Azaeresh

Medium fiend (shapechanger), Neutral Evil

Armor Class

17 (natural armor)

Hit Points

110 (20d8+20)

Speed

walk 30 ft., fly 60 ft.

Skills

Acrobatics +13, Deception +13, Insight +9, Perception +9, Persuasion +13, Stealth +13

Damage Resistances

cold, fire, lightning, poison; bludgeoning, piercing, slashing from nonmagical attacks

Senses

darkvision 60 ft.

Languages

Abyssal, Common, Infernal, telepathy 60 ft.

Challenge

5

Telepathic Bond

Azaeresh ignores the range restriction on its telepathy when communicating with a creature it has charmed. The two don't even need to be on the same plane of existence.

Shapechanger

Azaeresh can use its action to polymorph into a Small or Medium humanoid, or back into its true form. Without wings, the fiend loses its flying speed. Other than its size and speed, its statistics are the same in each form. Any equipment it is wearing or carrying isn't transformed. It reverts to its true form if it dies.

Evasion

Azaeresh can nimbly dodge out of the way of certain area effects. When it is subjected to an effect that allows it to make a Dexterity saving throw to take only half damage, Azaeresh instead takes no damage if it succeeds on the saving throw, and only half damage if it fails.

Sneak Attack (1/Turn)

Azaeresh deals an extra 17 (5d6) damage when it hits a target with a weapon attack and has advantage on the attack roll, or when the target is within 5 ft. of an ally of his that isn't incapacitated and Azaeresh doesn't have disadvantage on the attack roll

Actions

Multiattack

Azaeresh makes two melee attacks with its +1 rapier or claws.

+1 Rapier

Melee Weapon Attack: +10 to hit, reach 5 ft., one target. Hit: 10 (1d8 + 6) piercing damage

Claw (Fiend Form Only)

Melee Weapon Attack: +9 to hit, reach 5 ft., one target. Hit: 8 (1d6 + 5) slashing damage.

Charm

One humanoid Azaeresh can see within 30 feet of it must succeed on a DC 17 Wisdom saving throw or be magically charmed for 1 day. The charmed target obeys Azaeresh's verbal or telepathic commands. If the target suffers any harm or receives a suicidal command, it can repeat the saving throw, ending the effect on a success. If the target successfully saves against the effect, or if the effect on it ends, the target is immune to this fiend's Charm for the next 24 hours. Azaeresh can have only one target charmed at a time. If it charms another, the effect on the previous target ends.

Draining Kiss

Azaeresh kisses a creature charmed by it or a willing creature. The target must make a DC 17 Constitution saving throw against this magic, taking 32 (5d10 + 5) psychic damage on a failed save, or half as much damage on a successful one. The target's hit point maximum is reduced by an amount equal to the damage taken. This reduction lasts until the target finishes a long rest. The target dies if this effect reduces its hit point maximum to 0.

Etherealness

As a bonus action, Azaeresh magically enters the Ethereal Plane from the Material Plane, or vice versa.