- Gandalf to Durin’s Bane, The Fellowship of the Ring, Book II, The Bridge of Khazad-dûm

- Gandalf to the White Council, The Silmarillion, Of the Rings of Power

- Gandalf to Frodo about Bilbo not killing Gollum when he had a chance, The Fellowship of the Ring, Book I, The Shadow of the Past 
(‘Gandalf’, requested by pandabearsdonothavethumbs)

- Gandalf to Thorin about Bilbo, The Hobbit, The Clouds Burst

“But come now, tell me of yourselves! I have passed through fire and water, since we parted. I have forgotten much that I thought I knew, and learned again much that I had forgotten. I can see many things far off, but many things that are close at hand I cannot see. Tell me of yourselves!”

- Gandalf to Aragorn, Legolas and Gimli, The Two Towers, Book III, The White Rider

“Other evils there are that may come; for Sauron is himself but a servant or emissary.”

- Gandalf, The Return of the King, Book V, The Last Debate

- Gandalf to the Council of Elrond, The Fellowship of the Rings, Book II, The Council of Elrond

It can be so, sometimes. Good night!

- Gandalf to Pippin about Gollum, The Return of the King, Book V, The Siege of Gondor

- Gandalf to Denethor, The Return of the King, Book V, The Siege of Gondor

(Requested by guthwine-anduril)

- Gandalf to Éomer regarding Éowyn, The Return of the King, Book V, The Houses of Healing