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"Hmm," the Nomarch muses, rubbing his pink hands together merrily, "yes, I think that would do!"
"The rules are simple; you and Ulvalga enter the pit and engage in bare-fisted combat, if you can last for at least 60 seconds, you win!" he smiles narrowly at Samant, "Think you can manage it?"
One of the half-orc women at the Nomarch's side looks over Samant appraisingly, then leans behind Iates to whisper something to the other half-orc, who lets out a surprisingly delicate giggle through her small tusks.

Samant Blath'tan |

[b]As much as I hate striking a woman, I will do what needs to be done. [b] Samant then takes off his baggy scholors shirt revealing the hide armor underneath, then hands his clubs and three daggers to Zeldin, also removing the hide armor. Despite his quiet presense Samant is a very physically well built. Samant then scrambles done into the pit.
Preemptive initiative check 1d20 + 2 ⇒ (11) + 2 = 13

Zeldin Tarr |

Sir Iates, Zeldin interrupts,I know I am as eager to see this fight as you are, but sending my compatriot bruised to pursue this task puts us at an immediate disadvantage.
So far as letting us go... We are asking only for the key. We are willing to perform a valuable service, and have not asked for recompense. It will only serve to show your resourcefulness if we are allowed to perform this feat with no cost to the taxpayer.

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did my post get eaten? It says it's there but it's not showing. I'll give a little more time and then repost.
I've found that if you go to your post history in your profile, missing posts appear there, if you edit them they usually show up in the thread. But if it's been more than an hour that won't be an option.

Samant Blath'tan |

As much as I hate striking a woman, I will do what needs to be done. Samant then takes off his baggy scholors shirt revealing the hide armor underneath, then hands his clubs and three daggers to Zeldin, also removing the hide armor. Despite his quiet presense Samant is a very physically well built. Samant then scrambles done into the pit.
Preemptive initiative check
1d20 + 2 ⇒ (17) + 2 = 19

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"Nonsense!" Iates says brashly to Zeldin, "surely healthy Pathfinders such as yourselves won't take long to recover."
As Samant lowers himself into the pit, Ulvalga moves away from the wall of the pit and readies herself to meet her latest challenger. She still carries a few bruises from her fight against the dwarf, who has now been lifted out of the pit and is having his wounds tended, but she seems unconcerned by them.
Iates looks between the combatants to confirm they are prepared, then turns the hourglass, "Begin!"
Initiative for Ulvalga: 1d20 + 1 ⇒ (11) + 1 = 12
I would post a map, but it hardly seems necessary for something this simple.

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Samant rushes forward and catches Ulvalga hard on the jaw before she has chance to react, raising a surprised gasp from many in the crowd as she reels back. The muscular woman doesn't fall so easily though, and launches a punch of her own, 1d20 + 6 ⇒ (5) + 6 = 11, 1d3 + 3 ⇒ (1) + 3 = 4, but fails to land the blow in her disoriented state.
Approximately 1/10 of the sand has fallen through the hourglass.

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Samant's fist narrowly misses the half-orc's head, and she takes advantage of his unbalanced position by bringing her hand up against his arm, Attack of Opportunity 1d20 + 7 ⇒ (7) + 7 = 14, 1d3 + 3 ⇒ (3) + 3 = 6 non-lethal damage, then forces her elbow forwards into his chest, 1d20 + 6 ⇒ (3) + 6 = 9, 1d3 + 3 ⇒ (2) + 3 = 5, but he manages to step back with her second blow, absorbing its impact safely.
Approximately 2/10 of the sand has fallen through the hourglass.

Zeldin Tarr |

Zeldin sighs in a slightly exaggerated manner. I am still not seeing what this fight has to do with an exploration of the tower. This is entertaining but in the end, if he is badly hurt then we have no deal. You will have to figure this tower out yourself and the people of this quarter will know that you passed a free opportunity to handle this and instead chose one that will expend their tax money.
Intimidate 1d20 + 6 ⇒ (13) + 6 = 19(I hope this is the right skill choice)

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Ulvalga easily sidesteps Samant's cautious attack, responding with a pair of blows aimed at his now exposed flank, AoO 1d20 + 7 ⇒ (3) + 7 = 10, 1d3 + 3 ⇒ (2) + 3 = 5 non-lethal, and, 1d20 + 6 ⇒ (19) + 6 = 25, 1d3 + 3 ⇒ (2) + 3 = 5 non-lethal, but only connects with a single fist.
About 3/10 of the sand has fallen.
"oh very well," the Nomarch grumbles, "I can hardly end the fight now that it has begun, but I see the advantages in having your companion in full health if he is to enter the keep... I'll have my healers take good care of him after he's finished."
1d6 ⇒ 6

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Tossing his gear to the side, and grinning widely, Zeldin jumps into the ring.
Initiative1d20 + 7
Calix, since this is just about draining the timer, I want to just try to hold her in a bear hug. I am not sure how to do this with Pathfinder.
That would be a grapple.
The pit is about 10' deep, so to jump in you'll need to make a DC15 acrobatics check to avoid damage, or you could climb down with a move action.
Nik aka Nicephora |

"I don't think the sewers is the way to get in. I think Lady Anita was wise enough not to have any dangerous connections between the sewers and her place. I think we should go in through the main door using this potion Great Desna was gracious enough to put in her humble dancer's hands!"

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"Had enough, little boy?" Ulvalga teases through a tusky grin as Samant eases his assault, following up her words by sweeping her legs around to trip him, 1d20 + 6 ⇒ (12) + 6 = 18, but thanks to his defensive posture he keeps his feet.
Zeldin climbs down into the pit and makes his way across towards the fray. He doesn't make it far enough to try to grapple this round, but he'll be able to try next round.
Approximately 4/10 of the sand has fallen.

Samant Blath'tan |

Do I get an AOO for the trip?
Samant, a little annoyed by the taunt lets out a beastial roar (Rages), and steps forward swingin with all he has (Power Attack)
1d20 + 4 ⇒ (14) + 4 = 18 1d3 + 4 + 2 ⇒ (2) + 4 + 2 = 8
Also if I get flank +2 to the roll to hit. Hopefully she doesn't have Combat Reflexes and I soak her AOO for you Zeldin

Daryan Sadotra |

Do I get an AOO for the trip?
Samant, a little annoyed by the taunt lets out a beastial roar (Rages), and steps forward swingin with all he has (Power Attack)
1d20+4 1d3+4+2Also if I get flank +2 to the roll to hit. Hopefully she doesn't have Combat Reflexes and I soak her AOO for you Zeldin
You don't threaten her square, so it shouldn't provoke from you, I don't think. You're doing well.

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Samant: It's a combo between the total defense and the fact your fighting unarmed, either of these on their own would mean you can't make attacks of opportunity.
Zeldin: You can make a stealth check, but she'll get a bonus to her perception check since there's no actual cover, you're just relying on her being focused on Samant.
Samant's desperate blow lashes out, but Ulvalga moves to intercept his arm, AoO 1d20 + 7 ⇒ (5) + 7 = 12, 1d3 + 3 ⇒ (2) + 3 = 5 non-lethal damage (I think this leaves Samant staggered), but she fails to prevent his blow from landing. I'll wait for Zeldin's stealth check before posting her action.

TheChozyn |

Samant: It's a combo between the total defense and the fact your fighting unarmed, either of these on their own would mean you can't make attacks of opportunity.
Zeldin: You can make a stealth check, but she'll get a bonus to her perception check since there's no actual cover, you're just relying on her being focused on Samant.
Samant's desperate blow lashes out, but Ulvalga moves to intercept his arm, AoO 1d20+7, 1d3+3 non-lethal damage (I think this leaves Samant staggered), but she fails to prevent his blow from landing. I'll wait for Zeldin's stealth check before posting her action.
If she hit Samant is staggered, but thankfully due to rage not knocked out

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Natural 20s are only automatic success on attack rolls, combat manoeuvres and saving throws, on skill checks it's just a good roll.
Perception 1d20 + 1 + 5 ⇒ (7) + 1 + 5 = 13
Ulvalga senses victory is imminent and sends an open handed punch towards Samant, her attention entirely focused on him as Zeldin moves behind her, 1d20 + 6 ⇒ (2) + 6 = 8, 1d3 + 3 ⇒ (2) + 3 = 5 nonlethal. Zeldin wraps his arms around her just as she leans into her blow, his interference enough to throw off her aim, but he is unable to hold on for any longer.
The hourglass is about half empty.