nonmagical weapons
Damage Immunities poison
Condition Immunities poisoned
Senses darkvision 120 ft., passive Perception 21
Languages Abyssal, telepathy 120 ft.
Challenge 23 (50,000 XP)

Special Traits

  • Aura of Madness. Creatures within 20 feet of Envy that aren’t fiends have disadvantage on saving throws, as well as on attack rolls against creatures other than Envy.
  • Innate Spellcasting. Envy’s innate spellcasting ability is Charisma (spell save DC 22, +14 to hit with spell attacks). She can innately cast the following spells, requiring no components:
  • Legendary Resistance (3/day). If Envy fails a saving throw, she can choose to succeed instead.
  • Magic Resistance. Envy has advantage on saving throws against spells and other magical effects.
  • Magical Weapons. Envy’s weapon attacks are magical.
  • Mask Appearance. Envy can assume the appearance of one her victims. She’ll use her magical scimitar to cut off the face of a humanoid after it’s killed. Envy can wear the face and remain in the form of that humanoid for 1 hour, or end the effect with a bonus action. All of her stats are the same and any equipment she is wearing or carrying is transformed with her. If she dies, she reverts to her faceless form.


  • Multiattack. Envy makes two melee attacks.
  • Scimitar. Melee Weapon Attack: +11 to hit, reach 5 ft., one target. Hit: 8 (1d8 + 4) bludgeoning damage plus 22 (5d8) poison damage.
  • Whisper of Madness (recharge 5-6). Envy chooses up to three creatures if can see within 60 feet of it. Each target must succeed on a DC 19 Wisdom saving throw or it takes 22 (5d8) psychic damage and must use its reaction to make a melee weapon attack against one creature of Envy’s choice that she can see. Constructs and undead are immune to this effect.

Legendary Actions

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. Spent legendary actions are regained at the start of each turn.

  • Sow Discord. Envy casts crown of madness.
  • Spit Poison (Costs 2 Actions). Ranged Weapon Attack: +11 to hit, range 80/320 ft., one target. Hit: 8 (1d8 + 4) bludgeoning damage plus 22 (5d8) poison damage.
  • Spiteful Glare (Costs 2 Actions). Envy targets one creature she can see within 60 feet of her. If the target can see Envy, the target must succeed on a DC 19 Wisdom saving throw or become frightened of Envy until the end of her next turn. If a target makes a successful saving throw, they are immune to Envy’s glare for the next 24 hours.


Cursed with a faceless form, she is addicted to acquiring new identities. Envy wishes she could live her life like the nobles. However, her destiny lies here with the downtrodden. She has attempted to leave but always ends up back in the slums.

Seething Anger. So much anger is in this demon that she radiates a sick energy. Other creatures often feel ill and unwell in her presence. Nobody feels like themselves when they’re near this monster.

Sad Heart. Her heart was broken long ago and hate poured in. This demon fell in love with a celestial and her romantic advances were spurned. She wasn’t brave enough to feel the hurt and has turned cold against the world.

Blind Following. Most folks don’t see the anger that fills every ounce of this monster. Quite probably because Envy has a following every bit as angry and envious as she is. Her minions adore her and make excuses for her toxic nature.

Foul Mouth. The vile words that pour from her mouth are often fouler than from the crudest sailor. Hate seems to continually ooze out of this fiend into the world.

Section 15: Copyright Notice

Monsters of the City Sins and Virtues A Collection of Monsters for 5th Edition © 2020 Cawood Publishing. Author: Andrew Cawood