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Fiendish Aspect, Handsome Devil

Medium fiend (devil), lawful evil

Armor Class 16 (natural armor)
Hit Points 65 (10d8 + 20)
Speed 30 ft.

Str Dex Con Int Wis Cha
19 (+4) 16 (+3) 15 (+2) 12 (+1) 12 (+1) 20 (+5)

Saving Throws Int +4, Wis +4, Cha +8
Skills Deception +8, Insight +4, Perception +4, Persuasion +8
Damage Resistances cold; bludgeoning, piercing, and slashing from nonmagical weapons that aren’t silvered
Damage Immunities fire, poison
Condition Immunities poisoned
Senses darkvision 120 ft., passive Perception 14
Languages Infernal, Common, and one other
Challenge 5 (1,800 XP)

Special Traits

  • Devil’s Sight. Magical darkness doesn’t impede the devil’s darkvision.
  • Magic Resistance. The devil has advantage on saving throws against spells and other magical effects.


  • Multiattack. The devil makes two melee attacks.
  • Hellish Longsword. Melee Weapon Attack: +7 to hit, reach 5 ft., one target. Hit: 9 (1d10 + 4) slashing damage plus 3 (1d6) fire damage.
  • Devilish Charm. The devil targets one humanoid that he can see within 30 feet of him. If the target can see the devil, it must succeed on a DC 15 Wisdom saving throw or be magically charmed. The charmed creature regards the devil as a love interest. Although the target isn’t under the devil’s control, it takes the devil’s requests or actions in the most favorable way it can. Each time the devil or its allies do something harmful to the target, it can repeat the saving throw, ending the effect on itself on a success. Otherwise, the effect lasts 24 hours or until the devil dies, is on a different plane of existence from the target, or ends the effect as a bonus action. If a target’s saving throw is successful, the target is immune to the devil’s Devilish Charm for the next 24 hours. The devil can have no more than two humanoids and up to four beasts charmed at a time.


Meeting strangers is sometimes a risky business. The handsome devil is one monster that everyone should avoid. He plays the part of a charming gentleman to acquire fame and fortune. They are not that easily identifiable, even their horns are sometimes hidden under their neatly trimmed hair.

Rocky Romance. Most handsome devils are involved in a romantic entanglement with someone. These relationships are often chaotic and the devil takes full advantage of the situation. He is incredibly vain and this can cause even more drama. This devil believes he is the most handsome creature alive.

Well Connected. Not only do these devils seek fame and fortune, they are smart enough to know how to get what they want. Handsome devils will quickly build up a network of contacts in a city. Sometimes handsome devils will gain great power and reach noble status. These monsters will even start cults to gain a loyal following. They are also known to consort with succubi and incubi.

Section 15: Copyright Notice

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

Section 15: Copyright Notice

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

This is not the complete section 15 entry - see the full license for this page