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Rulings
You Cannot Pass! only cares that the second creature was a legendary creature at the moment it blocked or became blocked by the target creature. If that legendary creature has become a nonlegendary creature (perhaps because it's no longer your Ring-bearer) or left the battlefield, You Cannot Pass! can still target the first creature.
You Cannot Pass! can target a creature that's currently blocking or being blocked by a legendary creature, or one that blocked or was blocked by a legendary creature earlier in the turn.
You Cannot Pass! can target a creature that's currently blocking or being blocked by a legendary creature, or one that blocked or was blocked by a legendary creature earlier in the turn.
Rulings
You Cannot Pass! only cares that the second creature was a legendary creature at the moment it blocked or became blocked by the target creature. If that legendary creature has become a nonlegendary creature (perhaps because it's no longer your Ring-bearer) or left the battlefield, You Cannot Pass! can still target the first creature.
You Cannot Pass! can target a creature that's currently blocking or being blocked by a legendary creature, or one that blocked or was blocked by a legendary creature earlier in the turn.
You Cannot Pass! can target a creature that's currently blocking or being blocked by a legendary creature, or one that blocked or was blocked by a legendary creature earlier in the turn.
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