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Message: <blockquote data-quote="FormerlyHemlock" data-source="post: 6704714" data-attributes="member: 6787650">The epic evil dragon isn't going to leave on a mere Persuasion check, but it could be persuaded that the bard was going to join up with it, if he was really going to do so. (Otherwise it would be a Deception check, and note BTW that a natural 20 on an ability check can still fail--crits only happen on attack rolls.)That's not the only way the non-fight narrative could play out, though. You could also spend your time rallying allies to fight the dragon off (friendly dragons, Couatls, or even just a large body of regular troops) and send them off to war while you stay home and knit.Or you could poison the dragon's food to incapacitate it and then drown it. (It might not work but I wouldn't mind if you tried. No guarantees.)I have to admit that I am more comfortable DMing the combat resolution than the 100% diplomatic approach, and when I have a player who takes the diplo approach to everything and cuts deal with the bad guys, I quickly run out of material (because it requires instantly fabricating motivations and entire networks of relationships between bad guys). But I won't stop players from trying to do it, especially on a smaller scale.</blockquote>