A Dangerous Gift
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He will hold his position until it is obvious what to do next
The peak of the roof is 12' up, but the lowest part of the roof - the north and south edges - are just 9' off of the ground. A character could, with an Athletics check, run, jump, grab the edge, and pull themselves up. Or one could give another a "leg up."
The voices speaking in Elvish give some indication of the location of their speakers; characters could prepare a ranged attack triggered by the next time one of the voices speaks.
the shield is on his left arm, intending to touch the north wall, as he's moving west toward where the others can tell you the door was?
or
the shield is on his right arm, intending to touch the east wall, as he's moving south?
Rolls
Persuasion - (1d20+5)
(9) + 5 = 14
Rolls
str check - (1d20+4)
(2) + 4 = 6
Rolls
Persuasion - (1d20+4)
(4) + 4 = 8
Rolls
Perception - (1d20+6)
(17) + 6 = 23
Elowin and Ishi look at each other; Elowin says "Ishi, give me a leg up to the roof," and then sprints toward the jail. Being less armored and naturally fleet of foot, Ishi is generally much faster, but he takes a moment to process what she's said and gets a later start (first part of Elowin's action, the rest happens on Ishi's turn as he catches up).
Starting the round on his horse, Adran quickly dismounts and rushes straight ahead, into the darkness, finding the wall of the jail with his shield. Feeling his way quickly along toward where the door must be, his feet bump into some kind of obstacle: what he will eventually learn is the limp body of the guard pierced by crossbow bolts, but right now is just something to step over. Adran cannot see anything.
Elowin is too close to the jail to see on the roof, and both Adran and Ishi's views are blocked by the darkness, but Eozindra, Elysia, and Morik see a cloaked humanoid figure straighten up out of the darkness on the roof (standing fully upright, the darkness comes up to his waist), aim a small crossbow at them, and pull the release trigger. The bows jumps with a soft twang, and the cloaked figure ducks back down into the sphere! The bolt - which Adran would instantly recognize if he could see it - misses Elysia by a couple of feet. The two half-elves and the bear see a second cloaked head emerge from the darkness a little further back - it pops up just enough to see over the edge of the roof, and calls out "Slave - keep them from following us!" There is a shimmering in the air and a glowing blue shape appears in the street in front of Eozindra, and the head visible on the roof steps back out of view of the people on the street.
Ishi sprints toward Elowin. As he skirts the edge of the sphere of blackness, a claw lashes out at Ishi, from the invisible creature trying to eviscerate him. The claw catches him; Ishi takes 7 lightning damage (which uses up his temp HP). Reaching Elowin, Ishi cradles his hands, Elowin stomps her boot down, saying "There must be an entrance of a sort up there," and Ishi nods and heaves upward, tossing Elowin up like a caber. She grabs the eaves of the jail's roof and pulls herself up, right on the edge of the sphere.
As she is hefting herself fully onto the roof, Elowin can see the dark fabric covering part of a hunched figure's back sticking out above the curve of the black sphere right in front of her. It is bent over, only its back visible above the blackness. Further to the west, a cloaked figure is walking away, further to the west on the roof. "Hopefully we can keep them talking while we get away with the gnome..." it is saying (only Elowin is close enough to understand the Elvish, but the others can all hear that someone is talking on the roof).
"I'm hurrying," the hunched figure near Elowin replies, "He's not exactly light, you know. You could help..."
The standing cloaked figure turns back and sees Elowin regaining her feet just as she recognizes that it is a dark elf!
"Vartus!" he calls a warning, there is a gasp, and the exposed back disappears as the closer figure drops down fully into the black sphere.
The glowing arm with the claws that slashed at Ishi previously retracts back into the sphere, as that creature turns to attack Adran in the darkness! However, it can't see him any more than he can see it, and the silent attack misses the artificer completely!
Note: At the moment, only Elowin has line of sight to the dark elf on the roof.
24 - Elowin (17/17) (0 temp)
18 - Adran (16/19) (7 temp)
12 - Cloaked figures
10 - Ishi (25/25) (0 temp)
10 - Creatures
9 - Elysia (14/17) (0 temp)
7 - Eozindra (10/10) (7 temp)
4 - Morik bear (30/34) (7 temp)
Rolls
Choosing a target (Zin, Lys, Morik) - (1d3)
(2) = 2
Crossbow attack (DISADV) on Elysia AC15, piercing damage - (2d20l1+4, 1d6+2)
2d20l1+4 : (38) + 4 = 7
1d6+2 : (2) + 2 = 4
Invisible creature's opportunity attack on Ishi AC16, lightning damage - (2d20h1+4, 2d8)
2d20h1+4 : (169) + 4 = 20
2d8 : (52) = 7
Creature's attack on Adran AC19, lightning damage - (1d20+4, 2d8)
1d20+4 : (3) + 4 = 7
2d8 : (66) = 12
Pulling into the roof, she points her dagger at the figure hiding in the darkness up there, unintentionally showcasing her new obsidian ring beside her bronze one as she says, "You will have to try harder if you want to shoot me."
Rolls
Acrobatics - (1d20+4)
(1) + 4 = 5
Athletics - (1d20+0)
(2) = 2
Morik rushes past the glowing figure and into the dark, sniffing mightily. He reaches the northeast corner of the building and immediately senses Adran ahead of him; there is also a lingering, unfamiliar odor of moldy earth and root vegetables. Underneath that is a faint trace of ink, pipeweed, and magpie droppings: Findal Dinfizzle Findazzle is clearly nearby.
24 - Elowin (17/17) (0 temp)
18 - Adran (16/19) (7 temp)
12 - Cloaked figures
10 - Ishi (25/25) (0 temp)
10 - Creatures
9 - Elysia (14/17) (0 temp)
7 - Eozindra (10/10) (7 temp)
4 - Morik bear (30/34) (7 temp)
Pulling herself onto the roof, she makes a comment about people needing to try harder to harm her. A comment made the darkness as her attention shifted to the figure unhidden. With a slight head tilt as her only show of surprise at his existence, she walked closer as she said in Elvish, "Maybe it was you who hurt my friend and spelled my companion. You’ve made an enemy for that.". Launching her daggers at the figure, she left her hands extended in her followthrough, her hands and adornments clearly in sight.
See… this is why I need some inspiration rolls lol
Rolls
Dagger Attack - (1d20+1)
(1) + 1 = 2
Dagger Damage - (1d4+4)
(4) + 4 = 8
Dagger Attack - (1d20+1)
(2) + 1 = 3
Dagger Damage - (1d4)
(3) = 3
High Jump so 3 + STR 4 = 7 +- reach 9 = 16 feet
Here I come!
Lets talk before blood is spilled. In Lunas name, we just want our people. What is it that you want? Be quick, the fool duke is on his way.