Things to look out for: he swings a mean frying pan, so don't piss him off, just in case; most of your conversations will eventually come around to something "Mr. Frodo" once did, or said, or, if whatever you're discussing has no connection whatsoever to Mr. Frodo, Sam will bring that up too, and think it's odd.
Calm yourself... no need to do anything drastic. Just go back and change your answers around a little.
"Dammit! I've been through all 4 outcomes now and the guy I want ISN'T THERE!"
Well, that's probably because he's in the second game. Go there and see.