Well, in my fairy tale campaign, my players had to defeat a silver dragon who was way more powerful than them. But the silver dragon spent much of his time in his humanoid form, and they came into possession of some enchanted manacles that could prevent shapeshifters from changing form. So they decided to try and trick the dragon into the manacles so he would be easier to defeat.
The doppleganger took the form of a princess and seduced the dragon. They were quite successful. Moreso than the rest of the party thought was strictly necessary.
What I’m trying to say is that a non-insignificant portion of tonight’s session was one player fucking a dragon 3 times over the span of a couple hours while the rest of the party hid in a room next door and waited for the signal to attack. After the second time they started questioning their friend’s loyalty. It was a weird session.