The Battle of Wits in the Princess Bride

"I actually side with Gollum because you know, Bilbo asks him, but what's in my pocket? And as the ultimate riddle, that's not fair," he says. "It's relatable when the characters I like do slightly questionable things ... It helps me game out what it would be like if I did slightly questionable things" The author was initially hamstrung by how open ended his questions were. But once he realised they weren't a stupid trick to make him look dumb, 'it seemed like fun way to do it'