Aster decides to encourage the drow already threatened by Khessa to surrender, so he maneuvers to get to his side and delivers a quick lunge.

[OOC: Aster moves 1 step north-east, 2 steps north, then attacks Drow3. If you use the Player's handbook rule that when you reduce an enemy to 0HP you can knock him unconscious instead of killing him, Aster choses to do so, in case he one-shots his target. If you don't use this rule, no problem, he goes for the kill]

Aster's Rapier Attack: 9 Damage: 7

[OOC: Assuming Aster misses]

Aster was too hasty in launching the attack and missed, but still tries to help Khessa in her intention to convince the other to surrender: "You are left alone. Your companions are either dead or entangled - in any case not able to come to your aid. Take the chance of living that my friend has given you, for you shall not have another one".

So situation should now be Drow2 dead, Drow3 up:

Initiative Order:
Clara 
Drow 1
Khessa
Aster 
Drow 2
Drow 3  <--- Here
Drow Assassin (Blue)
Drow Spellcaster (Purple) [restrained via entangle]
Song

14

"You damnable surface dwellers, all you had to do was die!" The last nearby drow growls as she disengages and turns back. Unable to get past Aster and Khessa, she turns and runs back towards her masters. "My lady, we have failed to route the enemy!"

The woman drow and the man with her seem to say something in a low voice. Perception DC 14 to hear it for Aster & Khessa if desired:

 "You can't just run off and leave me!" The retreating drow woman cries out.

Song watches as the drow who were taking sneaky shots at your group appear on the other side of the pillar. She shouts, "The two drow in the back seem to be running away!"

OOC Summary: Retreat! Run! I hate dying! The drow woman saved her entangle DC in the above post (unless I am mistaken!!!)

Initiative Order:
Clara 
Drow 1
Khessa
Aster 
Drow 2
Drow 3 
Drow Assassin (Blue)
Drow Spellcaster (Purple) 
Song  <--- Here (then Clara, Khessa, Aster -- basically its the crew's turn)

(PS, the guy in blue was able to go that far legally... If Clara could actually see him, she would be very confused.)

[ Oh, so Clara does not know of Cunning Action... Poor dear! But oh, well... Anyway, only one thing to point out: Drow3, entering the Entangle for the first time, must save or be restrained, I think. I go on with crew's turns in the meantime! ]

"They're not going anywhere!" exclaims Khessa "Let's stop them!"

Song then runs and manages to reach the drow spellcaster, barring her way.

[ OOC: Song dashes - in her move, I'm assuming we are counting diagonals as 1,5 - so first diagonal costs 1, second diagonal costs 2 - if you prefer to do differently all fine, just tell. She goes 2 steps north, 2 north-west, 7 north again - total 12 steps if we count diagonals as I supposed. ]

Clara tries to move to get to see the fastest of the fugitives ('That guy was able to go that far?!' she wonders 'I feel very confused... Well, let's try to slow him down!') and she casts another of her fabled Entangles.

[ OOC: Clara moves 3 suqares north, 2 north-west, then casts Entangle, placing the square of the area so that its lower base is the line composed of assassin's square, two squares west and one square east. Since Entangle requires concentration, the previous one (the one Drow3 is into) disappears. ]

Khessa sets off in pursuit, and is no less surprised than Clara to see how swift the drow assassin was.

'Fear lent him wings, as the saying goes!' thinks the blonde arcane warrior 'But fortunately... magic does it too!'

And focusing for a moment on a quick spell, the tall adventurer gains prodigious speed and manages to catch up with the fugitive!

[ OOC: Khessa dashes, using also a bonus action to cast Expeditious Retreat. Her total movements: 5 north-west, 6 north, 2 north-east using 16 of her 18 steps (6 + 6 of dash + 6 of spell) and ending up right behind the assassin ]

Seeing that the others are concentrating on the more distant enemies, Aster tries to eliminate the closest one: he goes towards him (also benefiting from the fact that the magical vegetation previously created by Clara is no longer there) and, in order not to risk to miss, this time he hits him with a cone of cold.

[ OOC: Aster moves 2 steps north-east, 1 north then casts Frost Fingers on Drow3 ]

Aster's Frost Fingers: 8 CON save halves

[My reading on entangle is the save is just for if you are there when its cast. Otherwise, the area is just difficult terrain. I'm looking up to see what interpretations of this spell are, but finding random things about what happens if someone uses a different spell to move a restrained creature, so not helpful. I'll keep looking cause I like to make sure I get things right!

For my enemies, I had them doing 10 ft movement diagonals, but we can decide now if we want 5ft versus 10ft. I'm easy either way, and no need to retcon previous rounds ofc]

[You're right, my bad, if you are not there when the spell is cast, no save needed.

For diagonals all works for me. Since you started using 10' diagonals, let's stick to that.]

So situation should now be Drow3 up, if he is still alive (he has to save vs Aster's Frost Fingers for half damage - and Assassin has to save vs new Entangle to avoid being restrained):

Initiative Order:
Clara 
Drow 1
Khessa
Aster 
Drow 2
Drow 3  <--- Here
Drow Assassin (Blue)
Drow Spellcaster (Purple)
Song

Save for Entangle: 3

Save for Frost Fingers: 8

"Like worms in the earth..!" The drow spellslinger spits, annoyed that you are not taking down the easy prey. 

The lone drow woman by Aster grits her teeth as she attempts to strike him down. (Attack: 18 Damage: 5 piercing)

The male drow, grasped by the vines, smirks as Khessa finishes her saying. "It is not just you who has magic." He poofs away and reappears by Song, cutting at her instantly with his shortsword! (Attack: 24 Damage: 5, if hit, she takes an additional 12) He then flips out a dagger and holds it up, ready to stab at her with it.

[It will be an arcana 13 check for Khessa to personally know it was Misty Step which was cast!]

The spellslinger smiles sickeningly sweet at Song, whispering to her, "You are quite the lovely worm, perhaps you should wriggle for me." (Spell cast at Song charm person.)

If the spell succeeds, let me move the spellslinger before Song's turn, please~

Initiative Order:
Clara 
Drow 1
Khessa
Aster 
Drow 2
Drow 3 (-8, bloody) 
Drow Assassin (Blue) 
Drow Spellcaster (Purple)
Song <--- Here

Song's will save: 17

Quote from Painted_Beyond >>

Song's will save: 11

 I think it's a fail... feel free to move the spellsinger. Plus, in Song's turn, she will not act against her, right?

Oh, wait, she had to save at advantage, since the drow were fighting her. I roll a 2nd save  if better we kerp that. 

Come on Song... 10