Captain Annie

Legendary Resistance (3/Day). If Captain Annie fails a saving throw, she can choose to succeed instead.

Fancy Footwork. During her turn, if Captain Annie makes a melee attack against a creature, that creature can’t make Opportunity Attacks against her for the rest of that turn, whether the attack hits or misses.

Living Tentacle. Captain Annie’s tentacle whip is embedded in her arm and requires no free hand.

Dancing Rapier. The rapier starts hovering in an unoccupied space adjacent to Captain Annie. Before making its attack as part of Multiattack, it can fly up to 30 feet. It can move another 30 feet when commanded through Keep Them Occupied. It must remain within 60 feet of Captain Annie. It has no separate turn or Hit Points and doesn’t block its space. It falls harmlessly while she is Incapacitated. Attacks originate from the rapier’s position.

Now You Have My Attention (Once per Combat). Immediately after damage first reduces Captain Annie to 110 Hit Points or fewer, provided she remains above 0 Hit Points and isn’t Incapacitated, she can move up to 25 feet without provoking Opportunity Attacks and move her dancing rapier up to 30 feet. Neither movement includes an attack. This costs no action or Reaction.

Multiattack. Captain Annie makes one Dancing Rapier attack and two attacks using Booming Scimitar, Pistol, or Tentacle Whip in any combination.

Booming Scimitar. Melee Attack Roll: +11, reach 5 ft. Hit: 15 (3d6 + 5) Slashing damage plus 9 (2d8) Thunder damage. The target is sheathed in booming energy until the start of Captain Annie’s next turn. If it willingly moves at least 5 feet before then, it takes 13 (3d8) Thunder damage, and the energy ends. Multiple hits each deal their immediate damage, but the lingering effects don’t stack. Forced movement and standing from Prone don’t trigger this damage.

Dancing Rapier. Melee Attack Roll: +11, reach 5 ft. from the rapier. Hit: 18 (3d8 + 5) Piercing damage.

Pistol. Ranged Attack Roll: +9, range 50/150 ft. Hit: 15 (3d6 + 5) Piercing damage. Ammunition and reloading are incorporated into this attack.

Tentacle Whip. Melee Attack Roll: +9, reach 15 ft. Hit: 12 (2d6 + 5) Slashing damage plus 3 (1d6) Psychic damage. This attack alone doesn’t pull the target or knock it Prone.

Bouncing Buccaneer. Captain Annie takes the Dash, Disengage, or Hide action.

Parry. When a melee attack hits Captain Annie while she holds her scimitar, she gains a +5 bonus to AC against the triggering attack, potentially causing it to miss, and against subsequent melee attacks until the start of her next turn.

Uncanny Dodge. When an attacker Captain Annie can see hits her with an attack, she can halve that attack’s damage against herself.

Captain Annie can take 3 legendary actions, choosing from the options below. Only one option can be used at a time and only at the end of another creature’s turn. She regains spent legendary actions at the start of her turn and can’t use them while Incapacitated.

Keep Them Occupied (Costs 1 Action). The dancing rapier flies up to 30 feet, remaining within 60 feet of Captain Annie, and makes one Dancing Rapier attack. Captain Annie can use this option only once between the starts of her turns.

Mind the Furniture (Costs 1 Action). Captain Annie moves up to 25 feet without provoking Opportunity Attacks.

Shall We Dance? (Costs 2 Actions). Captain Annie makes one Tentacle Whip attack. On a hit, after taking the attack’s damage, the target must succeed on a DC 18 Strength or Dexterity saving throw (its choice) or be pulled up to 10 feet toward Captain Annie into an unoccupied space and knocked Prone.