Probably Gandalf to the council of Elrond, retelling what Barliman may have said hom about Strider and his (Strider's) wish to see hobbits. It would fit into the following:

Exactly right! Good one, H-I. That makes it your turn.

Thank you :)

Next serve:

How about this? It could be an orc to the Goblin King in 'The Hobbit.' As the dwarves, Bilbo and Gandalf sleep in the cave at the top of the mountain path, an orc reports their presence to the Goblin King:

What the rest of the conversation might be is anybody's guess since this scene is never witnessed, but more than likely took place in some way or other.

Yes, of course :) Take it over

Really? That was just a guess to keep the thread from scrolling too far down the page.

Well, okay. Here we go. Something a little different.

Going with the obvious...
 

is this the continuation of Gandalf's poem:

That was a cool idea, btw

Evisse has it. This one was fun, coming up with the rhyme. Your turn.

A bit tongue in cheek:
 

Sorry for the delay, everyone. Have at it!

Sounds like Gandalf to Saruman in Orthank, as reported by the former to the council of Elrond.

Yep, that's the one!

my apologies for a delay
 

next one:

some clue
 

they had eight legs each

Useful hint!

I suppose it goes like this: "Come down! Come down! Don't stay up there and be netted! They are coming from above too! Come away, or they'll swaddle you! "

Bilbo to the dwarves, about the eight-legged freaks.

correct :)

Thanks!

"and closer to my heart. I feel ready to go on now."

Obscure? Maybe... ;)

Might this be Merry to Pippin on the edge of Fangorn:

"and closer to my heart. I feel ready to go on now."

that's a good find...
 

but unfortunately not the one I had in mind. You're close though, both in terms of geography and timeline...

Okay, one more try. Could this be Legolas, in about the same spot, but about a day and a half later:

Correct, you got it - it was indeed very obscure, but apparently not impossible. Well done, your go! :)

That was a tough one. It's one of my favorite lines from Legolas, so I don't know why I didn't think of it sooner. Guess it's time to catch up and join in the Chapter by Chapter forum.

Anyway, here goes:

Is it Lobelia to Frodo, in A Long Expected Party:

You're both close and way off. Lobelia is certainly involved, but the actual speaker is not Frodo as he is the one listening, and the chapter is way off.

Your hints make me almost a hundred percent sure it's the following:
Tom Cotton telling Frodo the latest news in "the Scouring of the Shire"

Dead on! Good one! Your turn . . .

Thanks. Here I go:

"...and what shall become of the rest of the company if I were to follow my heart?"

It ain't that difficult...It's quite easy actually, compared to other quotes here...
HINT: check FOTR.

Sounds a bit like Aragorn just as he was deciding what to do - chase orks or follow Frodo, but I can't find exact passage to fit it in...

Yeah that's it, you can have it.
The exact quote was somewhere around here:
"Boromir has laid it on me to go to Minas Tirith and my heart desires it; but where are the Ring and the Bearer ..and what shall become of the rest of the company if I were to follow my heart?"

*bump*
 

HI?

*bump again*
 

*louder this time* :D
Heren Istarion?

Such a loud call can not be left unanswered

'Yes, m'am? I'm all ears, m'am! Ah, I've missed one, m'am. You know how it is, one thing driving out another, that kind of thing, m'am. My apologies, m'am!'

Next one up:

I hope not much damage was done due to my tardiness, m'am

LOL. You are forgiven, it wasn't my intention to sound so mean. :)
It's just I get cranky if I go without my toys for too long, hehe. (j/k) :p

Here's a quick guess: Someone in the Fellowship could have said this just before Gandalf's fall in Moria, as he was 'grasping vainly at the stone.'

Thank you, m'am :D

Not, it was earlier. Would it be earlier 'a lot', or ealier 'a bit', depends on race perspective. It would have been 'a bit' for an elf, 'a lot' for a human

Hmm. Maybe in The Hobbit when they are surrounded by goblins and Gandalf suddenly leaps from the tree only to be caught by the Lord of the Eagles? One of the dwarves or Bilbo could have shouted this...

Very close, but not cigar. Take it a little bit to the east from the spot you named, and some weeks later :)

well then...
 

When Bilbo rescued the dwarves from the spider's web in Mirkwood?

Almost there. Several days back, few miles west :D

A-ha!
 

When Bombur falls in the water and the others have to drag him out.

Yep, actually here it fits the best. :D

"It was precious to me and I lost it with great pain."