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Does the Bugbears "Sneaky" trait always apply? Fitting into small places when larger than medium

RAW: What we know Bugbear PC's, as of MotM, are size Medium. And as you note, they have the trait Sneaky, which allows them "without squeezing, [to] move through and stop in a space large enough ...
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Does the Bugbears "Sneaky" trait always apply? Fitting into small places when larger than medium

The squeezing rules have problems The Sneaky trait gives you this ability: without squeezing, you can move through and stop in a space large enough for a small creature. The space required for a ...
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Volume of Darkness (spell) interaction with Enlarge creature

It emanates from the corner of a square you chose Darkness is emanating from a point, which can be on an object and moves with the object: Magical darkness spreads from a point you choose within ...
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