The Wildemount Irregulars (2020)

Silent stays where he is and slashes again at Warrior 1's torso, sweat rolling down his face as his fear begins to mount. 

Attack 10 Damage: 15    

Auspex continues to use his Flyby ability to help provide advantage to the next ally's attack against Horse 3.

(OOC: The disadvantage is only against targets other than Magnum. I can't see if that would have been a hit at the moment.) 

Alton gives a small chuckle and pets the small dragon, "Where is a cleric or paladin when you need one, eh?" Having a better understanding from previous combat, he will disengage from the skeletal horse and move just below Magnum shouting at Art, "Quit dying over there Art, this fight isn't that bad."

Action: Disengage from skeleton horse 2
Movement: The spot below Magnum
Bonus Action: Cast Healing Word on Art for 6 points of healing

Silent's attacks on Warrior 1 have advantage, so I will roll the extra d20:  2  Makes no difference - that's a miss.

Alton, you duck down behind Magnum, with Trogdor still perched on your shoulder.  (I guess your disengage counts for Trogdor too?)

Art technically returns to consciousness, but all of this is taking a toll and he doesn't move or respond.

Warrior 1 continues to slice at the unfortunate half-elf Art:

Attack: 8 Damage: 12 minus 3 for Bane.
Attack: 10 Damage: 10 minus 2 for Bane.

Neither attack hits.  The warrior says something to Art that only Silent is close enough to hear clearly:

The Seekers of Shadows have pronounced your end, Artori Hellet.  There is no escape.  Accept death.

Horse 2 attacks the half-orc that seems to be next to it:

Attack: 26 Damage: 20

The apparent half-orc is apparent no longer. It pops out of existence; the horse doesn't seem surprised, and returns its focus to Balassar.

Round Four:
Balassar
Horse 1
Art (restrained)
Wash, Magnum and Trogdor
Warrior 2 and Horse 3
Silent, Alton and Auspex
Warrior 1
Horse 2

You now see, very clearly, six mounted Crownsguard riding directly towards you; they will reach you during this round.  The leader is a halfling woman, perhaps in her forties; you can't see much of her except the armour and helmet but she's headed right towards you.

Balassar is up.

Balassar just looks at the warrior closes to him and seeing the guards coming feels a sense of relief. He swings his scimitar at the creature and uses the momentum to flow into a second swing.

OOC:

Action: Attacking Warrior 1

Action Surge for another attack

Attack 1: 13 Damage: 9

Attack 2: 25 Damage: 8

Attacks against Warrior 2 have advantage, so I'll roll the advantage die:

For the first attack:  17

For the second attack:  7

The first swing knocks the creature back; the second swing seems to cut deeper, but this creature is very resilient.  

Horse 1 makes an attack with hooves flying, straight for Balassar's head:

Attack: 13 Damage: 8 minus 2 for Bane.

But it's an easy dodge to the side for the dragonborn fighter.

Art doesn't move.

Wash, Magnum and Trogdor are up.

Magnum.  Horse 3.  Thunder Gauntlets.  Boom.

Attack: 24 Damage: 6

Wash attempts to use his action to drag silent away from Warrior 1 and 2 as far as possible.

If for some reason he is unwilling, then this is Wash's grapple check:

Trogdor watches how Auspex seems to help out and decides to also assist, flying into Warrior 1's face and trying to project thoughts of doom to it (help action to grant advantage for next attack against Warrior 1).

Magnum,  you can't quite bring Horse 1 down, but it looks very close to collapse.

Wash, you manage to pull Art away and fifteen feet, so you and he are somewhat obscured by the massive frame of a greatsword-wielding half-orc.

Trogdor seems to have lost his sense of humour; he harries the undead creature with force and some real tinges of fury that come to you through your growing bond.

Denied his target, Warrior 2 turns to face Balassar.  Do not defend this fool.  His life should not concern you.  And he makes his two attacks against the dragonborn:

Attack: 14 Damage: 12 - minus 2 on the attack roll for bane.
Attack: 19 Damage: 12 - minus 1 on the attack roll for bane.

There is a growl of frustration from the DM undead warrior as neither attack comes close to hitting.

And now the riders appear, Crownsguard approaching with weapons drawn, dismounting and running up to the undead; no chance to attack this turn, but it seems you have allies in this fight now.

Whatever force is compelling these undead, if such a force exists, it is holding over Horse 3, though it is close to its end it makes a final attack on Magnum:

Attack: 24 Damage: 6

Without success.

Silent, Alton and Auspex are up.

Auspex uses Flyby and the Help action on Horse 3.

Silent draws in a deep breath and is about to summon an Echo again before catching sight of the Crownsguard. He turns back to Warrior 1, teeth gritted in a grimace and snarls, Seek this, asshat, before slashing angrily at the undead creature, barely registering the fact that a tiny dragon is flapping around and helping him out. 

Attack 20 Damage: 11     

Alton lets out a sigh of relief at the arrival of the Crownsguard and turns his attention to the second skeleton warrior. "Sticks and stones my break our bones, but my words cut deeper than your sword does." He says taunting the skeleton warrior casting Vicious Mockery.

Action: Casts Vicious Mockery on Warrior 2, DC 14 Wisdom save or take 1 psychic damage and have disadvantage on the next attack roll it makes before the end of its next turn.
Movement: None

(Side note: Bane affects saving rolls)

Silent, your sword strike cuts clean through the undead and drops it to the ground.  The little dragon does a loop around your head in celebration.

Warrior 2 WIS save:  2 minus 2  That's a failure.  Alton, you don't see any visible sign that your spell has worked, but you know it has.

Warrior 1 is dead.

Horse 2 attacks Balassar:

Attack: 15 Damage: 13

Finally, the seemingly invulnerable fighter takes a hoof to the face. :)

Round Five:
Balassar
Horse 1 (Bane)
Art (restrained)
Wash, Magnum and Trogdor
Warrior 2 (Bane, all attacks against have advantage, has disadvantage on next attack)
Crownsguards 1, 2. 3 and 4
Horse 3  (Has disadvantage on attacks unless directed at Magnum, next attack against have advantage from Auspex)
Crownsguard Captains 1 and 2
Silent, Alton and Auspex
Horse 2

Balassar is up.

(OOC: After killing Warrior 1, would Silent have been able to move into its space such that he gives Balassar a flanking advantage against Warrior 2?) 

Quote from MixoPhrygian >>

(OOC: After killing Warrior 1, would Silent have been able to move into its space such that he gives Balassar a flanking advantage against Warrior 2?) 

 He could if you wish.  Attacks against Warrior 2 have advantage anyway though.

(OOC: Ah, didn't see that. He'll make the move anyway.)