Slow Jack steps back and ducks as he watches his opponent swing.  He puts his finger up to his head, and utters a word of power.

"DOL"

Regardless of the effect, he than swings his staff in a high arc, smashing it down on his opponents head.  Finally stepping to the side 15 feet...

Actions cast Tasha's Mind Whip     Intelligence 14 or take 7 and suffer the effects, otherwise only half damage

Spend two sorcery  points to Cast Booming Blade and attack with Staff.

Attack: 23 Damage: 8

Add booming blade damage  5

Opponent has opportunity attack at disadvantage.  If you move again you will take 2d8 more booming blade damage..

Intelligence Save[DC 14]: 11.

Bonus Action: Second Wind for 8.

With his mind wracked with pain, the added bonk to the head hardly registered beyond Challub's head naturally bowing from the blow. Slow Jack's moving away hardly even appears to register on the half-orc's face... not that he could see him in the first place in order to do anything about it. 

Using what little mental power that can be mustered, Challub takes a deep breath, and focuses all his energy into keeping up a token defensive stance with his shield positioned in the direction he last heard the Tortle, and try to get back some semblance of focus. 

Slow Jack remains impressed by his opponents stoicism, and will again focus his magic on his opponents mind.  "There some more of that old boy.. Shadow got's lots for you   -DOL-"  He also begins to refocus his magical energies as he grips his staff and prepares to enter combat.  

Actions cast Tasha's Mind Whip   dc14    or take 9 and suffer the effects.

Bonus Action convert 1 3rd level spell to spell points..

Intelligence Save[DC 14]: 3.

(Shocker... )

"Keep... it... together..." Challub said through gritted teeth, only to choke out an outcry of pain as his mind again rattled with it. In closer to a blind fury befit his orcish heritage, the half-Orc flung his spear in the last direction he heard the sorcerer. Then drew another only to send it flying as well. But hearing both crash and probably shatter against the wall leaves the man growling now in annoyance.

Action: Attack w/ Thrown Spear.
#1 To Hit: 23 For: 9 piercing damage.
(Free Action to draw a second spear)
#2 To Hit: 10 For: 9 piercing damage.

(Forgot to take the dueling fighting style damage out of that, but it didn't matter.)

Slow Jack spins his staff in the air, casting yet again but this time approaching his enemy as well, calling on the power of thunder to add strength to his attack....and dancing back out of range as soon as he is done....

Actions cast Tasha's Mind Whip     Intelligence 14 or take 11 and suffer the effects, 

Spend Sorcery points for Booming Blade Attack   Attack: 25 Damage: 6 

add 5 thunder damage for booming blade.

if Challub moves he will suffer another 2d8.

If you make the save there is also an Opportunity attack...

Intelligence Save[DC 14]: 1.

(Totally nailing it this time...)

Challub reels under the effect of the spell, only to stagger away seconds later beneath the blow of Slow Jack's attack. He starts to go for another spear in his fury, only to hesitate for a moment. Then with a sigh of defeat, both hands go up. "Aight, aight... that's enough. I know when I'm beat. I'm surrendering." He states with his head lowered.

Action: Attack w/ Longbow.
#1 To Hit: 15 For: 9 piercing damage.
#2 To Hit: 7 For: 8 piercing damage.

(Don't... know why I bothered. lol. Also forgot I still had my shield out.)

The Darkness in the arena is dispelled. The grumbling spectators erupt into a mix cheering and booing. Ladders are dropped into the arena allowing the participants to climb out of the pit. 

The next pair of gladiators are herded to the edge of the pit.

YAY!

As the next pair of gladiators come to stand at the edge of the pit, a platform rises from below the 30' wide round pit. 

Describe your character as you step onto the platform.

A Kalashtar with black limbs steps onto the platform.

'No, no please no not this TI-'

His eyes pitch over into pure blackness.

'I am Kipp of the Unkillables, but when I slip, I lose control. It is time for you to learn pain in the name of the Dreaming Dark.'

*I lost control to the dreaming dark when I started raging

Inititave 24

*BTW, my sibling joined with 0-86, but has lost intrest*

a Tall, lean human strides pridefully to the edge of the pit, fingering the trigger of his hand crossbow with casual ease. his build is light and tall. he has black hair, blue eyes, and olive skin. his eyes are hard, with little sigh of emotion as he walks. across his face is a long, angry red scar, looking like he was scratched by a 3 clawed animal, giving him an intimidating look. he is wearing full leather armor, studded with pieces of metal for extra protection, and colored a dark grey to blend into a dark backdrop. at his belt are two short swords, made of a dark metal, obviously deigned for nothing other that killing. in his hand is a small crossbow, loaded wit a deadly bolt. he holds it with familiar ease, holding it so easily it's obvious he has practiced with it. 

seeing the platform, he does not hesitate. he strides onto it. his eyes are only focuses on his enemy, his eyes full of nothing but determination. 

"well well, they sent a weakling to face me. I guess this will be an easy victory." he says disdainfully. "shall we begin?" he asks, loud enough for the crowd to hear, leveling his crossbow at his opponent. 

initiative: 22

Attack: 22 Damage: 8

Attack: 24 Damage: 7

My blades answer for me as I sniff disdaifully.

((OOC: we should probably wait for DM. and your not in melee I don't think, so you have to walk into melee, which you did not say you did))

((also OOC: DM, can we have a map of the area? how far apart are we? stuff like that))

I race up to you (there, fixed)

It is a 30FT circle

reaction: uncanny dodge to take half damage from the first attack.

((both hit.))

as 2 gashes open up on the human's flesh, he stands calmly in melee aiming his hand crossbow. "oh wow. you have fancy swords. I guess I'm doomed..." he says sarcastically, letting a quarrel fly. then, in a blur of speed, he quickly reloads his crossbow, and fires again in the same instant!

Attack: 9 Damage: 18

Attack: 5 Damage: 21

'More for me, less for you, meinfretter!'

Attack: 9 Damage: 9

Attack: 25 Damage: 11

((both hit again. ))

reaction: uncanny dodge to take half damage on your second attack.

the human begins to feel agony, as his wounds get worse. "I will fight until I can't stand. I will not give up" he says, gritting his teeth from the pain. he shakily levels his crossbow, and fires twice more.

Attack: 6 Damage: 18

Attack: 9 Damage: 17, an on a hit, DC 13 con save or poisoned for an hour. fail by 5 or more, and your asleep