The Sky Nest appears to be an upper class establishment. As Baern and Veruza watch from across the street, they notice that the clientele just appear to be walking in and either led to a wide doorway (no door, just a doorway) on the right side of a hall which appears to be a restaurant from what they can see through the windows, or led to a wide doorway (again, no door) on the left side of the hallway. They cannot see the room on that side of the hallway as it doesn't have any windows out front. That outer wall has a large sign proclaiming the name of the establishment with what appears to be a picture of the building hanging a bit over the city with a view of the city below. From the illustration, it looks like the back side of the building has a balcony of sorts which hangs over the city.
All of the clientele appear to be fairly well off and well dressed. Only a few have what might be considered bodyguards, but the bodyguards are nearly as well dressed as the clientele and all of the bodyguards are in Leather armor or no armor. The bodyguard types also have peacebound weapons. It doesn't look like the type of establishment where fights break out or where anyone is allowed to fight.
As far as they can tell from across the street, the employees at the Sky Nest appear to be Kenku with exception of the maitre de, who appears to be human. They also notice that two guards are standing outside. These guards are heavily armed and armored. But after watching for about an hour, a patron comes out of the inn and starts heading down the street. One of the guards falls in behind him and it immediately becomes apparent that the guard was actually a bodyguard that wasn't allowed in.
So, a PC could be heavily armed and armored, but s/he would be outside and unable to see or hear what is going on inside and it would take time to force his/her way into the building.
One final note. Every patron heading in is either a man (or group of men), or a man with a woman on his arm. This appears to be a gentleman's club. Woman appear to be guests, not patrons.
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In real world terms, no jeans, no sneakers. A man would be wearing a nice jacket and tie, and a woman would be wearing a nice dress (and not a business suit).
This means that the PCs probably won't get in if they bring in any backpacks or two handed weapons. No bows, no staves, no halberds, etc.
Anything that the PCs bring in would have to fit in a single belt pouch or either the PC will look conspicuous, or they might not be allowed in. Even something as large as a tome or ritual book would be difficult to smuggle in. Nyar's googles would look out of place in an instant.
A single medium or smaller sized weapon would be ok if it is peacebound (i.e. tied so that it cannot be pulled out quickly), or if it were extremely well hidden. Ammunition type weapons like a single Javelin might be ok, but it too would need to be peacebound. Having two weapons, even peacebounded, might or might not be considered aggressive.
It doesn't look like you would easily be able to sneak anything in as the type of clothing worn by the well to do is not baggy. Most of it is fairly well form fitting. Even a cloak will only hide so much and large protrusions (like a two handed weapon) would be obvious.
Armor is also a problem. If you are posing as a bodyguard, Cloth, Leather or Chain armor (behind a tunic) would be ok if cleaned up well. But, Hide, Scale, Plate and Shields are out of the question. Note: nothing stops one PC from temporarily using the armor of another PC. In other words, if a PC normally wears plate but another PC is posing as a normal patron, then the first PC could wear the chain armor of the second PC since the second PC will not be using it.
None of the clientele are wearing any sort of armor or carrying weapons, so whomever is posing as an upper class patron would not be wearing any armor or carrying any sort of obvious weapon either. Anyone posing as a patron or guest would not have an obvious weapon, would not be wearing armor, and would not be wearing bracers, gauntlets or gloves (unless the gloves are elegant for a female guest).
Since this is a much better part of town, the PCs could probably find a nearby inn where they could get a room to stash their excess equipment and it would not be disturbed (2 GP). They could also disguise themselves there.
I'd like each player to list exactly what equipment they are bringing in and whether it is obvious or hidden and I'll need a Disguise roll (and possibly Aid Another Disguise rolls) from someone in the group for each hidden object (it doesn't have to be the PC carrying the item). Anything in a belt pouch will be automatically hidden with no disguise roll needed, but that's not a problem.
Please list three things: what is in a belt pouch, what is out and obvious, and what is out and hidden for your PC.
A bulging belt pouch would also be obvious. The idea here is infiltration, not smuggling.
A wand or small weapon like a dagger would fit into a belt pouch, but larger items would not. Carrying 2500 gold pieces (50 pounds) in a belt pouch isn't going to work either (any money you leave in an inn room is totally safe). What you bring in should be reasonable. And, the group will need to bring money into this place if they are going to pretend to be patrons. Running up a restaurant bill and then not having money to pay for it would be more than frowned upon.
I also need a detailed description of how Cairn is being disguised, what he is supposed to be disguised as, and I'll need a Disguise roll for that.
Cleaning up would also be a very good idea (trimming beards, washing bodies and clothes, perfume, polishing up armor/weapons/boots, etc.). The patrons here are well to do and wouldn't be caught out dead with ragmuffin adventurer type bodyguards.
Anyone posing as a patron type would need nice clothes (30 GP) and anyone posing as a bodyguard would need reasonably decent clothes (10 GP). It doesn't look like you will get into this place at all if you look scruffy at all.
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