While she negated the cage of force Presto tried to imprison her within and used all her arcane wards to remain lucid, she had no counters for the purely physical and chi attacks of Bobby and Diana! Battered and bloodied yet physically unable to feel fear, the last of her legion of doom left alive, Skylla wouldn't go down without taking others with her!
Her eyes turned black as she blinked Diana out of existence! Unknown to the rest of you, Diana found herself trapped within a labyrinthine demiplane!
To Hank, she groaned, "Your sight will fail! Your arrows will fly wide!"
To Bobby, she coughed, "Dumb boy! You couldn't think your way out of a moist toilette!"
Then she began her endgame. She disappeared, reappeared at the very back of the demiplane, and again whispered the abominable syllables to open a rift to the Abyss under you all!
Skylla's immune to fear so The Shield doesn't affect her.
Skylla uses two legendary actions to cast Dark Speech on Hank and Bobby! Both of you must make DC 22 Wisdom saving throws or take 11 psychic damage and be frightened of Skylla for 1 minute. You can repeat the save at the end of each of your turns, ending the effect on yourself on a success and thereby becoming immune to Dark Speech for 24 hours.
She uses her last legendary action for Spellcasting, casting Maze on Diana!
Diana is banished to a labyrinthine demiplane, and remains there for the duration or until she escapes the maze. She can use her next action to attempt to escape by making a DC 20 Intelligence check. If it succeeds, she escapes, and the spell ends. When the spell ends, she reappears in the space she left or, if that space is occupied, in the nearest unoccupied space.
Now for her actions!
Bonus action: Misty Step.
Skylla casts Abyssal Rift! She opens a momentary Abyssal rift within 120 feet of her. The rift is a 20-foot-radius sphere. Everyone except Mazed Diana must make a DC 22 Constitution saving throw, taking 40 necrotic damage on a failed save, or half as much damage on a successful one.
To save some time, I've updated statuses but not your HP totals. I know you're all still standing.
Init | Init Mod | Name | HP | AC | Temp HP | Str/Dex/Con/Int/Wis/Cha Saves | Speed | Status | |
25 | +5 | Hank | 184/184 | 20 | 0/0 | +6/+5/+9/+5/0/0 | 30 ft | - | |
24 | +10 | Sheila | 103/103 | 20 | 0/0 | +1/+12/+1/+12/+8/+2 | 30 ft | Frightened of Skylla for 1 min/DC 22 WIS per turn negates | |
22 | +5 | Diana | 243/243 | 20 | 0/0 | +5/+11/+11/+7/+11/+5 | 60 ft | Trapped in a Maze/DC22 Intelligence check to escape | |
15 | +2 | Bobby | 325/325 | 24 | 0/0 | +13/+3/+14/-1/0/0 | 40 ft | - | |
14 | +5 | Eric | 183/183 | 25 | 0/0 | +3/+1/+8/0/+5/+2 | 30 ft | - | |
6 | +2 | Presto | 142/142 | 17 | 0/0 | -1/+2/+9/+11/+7/+0 | 30 ft | - | |
6 | +4 | Kelek | 0/246 | 17 | 0/0 | 0/+4/+4/+7/+4/+4 | 30 ft | Magic Resistance, Legendary Resistance (x) (x) (x) | |
6 | +4 | Skylla | 29/255 | 19 | 0/0 | 0/+4/+4/+8/+1/+6 | 30 ft | Magic Resistance, Legendary Resistance (x) (x) (x) |
Rolls
DC 22 CON saves - (1d20+4, 1d20+4, 1d20+4, 1d20+4)
1d20+4 : (16) + 4 = 20
1d20+4 : (9) + 4 = 13
1d20+4 : (11) + 4 = 15
1d20+4 : (19) + 4 = 23
Demons? 1-2: Yes. 3-4: No. - (1d4)
(4) = 4