My big issue is this: Four tiny creatures fit in a square, yeah? And it has a reach of 0, so it has to move into the square to attack. Do you think it's necessary to indicate what side of the square it occupies? Before anyone says, "no, why would it?" allow me to say: flanking. How the heck does flanking work with tiny creatures? I can't seem to figure it out/find it in any book. Is it buried in the DMG somewhere that anyone knows of?
Now, the easiest way to deal with this is to just say, no, it can't flank.
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Any thoughts or resources for this issue?
As far as I am aware, there are no rules requiring a Tiny creature to specify which side of a square it occupies, so my answer would be "no" on that one.
Also AFAIK, there is no rule saying Tiny creatures don't flank either, so that means they flank just fine.
Now, I don't know the final answers. But I can tell you need to read the rulebook the way it was meant. And that means you need to assume any perceived rules omission is
intentional rather than
accidental.
In other words, if the rulebook doesn't say Tiny creatures work differently when it comes to determining squares and flanking, then they simply don't work differently! It isn't that the rulebook "doesn't cover tiny creatures" - it's that tiny creatures work exactly the same as everybody else, except when specifically mentioned otherwise.
(Besides, requiring Tiny creatures to keep track of square sides is complicated. And 4E isn't about complicated. It doesn't sound like a 4E rule to me. And denying Tiny creatures a central concept like flanking is, as you say, completely out of the question. Not getting to do OAs - without a reach weapon - is bad enough.)
The rulebook simply leaves it up to you to explain or picture
how this works...
And if you ask me (again, assuming no one finds any rules references to the contrary) I would interpret this that 1-4 Tiny creature(s) whizzes about inside its square, continuously covering it in its entirety, thus providing flanking just like a Medium character.