Jenna Drax:
I thought the most effective disguise would be the real thing - make up can run in the rain, be detected, etc. If no one feels their character would be willing to do it though that's fine.
The other Four like Jenna too much to do that to her!
That's a fair point about the rain, though. Lenore, being a woman, and wanting to be helpful, will punch Jenna in the face, if the cleric insists. Moreoever, Jenna can roll her Medicine skill to make her injuries, real and pretend, appear more realistic.
I reread the skill check rules and here's how I am going to roll things.
Corros spent his Inspiration, so although he's untrained in performance and deception, and therefore can't add his proficiency bonus to either roll, I'll roll once for the former with advantage as a result of the Inspiration. Also, since, he's untrained, he can't help another by transferring that advantage. His CHA is pretty high, so he might still get lucky on one of his two performance rolls.
Gronk's trained in performance and intimidation. He's going to help Nic with the former, giving the rogue advantage on his performance check. I'll also roll an intimidation check for Gronk. That will be at a DC of 20 since the gatehouse guards outnumber the Four and are in a fortified position of strength.
In effect, that'll give you two shots at bluffing your way past the gatehouse (DC 15), both of which will be rolled with advantage, and one shot at intimidating them into opening the gate (DC 20). I think that's fair.
Good luck!
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This message was last edited by the GM at 00:00, Fri 22 July 2016.