We are going with rule of cool on this one 

Quote from Bushawk >>

We are going with rule of cool on this one 

Sounds great.  I think Aino and Casey have used their reactions but Kileprat and Storm might get opportunity attacks?

(Cool- I didn’t know that distinction.  I

Order: Thug Leader, Thug Group 1 Aino, Storm, Thug Group 2, Thug Group 3 Kileprat, Casey, Thug Group 4

Kileprat and storm still have an AOO if they have a reaction left. 

Thug Group 4 is up. 4 of the 6 run after seeing their leader break ranks.

The 2 remaining will rush in to attack.

The first attacks Casey miss (rolled a 13)

The second attacks Aino rolling a Nat 20 for 10 damage. 

I'll wait for the Opportunity attacks before ending the round

Ouch, Aino sure gets a lot of nat. 20s rolled against her.  Marked off the 10 damage.

DC10 CON Save to maintain concentration on Web:  She has a +11 on her CON Save while bladesinging so automatically passes.

Hopefully she can get some nat. 20s herself.  With advantage and Elven Accuracy, that's 3d20s, so she should CRIT 1/7 of the time roughly.

Attack of Opportunity: Nat 20 for 28 total to hit, Damage: 17 unless it’s max, then it’s 22

(Nice!  Yes Casey doesn’t get an aoo.  Still learning Bard rules, thanks for the help.). 

DM: Nat 20s are always max. And Tybard the dice just love you lately been rolling a d4 to see who a target attacks and you just seem to be blessed?

As the Thug leader turns to run. You poke him in the back with your weapon. Some how you find that perfect hole. He does a very loony toons hop away

Not sure that Kileprat would get an aoo.  She had a reaction attack with last Quip already.

That's right, you did use your reaction. Well end of round.

Order: Thug Leader, Thug Group 1 Aino, Storm, Thug Group 2, Thug Group 3 Kileprat, Casey, Thug Group 4

Thug leader is up. He considers for a moment if this is worth dieing for. Realizes he dead either way if he does not kill yall. And charges back in to the fight.

He will attack storm seeking revenge for the poke. The leader will attack 2 times with his scimitar and once with its dagger. 

First 17 is a miss, second 19 is a hit and the dagger is a non nat 20 to hit for 10 total damage.

Thug Group 1 is up. 2 if them is left.

Thug vs Aino. Nat 1. He goes to attack you but let's go of his scimitar.

Thug vs Storm. 18 is a miss on first attack second is a nat 1 lol he also drops his scimitar.

Aino and storm are up

(Yep - Kileprat also had used up her reaction, good catch.  It reset just now after that on her turn.)

Aino already has advantage from her Silvery Barbs so Thumbtack flies in the face of the thug leader.  Next attack against them is at advantage.

She continues to concentrate on Web - still covers whole rooftop where group 2 is, so they have to re-make a DC 15 DEX Save or be restrained again if they are not already restrained from last round (speed 0, disadvantage on attacks, advantage to attack them, disadvantage on DEX saves).

Free action / bonus action / 40’ move if allowed - she picks up the dropped scimitar of the thug in front of her and stows it in her belt with a wink.

Aino then attacks the same thug in front of her, with her Rapier, +1 this time using the Green Flame Blade cantrip.
To hit (advantage from Silvery Barbs and Elven Accuracy feat gives her best of 3 d20s):  21
Rapier, +1 Damage:  8 magical piercing damage.
Green Flame Blade:  Fire arcs to a different, adjacent enemy, the already injured thug in front of Storm, doing a flat 5 fire damage to them.
(Trying to finish off Storm's thug with the extra fire damage so he or Kileprat can attack the thug leader with advantage from Thumbtack's help).

Storm takes a step back from the blows landed by the Thug Leader.  Blood can be seen dripping from between the seams in his armor. A loud roar thunders from deep in his throat as he slashes out "Die treacherous scum!"

Shatterspike w/ Adv vs Thug Leader: Nat 20 again for 28 total, Damage: Max for 22

OOC: Just realized I forgot to rolls my concentration checks for Hunters Mark, but it doesnt apply vs the Thug Leader anyways.  I made 3 rolls and all passed.

Hit. The leader is looking real hurt

Group 2 is up. 

Now 5 of the 6 are restrained and the 1 who is not will flee. With disadvantaged the 5 shoot at the party.

So all miss and 1 of them rolled a Nat 1 with max damage. The D4 hit the leader so...

A volly of bolts fly towards the party. a few miss a few bonce off armor. The Thug leader slumps to the group with a bolt in his neck.

There is chaos. All of the enemy flee. 

You all get one action before they escape of yoy want it.

Casey shoots the most injured one (assuming the leader is down) for 24 to hit and 6 points of force damage.

she yells out “I’m hopin ye learned yer lesson    .  Let ‘em who hired ye know we’re not to be trifled with.!” 

With her turn as the thugs flee, Aino sends Thumbtack once more to fly in the face of the injured thug just in front of her (help).

Attacking with her Rapier, +1 and the Green Flame Blade cantrip at advantage (best of 3 d20s due to Elven Accuracy):
Attack is NON-LETHAL against the already injured thug in front of her - she would like to keep one of the thugs unconscious but alive.
To hit:  28 (NAT. 20 - only needed 2 d20s, did not roll the 3rd).
Rapier, +1:  14 (minimum for crit 7 * 2) non-lethal magical piercing damage on thug who had already taken 8 damage from her earlier.
Green Flame Blade:  green fire arcs to an adjacent thug who takes 5 more flat fire damage (which is lethal).

No bonus action.

If the 14 non-lethal damage (22 total after previous attack) is enough to knock out the thug, Aino ties them up with her rope for later questioning.

The Thug trips from yalls attack hitting the ground. Out but alive.

Kileprat screams at the top of her lungs...

"That's it?  That's all you got?" She gives a banshee scream after the fleeing party. "Aaaaiiieeee."

She goes to help stabilize and bind the ones still alive.

after the combat is over, Casey wipes some of the blood off her face and says “Welp, I’m out o’ magics now, ‘ceptin some tricks whot this Bandalore kin do.  Hope that’s the last surprise o’ the night.  Let’s see what this here thugs’ got on em, mayhap make it worth some o’ the pain n sufferin”..   she searches the leader’s body, taking anything of interest or value for the group.   Finally, she holds up the copper coin the leader had insulted them with at the start of the fight.   “Mayhap we should call ourselves the Copper Crew, or to use the term we sailors use fer the coin- the Nibs?   Don’t feel like ye have to humor me if you don’t like..   methinks this one’s a good luck Nib.  “She kisses it and tucks it in a pocket, and continues- nodding towards the unconscious thug… “I’ll help with askin thot one some questions, real friendly-like, when we gets back to the tavern.  But we probably should gets movin afore someone else decides we’re worth a shot.”

Storm still had an action if he wants one.

Casey as you loot the body you find. 6 platinum and8 gold. You assume it was coin skimmed off the bribe. You also find a note that reads.

Kill them either way I don't want to chance it in the arena.

And he has 2 potions of healing. 

Quote from Tesservett >>

after the combat is over, Casey wipes some of the blood off her face and says “Welp, I’m out o’ magics now, ‘ceptin some tricks whot this Bandalore kin do.  Hope that’s the last surprise o’ the night.  Let’s see what this here thugs’ got on em, mayhap make it worth some o’ the pain n sufferin”..   she searches the leader’s body, taking anything of interest or value for the group.   Finally, she holds up the copper coin the leader had insulted them with at the start of the fight.   “Mayhap we should call ourselves the Copper Crew, or to use the term we sailors use fer the coin- the Nibs?   Don’t feel like ye have to humor me if you don’t like..   methinks this one’s a good luck Nib.  “She kisses it and tucks it in a pocket, and continues- nodding towards the unconscious thug… “I’ll help with askin thot one some questions, real friendly-like, when we gets back to the tavern.  But we probably should gets movin afore someone else decides we’re worth a shot.”

Aino would have initially, bloody-mindedly, wanted to stuff the copper in the dead thug leader's mouth, but she likes the idea of it being a lucky copper or nib, and is open to the idea of "Copper Crew" being the name for the band, though not 100% sure.

She is absolutely down for some pointed questioning of the captives by Casey, though she will be watching like a hawk (Investigation) to try to pick up details on who sent them and the main power brokers in town.

In a morbid twist, she helps pile up the corpses, including the leader, setting them at a jaunty angle, as if they had just been carousing and fallen down.