(Sorry for the late reply. I was in school again)

Quote from BDaddLy >>

(Eldin please roll Intimidation or Insight effect: 6 one of you will... Feel slightly intimidated)

(Edit: I should switch 1 and 6 for future rolls so the 1s have no effect.)

(Must say, I love new ideas! King of the hill etc. We could even do fights with players  as a group vs monsters and bosses.)

Quote from Ragni >>

(Must say, I love new ideas! King of the hill etc. We could even do fights with players  as a group vs monsters and bosses.)

(OOC Of course Klong will go super sayian and destroy half of the crowd i one blow! Anyway, i think new objectives and bigger team fights against a "boss like" DM controlled PC or a monster would be fun. Since Klong don´t really get to use his inspiration when he fights 1v1. 

As for map ideas, a bog or a marsh where part of the map is difficult terrain would be cool. Or a map with a rapid and dangerous river flowing through, maybe a bridge?) 

The gates open. New feature: 3 (edits incoming...)

"Alright folks. This morning we'll have a chance to witness our first ever King of the Pit Battle!"

The contenders have 18 seconds (3 rounds) before the flag (%) becomes active. If one of them can stay within 10 feet of the flag (%) for 30 seconds with out his opponent sharing the space he'll win. Not that I expect you to stay up that long...

(Josias is up)

Arena: 3: The Pits

   A  B  C  D  E  F  G  H  I  J  K  L  M  N  O  P
10.  .  .  .  .  .  .  .  .  .  .  .  .  .  .  .J .
  =..%=========================================%..=
09=  .  .  .  .  .  .  .  .  .  .  .  .  .  .  .  =
  =€==.....======///......=......///======.....====
08=  .  .  .  /  .  /  .  =  .  /  .  /  .  .  .  =
  =.....======/....../////=/////....../======.....=
07=  .  /  .  .  ,  .  .  .  .  .  .  .  .  /  .  =
  =...../..................,,,.,,.......,,,./-----=
06=  .  _  _  .  ,  .  .  ,  .  .  .  .  _  _  .  =
  =.....______.........,..%.....,,.....______.....=
05=  .  _  _  .  .  .  .  .  ,  .  ,  .  _  _  .  =
  =-----/....,,,.........,,................./  .  =
04=  .  /  .  .  ,  .  .  .  .  .  .  ,  .  /  .  =
  =.....======/.,,.../////=/////....../======.....=
03=  .  .  .  /  .  /  .  =  .  /  .  /  .  .  .  =
  ====.....======///......=......///======.....==€=
02=  .  .  .  .  .  .  .  .  .  .  .  .  .  .  .  =
  =..%=========================================%..=
01. E.  .  .  .  .  .  .  .  .  .  .  .  .  .  .  .
    A  B  C  D  E  F  G  H  I  J  K  L  M  N  O  P

Key: '=' High wall (8ft.), '-' Low wall (2ft.), '/' Drop into pit (10ft.), '_' Steps (4ft.), '€' Tree, '%' Door, '.' Dirt, ',' Grass, 'A-Z' Contestants

(Of course in this case 'the hill' is a disadvantageous position.)

(OOC: I think there will come a time when casters far outshine martial opponents. When that happens, I believe team boss battles will have to be implemented to keep things from getting too one sided. Or do 2 v 1 matches. Or have like fighting like such as wizard duels etcetera.)

(I played a max level test campaign where we just fought bosses. Martial characters can be unstoppable.)

 Zævrt and 'Ladybug' will battle against... Something.

One round: Survive the vicious beasts attack, 3 Before more enemies arrive. (Round 6)

The Time: 3... The rising sun is darkened by accumulating thunder clouds (Blame Zævrt). As the darkness grows deeper torches are lit and Dancing Lights are distributed to allow the audience to see. But the darkness looms in every corner.

Two competitors enter the arena. Rested after a nights sleep, a handsome and charming elven man carrying a trident. Is accompanied by the frightful visage of a dragon.

The Dragonborn is average height for a Dragonborn which is to say huge next to his new companion. He's got a notably spotted hide which appears to be his only defence. No armor or shield is visible. He carries a staff and a backpack and a belly full of fire.

"We have a new face and a worthy challenge. The fire breathing spectacle, straight from his mothers clutch, high on the mountain peaks. Who needs weapons or armor when you've got claws and hide... Laynaar Lady Bug!"

"The weather is dreary but we're not done out here yet. Here to brighten your day, the showman and tactician, born to fight in the Coliseum... Zay Vrit!"

The Arena has been transformed using a myriad of intricate spells cast by a group of clever artists. You stand in an impressive hedge maze. The leaves are vibrant green and the garden is dotted with trees and flowers. Though the buds are all closed due to the weather. (Sorry 'Ladybug')

(Passing through the hedges in any direction is difficult terrain costing an extra 5 feet of movement. You can strike through the hedges but they obstruct your vision making you effectively blind, however your opponent may be blind to you as well. This can cancel out advantages and disadvantages.)

   A  B  C  D  E  F  G  H  I  J  K  L  M  N  O  P
14.  .  .  .  .  .  .  .  .  .  .  .2 .  .  .  .  .
  =============..%=================%..=============
13=  .  #  .  .  .  .  #  .  #  .  .  .  .  #  .  =
  =..####..#######..#..#..#..#..#..#######..##€#..=
12=  #  #  .  #  #  #  #  #  #  #  #  #  .  #  #  =
  =..#..####..#..#..#..#..####..#..#..#..####..#..=
11=  .  .  .  #  .  #  .  #  .  #  .  #  .  .  .  =
  =######..####..#..#######..#######..####..######=
10=  .  .  .  .  #  .  .  .  .  .1 #  .  .  .  .  =
  =..€######..#..#######.....####..#..#..#######..=
09=  .  #  .  #  .  #  .  .  .  #  .  #  .  #  .  =
  =###..#..#######..#..#######..##########..#..###=
08=  .  .  .  .  .  #  .  .  #  #  .  .  .  .  .  =
  =..#############..#..#..€..#..#..#############..=
07=  .  .  .  .  .  #  #  .  .  #  .  .  .  .  .  =
  =###..#..##########..#######..#..#######..#..###=
06=  .  #  .  #  .  #  .  .  .  #  .  #  .  #  .  =
  =..#######..#..#..####.....#######..#..######€..=
05=  .  .  .  .  #  .  .  .  .  .  #  .  .  .  .  =
  =######..####..#######..#######..#..####..######=
04=  .  .  .  #  .  #  .  #  .  #  .  #  .  .  .  =
  =..#..####..#..#..#..####..#..#..#..#..####..#..=
03=  #  #  .  #  #  #  #  #  #  #  #  #  .  #  #  =
  =..#€##..#######..#..#..#..#..#..#######..####..=
02=  .  #  .  .  .  .  #  .  #  .  .  .  .  #  .  =
  =============..%=================%..=============
01.  .  .  .  .  .  .  .  .  .  .  .L .Æ .  .  .  .
    A  B  C  D  E  F  G  H  I  J  K  L  M  N  O  P

Key: '#' Hedges, '=' High wall (8ft.), '€' Tree, '%' Door, '.' Grass, 'A-Z' Contestants

(BDaddLy rifles through a box if figurines and produces a Dragonborn that precisely represents 'Ladybug's description, 'L'. Place your tokens in row 1, make any final preparations, and roll initiative when you are ready.)

(Initiatives: 18 12)

( I set up at L1 dart in right hand, staff is left)

initiative 18

"Best of luck to you stranger. And I blame you for this unfavorable weather."

(OOC Its 5 ft between each number and letter or 5 ft to each space)

(5 ft between numbers and 5 ft between letters. There's two spaces for each 'square' to make them more square, and to leave additional room for notations like the area of effect of a duration spell.)

Initiative: 14

Start Space: M1

"Stay near me, we might be able to flank and make quick work of these beasts."

"I can take a few hits, can you?"

"I can take a few hitsss but let usss find a good area to hold ground."

josias dash into the pit.athletics to jump down in 17  at m8 and finish at L6 . 

"Our heros enter!"

(Resolving init for mobs to act together, cause it's a little easier for me that way.)

You hear the howl of wolves, only, more sinister, deeper. Followed by the snarling and the rustling of leaves. 

('Ladybug' is up)

As Eldin hears the announcer declare the special win condition for this match he hisses to himself "Damn it! Of all the times the rules could've been changed, this had to be it." (For the record, I don't mind the new game type at all. On the contrary, I think this is a good way to keep the game from getting stale. Eldin is just being sour because he likes to fight his battles slowly and cautiously)

Eldin swiftly moves to C3. 

If Josias is in view and in range,  Eldin will cast Ray of Sickness on Josias. To hit: 19 Damage: 9 Save: CON 11
He will then use his cunning action (Bonus) to assume a defensive position (Dodge)

If Josias is not in view or range, Eldin will jump down to 3E (Acrobatics:10) and use his action to go stealth (15).
If 3E is out of range, he will use his action to dash and then bonus action to hide. If he is spotted after this turn, he will cast Ray of Sickness on Josias as a reaction. To hit: 9 Damage:8 Save: CON 11

"The battle begins, we will see who emerges on top. Eldin's on the offensive out the gate, but he isn't able to connect."

 Josias drops into the pit. Looking to secure the objective (You reach L-7). Eldin moves out and spots him there (from D-3) He casts Ray of Sickness but Josias is able to avoid the ray easily. Eldin moves back behind total cover (at C-3) 

(Josias up, attacks against Eldin have disadvantage this round.)

Arena: 3: The Pits

   A  B  C  D  E  F  G  H  I  J  K  L  M  N  O  P
10.  .  .  .  .  .  .  .  .  .  .  .  .  .  .  .  .
  =..%=========================================%..=
09=  .  .  .  .  .  .  .  .  .  .  .  .  .  .  .  =
  =€==.....======///......=......///======.....====
08=  .  .  .  /  .  /  .  =  .  /  .  /  .  .  .  =
  =.....======/....../////=/////....../======.....=
07=  .  /  .  .  ,  .  .  .  .  .  .  .  .  /  .  =
  =...../..................,,,.,,.......,,,./-----=
06=  .  _  _  .  ,  .  .  ,J .  .  .  .  _  _  .  =
  =.....______.........,..%.....,,.....______.....=
05=  .  _  _  .  .  .  .  .  ,  .  ,  .  _  _  .  =
  =-----/....,,,.........,,................./  .  =
04=  .  /  .  .  ,  .  .  .  .  .  .  ,  .  /  .  =
  =.....======/.,,.../////=/////....../======.....=
03=  .  . E.  /  .  /  .  =  .  /  .  /  .  .  .  =
  ====.....======///......=......///======.....==€=
02=  .  .  .  .  .  .  .  .  .  .  .  .  .  .  .  =
  =..%=========================================%..=
01.  .  .  .  .  .  .  .  .  .  .  .  .  .  .  .  .
    A  B  C  D  E  F  G  H  I  J  K  L  M  N  O  P

Key: '=' High wall (8ft.), '-' Low wall (2ft.), '/' Drop into pit (10ft.), '_' Steps (4ft.), '€' Tree, '%' Door, '.' Dirt, ',' Grass, 'A-Z' Contestants

(Sorry if anyone responds to that I missed Josias there.)

Eldin hope your not gonna hide the whole time. looking around for him. josias is gonna ready to dodge eldin 

(edit josias moves closer to the objective before dodge. j6)

(Go ahead and reconsider your action, Josias)

(I was thinking "How the heck is he gonna spot J when he's still in the start room?")