Tear Jerker: The Silmarillion

  • When Erendil wanders through the streets of deserted Valimar and the dust of the gemstones covers his feet. Note that this was originally supposed to be much more tragic, as Erendil had arrived too late and the Elves had already left for Middle-earth; Tolkien changed it to make it a bit less tragic, with the Elves only being away at a festival and soon returning.
  • Trin, despite being a huge prick, hasn't exactly had a good life, to say the least.
  • The deaths of those who were killed in Dagor Bragollach themselves. Poor them.
  • Mm the Petty-Dwarf. He and his two sons are the last of their kind but Khm is shot dead by Androg and by the time his father gets home he is too late to save his son. Then Mm's other son Ibn gets killed by Orcs, leaving Mm the Last of His Kind. Finally Mm gets killed by Hrin.
  • Maglor's ultimate fate. What makes it worse is that even though he swore the Oath and took part in all of the Kinslayings, by the end, he was probably the son of Fanor least deserving of such a fate.
  • The Downfall of Nmenor: "...and Nmenor went down into the sea, with all its children and its wives and its maidens and its ladies proud; and all its gardens and its halls and its towers, its tombs and its riches, and its jewels and its webs and its things painted and carven, and its laughter and its mirth and its music, its wisdom and its lore: they vanished for ever. And last of all the mounting wave, green and cold and plumed with foam, climbing over the land, took to its bosom Tar-Mriel the Queen, fairer than silver or ivory or pearls... and her cry was lost in the roaring of the wind." Just about the only good thing out of all this was that Sauron was so badly damaged he could never take a fair form, ever again.
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