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Skelebow

Weapon (any bow, skeletoy), very rare (requires attunement)

Skeletoys are objects that Underhell fiends use as their monstrous tools. Most of them are made up primarily of spinal columns and skulls, but other configurations also occur. Generally, mortals can’t use one of these items effectively unless they trick the skeletoy into believing they are fiends or acting under the direct orders of fiends; in such a case, the item will not oppose them until it realizes the truth. All skeletoys obey any fiend who commands them, or a minion acting on that fiend’s behalf. In case of conflicting commands, the skeletoy obeys the highest-ranking individual to give a command. All skeletoys have the same special purpose: to further the fiendish invasion and protect all Archlords.

The skelebow is made from the bones of enslaved fiends who disobeyed their superiors. The arrows used for the bow are harvested from murderers and other vile fiendish criminals. On a hit, this magic bow deals an additional 2d6 necrotic damage and the wielder can use a bonus action to force the target to make a DC 15 Constitution saving throw. On a failed save, terrible pain gives the target disadvantage on attack rolls and ability checks until it regains hit points.

Flaw. A creature attuned to the skelebow gains the Sadistic: I prefer to kill my enemies in horrifying and torturous ways that involve more arrows than necessary. Sentience. The skelebow is a sentient neutral evil weapon with an Intelligence of 10, a Wisdom of 15, and a Charisma of 13. It has hearing and darkvision 150 feet. Its passive Wisdom (Insight) and Wisdom (Perception) scores are each 17. The skelebow can speak, read, and understand Abyssal and Infernal. It generally taunts in one of those languages when confronted with non-fiends. If the skelebow opposes you, once per turn it can cause one arrow you fired from it to target a different target within range than the intended target (including you). Magical arrows not of fiendish make can’t be redirected.

Personality. A skelebow is extremely sadistic and loves to make cruel jokes about those it hurts. A creature that amuses the skelebow with a cruel prank or unnecessary injury to a non-fiend can use the bow without conflict for 1 hour or until it takes an action obviously opposing the skeletoy’s primary objective.

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