Dude he said it because he didnt thought that Sora's heart was stronger than his(if he has a heart).And he says that "tell me why did he chose you" maybe he means that the keyblade chose Sora than him.He thought that he'd taken control the keyblade.And my freaking question!? who was first roxas or xion?
No, he said it because he never knew you were able to make the Keyblade come back to you.
With (Just like Rick said) Sora doing that, it made Roxas say "What?" Because he never knew that.
And uhh......Roxas was first.
He's number 13.
Xion is number 14..