Quote Originally Posted by MarkVIIIMarc View Post
Has the PC done anything you think would interest the dragon given their personalities?

Even the dragon "thinking about it" would be interesting.
To build off this: If the player is doing this as a "I roll to seduce the dragon" shenanigan, then just cut it off with a 'no' and move on (or some variation on 'flattered but not interested').

But if they are putting in serious roleplay effort with commitment to story potential (character development, story hooks, seeding adventure paths, setting up for inciting incidents, etc) then yeah, delving into it can be really good for the game, just be sure to treat the dragon as a complete character. They'll need to have their own objectives and goals, opinions and personal stances on happenings in the world. They can become an interesting ally/patron to the party that just happens to have a greater interest in that one PC just a bit more than the others.