This is the situation:
At the start of each OL round, each hero must been moved by the OL one space to the nearest pit. Due to this rule, one hero end his movement in it. Next hero is adjacent to the pit, so he cannot enter because it is now occupied by the first hero.
Later, the OL moves a razorwing and end its movement on a pit space. What happens when another monster without flying is moving through the razorwing? Must it spend 3 points to jump the pit, or should be it treated like any other space? I think that the monster must jump the pit, although the razorwing is occupying it (it is not an empty space, is it?). The OL moved all the monsters through it without penalty
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Another question: can a flying monster attack from an space with an obstacle that blocks movement if it ends its movement in another space after the attack? Can a hero attack it with a guard order? (ie, the hero has LOS to it).