One time, I tried to do an insight roll on a kobold noble (top hat, cane, monocle, posh accent, etc.) because when we were dealing with her, we couldn't think of any ideas on what to do. I rolled a 1 and the DM said "You get the idea that she might be the physical manifestation of Mephisophalies and that her purpose here was to assassinate the king, take his place, and summon an army of demons to bring 1000 years of darkness."

Luckily, my character was chaotic good, so I got away with roll playing "wait, guys...I could be wrong though...leta see what happens first..."

my character was a Deva, so its not like he really "had to give a **** " to begin with