S: The night air is cold, the sky is clear allowing for the moon and stars to light the scene. Before you stands a bulky black dragon born figure, dressed in scale mail and laden with a shield and a handful of sparring axes. Wooden and dulled so as not to maim, but hurts just as much.
"This will be the first test of your abilities, and a good opportunity for you to learn what life is like for the criminals we hunt down. The finish line is fifteen-hundred feet south. Your job is to get there, mine is to stop you. Any questions rookie?"

E:The lithe young girl stood in front of the black mass of the dragon born that had claimed her from the orphanage. Her 16 years had been hard but she had survived. More then could be said for many of the abandoned kids. She barely broke 5' tall, her years of malnourishment stunting her growth and left her light and nimble on her feet. She had a ragged pair of commoners clothes on the hint of leather around her neck. A shortbow hung over her back with a quiver of arrows slung on her hip. On the other hip she had a rapier. Like his her weapons had protective measure a On them. On her back was a guards pack with stuff she had been given by the guards and things she had bought. A few little bags hung at her waist. "Will I have any time to prepare or when you say go I run?" Her voice fitting her size.

S:"I'll give ya ten seconds, from the time I whistle before I come for you. Use that time however you will." I stand rigidly, a result of years in the military, and keep my eyes locked on yours. I loom over you, over six feet tall. "You don't need to worry though girly, nothing bad will happen to you out here." The words of reassurance sound strange  and foreign from my sharp-toothed mouth, and clawed fingers tap across my armoured thigh - impatient, or nervous.
My friend, Hal, is absent from my side. My near constant canine companion is noted for his vicousness.

E:The girl pondered for a few moments. Gulping at hearing that she would be pursued by two creatures instead or one. She shrugged, it wouldn't be the first time she had to make an escape though this time she wasn't pilfering food or small trinkets to sell. She hoisted the pack on her shoulders. Made sure everything was strapped down and nodded. "I'm as ready as I'll ever be." She said as she brushed a long brown mess of hair out of her eyes.

S: Leon smiled wide, more like a smirk than genuine happiness. "Wonderful." He growled, before raising two clawed fingers to his lips and letting out a loud whistle. A rustling in the bushes betrays Hal's location, as he trots over, apparently summoned by the same whistle.

E: Kyra tensed as the whistle was sounded. The she sprung away into the night time headed south towards. Her footfalls nearly silent as her feet barely seemed to touch the ground. The only thing making a sound was the hooded lantern  which she paused to grab and light before closing the hood. (60' moved)

S: Leon began speaking to the large black wolf at his side, in that old and savage language of dragonkind. Something else, too. Not words exactly, more like rituals given voice. A spark of magic flittered into the night as Hal in the blink of an eye closed on Kyra, before he turned to face her; growling, with his head low.
"You underestimate how fast a wolf can run." Called Leon from behind, his own heavy footfalls followed Hal and Kyra's soft ones.
(finish line: 1440. Hal ahead 40ft. Leon behind 30 ft.)
(My roll was 19 for the 'complications' which is not a complication at all. just for the record)

E: Her eyes grew wide as the heavy clanking brute quickly closed the distance. She slowed down for only a moment wondering how he could be so fast. Surely he was sprinting all out already. Any obstacles she could easily avoid were going to be her only hope as the snarling wolf ran past her. (Moved 60 feet)

S: As you continued to run, past the waiting wolf, he snapped out to grab your leg (attack of opportunity, silly goose.)
(17 VS ac)

E:(hit)

S: 9 damage, and a DC 11 stength save or be knocked prone

E: She lets out a cry as the wolf sinks its teeth into her leg. The piercing teeth hitting flesh as she stumbled to the ground. (Save 8-1=7).

S: "Oh dear, I think I'm going to have a lot of work to do to get you up to standards." He lets out a a rough laugh as he closes the distance, drawing the wooden battleaxe at his side. Hal scrambles to hold on to your leg as you fall (Grab attempt: athletics of 6 vs your acrobatics check)

E: Kyra shakes her leg free of the Wolf's jaw with a solid blow by her other foot to daze the hound for a moment. Pulling her legs back to guard herself from any more bites and the closing wooden ax. (12+7=19)

S: Leon's black form camoflagues nicely with the shadows all around, spoiled by the glint of the scale armour of the city watch

S: The growl of a grizzly bear is heard from the tree line. It would seem, that Leon has attracted a pursuer of his own. "Hmm... You just carry on while I take care of this. Won't be but a moment.
He thereafter rolls a 1 for your complication, which means that A patch of dense foliage bars your path, you must either simply barrel through it or weave through to avoid the worst parts of it
(Finish line: 1400ft. Hal, 0 feet. Leon, 10 feet. Bear?)

E: Kyra popped back up, the wolf still next to her. She drew her rapier and aimed for his snout her blade arching with a crackle of lightning as she tried to daze the wolf. (19+5 =24 to hit). She felt her blade connect. The tip of his nose crackles with lightning the hound new something bad could happen if he moved. She then turned around and caught a face full of ivy. (2+7=9) due to her fancy footwork she was able to get away from the wolf but only by a step.
(5 feet closer)
(3+3=6 damage to Hal if 24 is a hit.)

S:The complication you're giving me (7) is a snare trap.
Leon holds up a hand towards the bear, slowly approaching. With grunts, and rough gestures he appears to be trying to sooth the animal. He stops short, noticing a hunters trap on the forest floor. (11+4=15 vs DC 15)
Though frightened by the foreign magics, Hal can't resist the urge to sink his teeth into the small girl still within striking distance. (13+4=17 vs ac)
Finish line: 1395. Hal: 10ft. (Because of it were five, that would still be in range) Leon: 20

S: A sudden drop catches you by surprise, hidden perhaps by the brush. As you try to catch yourself make a DC 10 dex save to avoid falling in

E: Kyra sudden movement away from the snarling wolf hound causes her to teeter on the edge of a hidden pit covered by the growing ivy. Her fast footwork (7+3=10 dex save) just barely manages to keep her from tumbling down into the pit. The sparking magic fades from the wolfs nose. Grabbing one of the four pouches at her belt she casts it at the ground in front of the beast. The bag spills open the glint of sharp spikes, caltrops, visible by the light of the moon as Kyra scrambles around the pit and races towards her goal. (Move 30')

S: (14, no complication. Finish line: 1365, hal 40, Leon 50)
Hal, freed from lingering magics, barrels over (15+4=19) the caltropped area lightning quick, and leaps after the fleeing form of Kyra (4+6=10 vs ac) but only manages to rip a strip of cloth from her pants. With a few grunts to the bear and a gesture east, Leon turns and sighs heavily before sprinting to catch up. Now, both Leon and Hal are even with Kyra. On the precipice of finishing the chase.
Uneven ground (complication 2) stretches before you, make a DC 10 acrobatics check or treet the next ten feet as difficult movement

E: Kyra looks behind her. The wolf already at her heels again and the huge lumbering form  of the dragonborn coming behind her. She grabs another pouch from her belt, throwing it on the ground. This time a bunch of ball bearings spill out as she prances atop the uneven area (6+7=13 acrobatics) with no difficulty. She then puts her head down running at a full on sprint to put some distance between her pursuers. (Moves 60 feet and second dash is used)

S: Hal (11+4 dex save) gives chase over the new impedemant,
And ends a few feet shy of Kyra, while Leon (6+3=9) slips on the ball bearings (I think that's what they do) quickly trying to right himself and charging after his nimble quarry. Leon stumbles on the ground, falling prone, and grumbles angrily under his breath in draconic, audible from not far behind
Finish: 1305, Hal 10, Leon 15
Another two on the complication. Uneven ground

E: Kyra heard the heavy thud of what sounded like a heavy sack of potatos in armor tumble into the ground. She turned back a smirk already forming on her lips. However her experssion changed as her foot hit a patch of uneven ground wrong. Her ankle slipped and twisted. (2+7=9 acrobatics) She stumbled recovering but losing pressure time. She sprints again after recovering. Vowing not to get ahead of herself until she is at her goal. (50' moved 3 dashes used)

S:"I've had just about enough of this" calls Leon, staking forward. There's a whistling sound as something streaks towards you (12+6=18 vs ac) Hal runs forward, closing the distance between you entirely as his master's thrown axe connects (3+4=7 damage)
A thick something seems to spring from the axe, and tendrils extend quickly from it trying to wrap around Kyra's small frame (strength save, DC 13)
Finish: 1255, hal 5(melee) Leon 35

E: The wind is knocked out of her as the heavy object slams into the small of her back. However the nimble girl quickly twisted out of the vines (20-1 = 19 str save).  She was winded already more then half her energy expended.  She spun around her rapier    uttering a curse at Leon. Leon felt his limbs restrict a bit as her curse washed over him. She then lashed out with her rapier at the hound, the tip once again sparking with lightning. (natural 1). She whiffed as the rapier went sailing wide. She spun around and risked it. Running away from the wolf.
(30' movement, complication 8, and Leon is hexed, disadvantage on dexterity ability checks)

S: (dex save 6+3=9) As Leon Sprints forward, he tramples a nest of squirrels (why not?) Which in the process of running about scratch at his skin(4+1=5 damage) which he seems to largely ignore, his bulk making up for clumsiness. With stubborn persistence, he catches up to Kyra, stretching a hand forward. As he reaches her, so too does Hal who uses the distraction of his master's larger frame to his advantage, trying to pull Kyra down (13+3=16 athletics to grab)

E: Kyra dodged the reaching hand of Leon easily only to dive right into the jaws of Hal. The wolf got a grip on her arm that she couldn't shake off. Her heart raced as the two were ontop of her. Desperately she tried to break free of his grip. (12+7=19 acrobatics).

S: If that's trying to break the grab, he loses his grip (7+3=10)

E: She manages to break the grip the jaws had. Using her cunning action and she jukes left, then right, then left again. Allowing herself to safely flee from the two creatures and move 30' away. (bonus action to disengage)

S: "oh yeah, now we've got you..." Drawls Leon as he again pursues, battle-axe in hand. (18+6=24, 5+8=13 damage, and another strength save DC 13)
With a sound crack to the back of her neck, Leon finally manages to make hand to hand contact with his new recruit, watching as tendrils spring from the impact
(pass the save dc or no?)

E: The blow lifted her off her feat and she came crumpling to the ground heap. Her body slid on the ground a few feet before the tendrils twisted themselves around her body. The unconscious form making easy prey for the winding tentacles as they began to wrap around her arms and legs.
(-2 hit points, unconscious, automatically failed save.)

S: And as the tentacles wind their way around Kyra's clothes, they begin to crawl inside them as well. Eager to find new homes.
Hal continues to attack Kyra, though this time instead of ripping her open, he tears at her clothes.
With a mental command, Leon holds off the tendril probing at Kyra's mouth long enoug to administer a healing potion. She wakes to find herself all but naked, with a squirming mass of tentacles forcing themselves into her ass and pussy, eye level with Leon's bulging crotch "that was fun, don't you think? I think that you and I are about to have even more fun. After all, this is about teaching you what happens to criminals around here"