a-scholar-of-middle-earth:

earendil-was-a-mariner:

I really hate to side with Gollum on this, but “what’s in my pocket” is not a riddle and should not have counted. 

“The Authorities, it is true, differ whether this last question was a mere ‘question’ and not a ‘riddle’ according to the strict rules of the Game; but all agree that, after accepting it and trying to guess the answer, Gollum was bound by his promise.”

-J.R.R Tolkien, Prologue: Of The Finding Of The Ring