I know that halflings can hide behind people, that's their special thing. But could a Small-sized non-halfling with Skulker hide behind a Normal-sized party member and claim the partial concealment needed for a Stealth check? This feels cheesey.
[RPG] Can non-halfling Small characters hide behind Medium allies
creature-sizednd-5estealth
Related Solutions
For Vision, Daylight and Bright Are The Same
For vision and hiding purposes, there are only three levels of light, as you mentioned. Bright, Shadowy, and Darkness.
"Bright" in this case means it's bright enough that there is no hindrance to vision at all. "Shadowy" grants concealment, and Darkness creates effective blindness if you can't mitigate it.
So yes, for these rules, a torch you're holding and the sun are the same thing, within the "bright light" range of the torch (20'). Outside of that range, the torch stops providing bright light. Get some distance on someone with a torch and you move into shadowy illumination against them instead. (If you have different vision modes than they do, you could actually have different conditions to see them then they have to see you, depending on the light.)
example:
If you're holding the torch, you're in bright light and can't Hide without Cover.
If someone else is holding the torch and you're 5' away from them, you're in bright light and can't Hide without Cover.
If someone else is holding the torch and you're 25' away from them, you're in shadowy illumination. That grants you Concealment, and you can Hide.
The same rules apply for any light source, you can use the Vision and Light table for the effective ranges of different light sources.
So what's Sunlight do?
The sun creates both bright light and bright sunlight. The difference is only in the case of monsters or effects that mention something related to that, like an Orc:
Orcs are dazzled in bright sunlight or within the radius of a daylight spell.
A torch doesn't generate bright sunlight, so in this case it's different.
This Creates Lots of DM Interpretation
As you noticed, this gets confusing pretty fast when Shadowdancers get involved. Just what is "some sort of shadow", and where is it? Ask your DM. It's relative to the light, the position of the light source, the size of the thing casting the shadow, and the rules don't have anything to say on the matter whatsoever.
How big a shadow do you need to use it? Doesn't say. How much shadow is enough shadow to shadow jump? Doesn't say. How long is the shadow being cast by the enemy in front of me? Doesn't say. (This is probably why Pathfinder changed the wording on some of these abilities to be near "dim light" instead, which is more of a known rules thing than "some kind of shadow.")
As a DM dealing with a player who uses these abilities, it can get pretty confusing to try and sort out. It's actually easier in a dungeon with no light of its own, because if some player is carrying a light source, we can map it out on the board pretty easily relative to them and see where the shadowed areas would be (and which direction the player shadows are going, if you want to hide in the shadow of the Wild Shaped Druid).
But in an outside area at 5pm? Where are the shadows in that? It's a lot of work to sort out exactly how it all works, and it's often easier to come up with a simple rule of thumb and apply that rule of thumb consistently.
Hide
The one exception you mentioned is "how dim is dim enough?" In order to use Hide, you need concealment. Shadowy Illumination provides that. So you need to be in Shadowy Illumination, which is going to depend on what the area's light sources are (but most of those have a radius of providing light, and the table in the first link I provided has those distances).
You also need to be not being observed. If they're watching you, even with Shadowy Illumination, you can't use Hide. "Watching you" basically means they can see you at all, because in D&D vision is omnidirectional: characters are looking in every direction on every turn.
That's part of what makes Hide in Plain Sight so good (with HiPS, you can use Hide while being observed).
You are correct: generally, you cannot hide behind another PC or creature and make a Stealth check.
However, lightfoot halflings can do so (they make great rogues for this reason), if the creature is one size larger than them (which includes Medium-sized PCs).
The Skulker feat (PHB, p. 170), though, does not allow hiding behind PCs. It allows hiding in "lightly obscured" areas, but no other situations (beyond the normal stealth rules). PCs provide half cover, but no obscurity, so Skulker does not apply.
Also, remember that the rogue needs to use either their action or bonus action to Hide (other characters can only use their action to do so). This means that they can't effectively use Two-Weapon Fighting and hide regularly.
Ultimately, this merely allows the rogue to get her Sneak Attack off every turn. Contrary to what you are thinking, this is not overpowered in any way. This is the rogue working as designed.
At low levels, the rogue can be quite good, especially when you factor in advantage. However, as you level up, the rogue's damage, because it always depends on the single attack, will fall off the table compared to other classes.
So, while this may seem overpowered, rogues are supposed to be able to get advantage fairly easily, and to be able to perform Sneak Attacks on pretty much every turn; this is the only way they can consistently compete for damage, especially as things level up.
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Best Answer
No
Being behind another creature does not allow you to hide.
The rules
To attempt to hide from a creature you must be not be seen by it (PHB p. 177). The Skulker feat allows you to try to hide when you are lightly obscured from the creature from which you are hiding (PHB p. 170).
A lightly obscured area is defined as such:
A character sitting behind another one (be it an enemy or a friend) - regardless of their relative size - benefits from half-cover (PHB p. 196). This does not affect the lighting conditions and visibility of the general area (unless the creature you are hiding behind is accompanied by a dreadful aura of darkness, but in that case you or your enemy probably have bigger problems on your hands).
The intent
Hiding behind other creatures was clearly meant to be "the thing" for halflings, so allowing it for any character would be taking away from their flavor.