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Message: <blockquote data-quote="Oofta" data-source="post: 8929863" data-attributes="member: 6801845">As others have stated, the group had fun so I don't see a problem.  However in my game ...The druid noticing the dragon would have been the start of initiative with everyone but the dragon and the druid surprised and unable to act on the first round.  I think this is the biggest difference - this situation is a great example of a surprise attack.In addition, there's no reason the dragon couldn't have been high enough that it couldn't be easily reached.  It has a climb speed so it could easily have been clinging to the ceiling , which could have been super creepy as well.  The folding boat thing ... just no.  I'm sorry, I know there's a lot of people that do the "rule of cool" but I would have just said no to the folding boat suppository.  Even if they did somehow manage it (I have no clue how they would do it physically) the expanding boat would have made the dragon temporarily uncomfortable, may have even done some minor damage.  It would not have incapacitated it.Some other questions - was the cavern well lit or dim light?  The shadow dragon has "Living Shadow. While in dim light or darkness, the dragon has resistance to damage that isn’t force, psychic, or radiant." I would have given the dragon a lot of room to move (actually I would have beefed up the dragon or given it allies and/or traps that it could trigger) while also using the environment to it's benefit.  It can hide as a bonus action in dim light, it should have been in a large cavern starting out of range of direct attack and then moved around attacking from multiple directions every round, hiding after it's attack.  This should be  sneaky SOB that does everything it can to avoid direct confrontation.It also sounds like you just had some massively bad rolls on top of it all.  In addition to the bad initiative, the dire wolves are a +3 to grapple, the dragon is +6 so the odds of the dire wolves grappling it were slim.  Given everything else though, I'm not sure this would have been that tough of a fight.  A bit swingier than the calculations would indicate but by my calculations 7 5th level PCs vs a CR 10 monster is a medium challenge fight, which people are often going win easily.  Which they did.</blockquote>

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