Explore first, then tell him.
WWYDI you lost four of his coats?
Worry. o.o And worry more. And more. And more. And then hyperventilate. And really hope that if I lost them in another world, that I could go back to that world reeeeeeeeeeeally sooooooooooooooooooooooooooooooon....
WWYDI Reepicheep challenged you to a duel because you stole an orange?
Surrender
WWYDI someone said in normal, everyday conversation, "If there's a wasp in the room, I like to know where it is"? (sooooo guilty)
Ask him if he's been turned into Gandalf.
WWYDI a Balrog attacked you on Dark Island?
Ask Aslan to be hasty about unstoning him.
WWYDI the White Witch turned you to stone?
Try not to brag.
WWYDI you were arrested by Maugrim?
*gulp* And be terrified the whole time.
WWYDI you went to your best friend's house only to find it completely trashed?
Wonder who did it and where my friend is.
WWYDI you had to clean up after a party involving the Pevensies, Trumpkin, Caspian, and Thorin and Co.?
Probably not have to do much since Thorin and Co. seem to take care of the mess themselves. 😉
WWYDI Peter accidentally pushed you into a mud puddle?
Get muddy.
WWYDI your cat told you its name was Ginger?