(Always a minimum of 1 damage, even with penalties.  Give it a shot, it may be satisfying. :) )

Solsis nervously chuckles at the tiger standing before him. "O-okay. If you don't fear the light of cr-creation then, how about the breathe of the void." He snaps his fingers, then blows a chilling wave of frost(DC 13 Con or take 4 and disadv. on next weapon attack) at Ugo-Tiger.  "Fight, Agne. Keep Fighting." Soon as the last word slips out, a divine glow(7) surrounds Agne, returning some of his strength. As that happens, he puts away his crossbow and puts up his dukes. 

If the DM is fine with it.

Unarmed OoA at Ugo-Tiger: Attack: (2)11 Damage: 1.

Con save: 14

(Guessing my turn.)

Luckster points at the barbarian attacking Taklakaka as he moves to 8E. As his Cat helps him, he fires a deadly hand at the tortle.

Attack: 21 Damage: 8 and no healing

Quote from Faux_Beau>>

(Always a minimum of 1 damage, even with penalties.  Give it a shot, it may be satisfying. :) )

(Not in 5e, that is an old rule. - See this tweet. DDB shows 0 on the character sheets for this reason)

(Couldn't find that ruling, but I thought that might have been the case.)

Nara lands a hefty staff blow on Agne.

Solsis calls down the breath of the void, but Ugunootu is no stranger to the elements.  A few of Agne's wounds close, but he's still slightly injured.

Luckster manages to land a hit on Gad, his cold hand of death clawing through his shell.

(Agne and Taklakaka are up)

Taklakaka rages once more, and slices into Gad with all he’s got, hopefully.

Attack: 20 Damage: 6

(I think that hits.... such pitiful damage)

(Did the cat really escape the vines? It doesn't matter for Luckster's attack, as he still has advantage vs. reckless Gad.  But I don't think Luckster could have broken the vines grasp with a shove unless he made the Str 13 save for the cat.)

(I shoved it onto Tak. Tak moved. Therefore, the cat on top of Tak moved too, but not with it’s own speed. Being within 5ft of Gad, it can help me.)

(Right, but my point was you're not necessary contesting the cat but the vines.  The creature needs Str save to escape, so if it's not making that roll to break the condition the rescuer needs to.)

(Shove is an action which moves the creature 5ft. Taklakaka was 5ft away. In order to not need to break vines, he shoved the cat to Taklakaka, the cat failed, and so Tak has the cat on him,.)

(I am still stuck on how did Luckster get from A-16 to E-8 without dashing or taking an Opportunity Attacks? He only 25ft of movement, and Gad is infront of the closest Gateway to avoid having to climb the fence.)

(I was a little confused as well.  I figured I had missed his movement somewhere . . .)

Quote from BoboBoombang >>

(Shove is an action which moves the creature 5ft. Taklakaka was 5ft away. In order to not need to break vines, he shoved the cat to Taklakaka, the cat failed, and so Tak has the cat on him,.)

 (I'm not buying this argument, as it presumes it's entirely up to the cat to allow itself to be shoved.  It is restrained against it's will, so it's the vines Luckster must contest with and not the cat.)

(Wrong place. Meant to say E15. Just a typo. My bad.)

(Faux, RAW, I don’t have to contest the vines to shove someone.)

Since he Reckless-ed, Luckster doesn’t need the help, and instead the cat tries to free himself. 6 and fails again.

(RAW a grapple says forced movement breaks it, restrained does not)

(True, but being restrained doesn’t stop you from riding something, nor does it stop things from moving you, nor keep your from Helping an attack.)

(So what is going on now? Are we waiting for Agne? The pace of this thread is killing me. It feels like we cant get through a round of combat without a rules debate and shits just dragging.) 

(I'm just killing time with the rules discussion; it feels like we are consistently waiting for Agne.)