Seeing Chen move up, Jahren decides to watch his back and commands his carpet to float ahead, staying behind leafy cover wherever possible and finding a new hiding spot behind a large tree eventually.

Stealth: 11  (plus 5 still apply?  I didn't add it this time)

(will keep previous readied action if that's still ok)

Seeing the motion, Loane creeps forward with him. She tries to keep some distance between them, taking up the regiment's advice.

Stealth: 24

Round 1 of Combat starts as Chen and a couple others charge forward at the dragon. 

Round 1: 

Chen, you charge forward into the forest to bring the battle to the dragon. You leap over a log and suddenly catch site of the dragon, only 120 feet away, crouched in the greenery. As it spots you approaching its massive tail whips back and forth like a cat at play, though unlike a cat, it takes down small trees and bushes as it sweeps around behind it.

Loane, you creep through the woods behind him, and see the massive dragon almost 150 feet from you.  

Loane, Chen, take your turns. 

Initiative: [ Loane: 22, Drow: 21, Ettercaps: 21, Chen : 20, Toc : 19, Dragon: 18, Orcs: 16, SinSin: 15, Coon : 10, SilverMark: 9, Wrath: 7, Jahren : 5, Fianna : 3, Mirica : 2 , 22nd members: 2. ]

Loane creeps forward as much as she can (Cunning action dash if possible). She keeps an eye on Chen as they move forward.

(Will hold the previous action)

Chen continues running toward the dragon, determined to engage it in battle.

Move and Dash 80' toward the dragon.

Loane and Chen continue to advance.  Loane, you're about 110 feet from it.  

Toc is like a blur, rushing through the woods behind Chen, his blades coming out but he was quite far away and wasn't moving straight at the dragon so is still a ways off. 

Chen, you're about 50 feet from it when it reacts. 

As Chen rushes the dragon, it's neck cranes up in surprise as the large golden dragon kin seems to be rushing it almost by itself....(with just a few allies sprinkled behind him trying to keep up in the forest).  "Whaaa?" It manages before letting out a deep growl.  It sucks in it's breath and with a great blast exhales a cone of poisonous gas that rips through the forest. Trees blacken, bushes shrivel up, small forest creatures squeak and die in the billowing green mass as it envelopes Chen.  (CON save, DC 18, 60 damage or save for half) 

The dragon then leaps off the ground, flying up 50 feet and landing, clutching the side of a massive tree where it hangs looking down at Chen.  Suddenly it's mere presence seems to swell in both Toc and Chen's minds, their primal fears inside reacting to the vicious size and monstrosity of the thing.  (WIS save, DC 16 or frightened for 1 minute).  (Toc's save: 19) 

SinSin, hearing the roar of the dragon and seeing his alliance advance, takes a deep breath to draw some courage, and rushes forward.  You seem him running with such fleetness that he passes several others, as he rushes through the forest and tries to get to near the dragons' right flank. 

Coon shouts, "Back 'em up men, advance!" 

Behind you the wizard SilverMark rushes forward. As he does so he pops and appears 30 feet closer, his soldier escorts rushing to keep up....but he's still too far away. 

Wrath advances more evenly, his escort staying ahead of him.  "Open fire.." he tells his escort.

Jahren, Mirica, Fianna, take your turns. 

[ROUND 1, Loane: 22, Drow: 21, Ettercaps: 21, Chen : 20, Toc : 19, Dragon: 18, Orcs: 16, SinSin: 15, Coon : 10, SilverMark: 9, Wrath: 7, Jahren : 5, Fianna : 3, Mirica : 2 , 22nd members: 2. ]

Behind Chen sat a transparent mountain lion: Healing Spirit it was not much but still could help a bit: 12 hp

Jahren verbally commands his carpet to fly due east, not directly at the dragon.  It speeds along through the forrest (80ft speed) curving around trees and dense underbrush.  The bard looks to keep eyes on Chen, and is not surprised to see the dragon use its flight as a major advantage over the dragonborn.  He also glances through the woods to the east to see if the enemy reinforcements are drawing close yet.

Still pretty far from the dragon, Jahren settles for another flick of the wand as he fires off three more Magic Missiles: 2  3  2

     Fianna runs and dash’s in as much a North-East direction as possible, desperately trying to get into range without wasting spells.  ((Not looking to intersect with dragon so much is end up south of it a few squares...)) I believe with dash she can get 60’ closer...

Chen's saves: CON 22, WIS 22

I fear thee not, dragon!

60 halved to 30 with save, halved to 15 with poison resistance. Is that correct?

(Correct, 15 damage after all is said and done.)

Fianna rushes forward at an angle trying to get within range to target the beast.  (I moved you 60 feet plus an extra 30 feet closer based on your other note that you'd have wanted to start closer)

Crossbow bolts twang and bolts arc gracefully through the woods from various directions as the 22nd soldiers begin firing while advancing under cover.  Attack: 19 Damage: 2 Attack: 10 Damage: 2 Attack: 12 Damage: 7 Attack: 5 Damage: 5 Attack: 8 Damage: 7 Attack: 8 Damage: 6 Attack: 16 Damage: 7 Attack: 21 Damage: 6 Attack: 11 Damage: 6

Crossbow bolts thud against trees, smash into branches, and sail short and far too high as they shoot at almost maximum distance. One hits the tree near the dragon. 

ROUND 2: 

Loane, Chen, take your actions.

 [ROUND 2, Loane: 22, Drow: 21, Ettercaps: 21, Chen : 20, Toc : 19, Dragon: 18, Orcs: 16, SinSin: 15, Coon : 10, SilverMark: 9, Wrath: 7, Jahren : 5, Fianna : 3, Mirica : 2 , 22nd members: 2. ]

Chen holds his breath as he charges through the poison cloud. Despite the protection from his cloak, the putrid gas stings his eyes and makes his skin crawl, although the feeling lessens as a spirit creature appears beside him. His blood pumps harder, his breathing quickens, and the last shreds of control slip away. As he nears the base of the tree, he glares up at the dragon and bellows: FIGHT ME, WYRM!

Move 40'
Bonus Action: Rage!
Action: Dodge

     ((FinFin is basically flying north, still playing lookout for the Dragon's cavalry...))

Loane rushes forward (bonus action dash for 80 feet again). With her sword in hand, she decides against using her bow. Squinting an eye, she aims at the dragon as she draws two thin daggers from her Bracer of Flying Daggers, and throws them. It was farther than she was normally practiced to do, but she was willing to take chances.

(Rolling it straight, since the disadvantage from just being out of normal range is cancelled out by the advantage from stealth. Can roll it differently if you prefer dm)

Dagger 1: 15 Damage: 7
Dagger 2: 24 Damage: 6

A deep thrumming growl rises from the throat of the gold dragon-kin as he rushes to the bottom of the tree and screams "FIGHT ME, WYRM!!!" 

The dragon looks down from the tree, and laughs a throaty laugh in return, "No wings you puny dragon-kin?!  That's why you're less than half a dragon..."

Loane rushes forward with startling speed, though is still quite far out of short range for her daggers since the dragon is 50 feet up.  Still she throws both daggers which whistle through the air. One slams into the tree right next to the things face while the other sails wide twirling off into the forest. 

Moving like a blur through the forest, Toc rushes over to the dragon's right flank. He raises his staff towards the dragon and there's a thunderous crack as a bright white arc of lightning slashes through the air and through the dragon. (Dex save: 8. 38 electricity damage, half on a save.)

The blast rips through the dragon who shrieks as the lightning dances along its body and down its wings and tail.   It clambers about in the tree glaring at Toc. 

[Breath recharge on 5 or 6 : 4]

The dragon pushes off of the tree, his wings reaching out for air as it takes a quick dive towards Jahren, Mirica, and Fianna.  Just enough to get within 120 feet where you each feel a fearful presence shiver up your spins.  

Loane, Jahren, Mirica, Fianna, all make a save vs it's frightful presence, Wisdom DC 16 or become frightened.  

It then wheels to the left towards Toc and sweeps down with both claws lashing out at him.

Attack: 27 Damage: 13 

Attack: 18 Damage: 8 

Moving and dodging like a blur, Toc raises a hand, a magical shield deflecting one blow that narrowly miss, the other claw slaming into a small tree, cracking it in half.  The dragon is already moving, flying back up 30 feet in the air. 

SinSin, still trying to get close enough to their evasive foe hurls two darts at the creature at distance. Attack: 20 Damage: 4. Attack: 14 Damage: 6 

One dart bounces harmlessly off the dragon's hide, while the second thuds into a tree between them.

The 22nd, SilverMark, Coon, Wrath and all continue to advance, reloading but trying to get closer to be effective. Meanwhile, the orcs and drow continue to get closer.  FinFin can just see them moving into distance. 

Jahren, Mirica, Fianna, your turns. (if you can tell from the picture, you're facing up hill on a gradual incline. The 22nd members have already taken their next turns double-moving to their locations in the below map.)

 [ROUND 2, Loane: 22, Drow: 21, Ettercaps: 21, Chen : 20, Toc : 19, Dragon: 18, Orcs: 16, SinSin: 15, Coon : 10, SilverMark: 9, Wrath: 7, Jahren : 5, Fianna : 3, Mirica : 2 , 22nd members: 2. ] 

Moving to where spirit is now.

BA: spirit moves right behind Chen and SinSin

Action: Crossbow Attack: 18 Damage: 3

Wisdom Save: 20

Frightful Presence save: 23

Jahren feels the hairs on the back of his neck stand up a bit as the dragon draws near, but he has been here before and does not hesitate in what must be done.  He continues to speed due East (80ft) through the forrest and up the gentle slope, keeping his head on a swivel for the dragon, Toc, Chen, etc. but also any oncoming hoard.

With a quick flourish of the wand Jahren lets out a second array of Magic Missile's at the dragon.  3 5 5

The bard tries to think of a few tricks for how to keep his friends safe as the seconds pass, and decides a few words laced with more Fey magic may just give them an edge.  (Cutting Words ready as Reaction assuming Jahren is within 60ft if the dragon rolls damage, attacks, or makes an ability check.)

The spirit was 60 feet from Mirica since she cast it at range, but she rushes to get half-way to where it was...while she absently has it chase Chen (though it is 10 feet behind him since he can move so fast).  The glittering magical deer mountain lion bounds  through the trees chasing Chen. Mirica raises her crossbow as she moves, a bolt flies through the air and bounces off of the dragons hard scales. 

Jahren, on his carpet, races through the forest, weaving in and out of trees as he flicks his wand again, magic missiles darting across the open space and thudding into the dragon that glares at him angrily.

Fianna?