Ancalagon the Black was the first and greatest winged dragon ever to walk Middle Earth. His size and

Ancalagon the Black was the first and greatest winged dragon ever to walk Middle Earth. His size and wingspan were so massive that his wing span blocked out the sun, and when he fell from the sky his impact shattered Thangorodrim, an artificial volcanic mountain range. He was considered the Father of all dragons, and led the entire host of Morgoth’s winged dragons in the war of wrath in an attack so fierce it managed to drive back The Host of the Valinor. Ancalagon was eventually slain by Earendil, aided by Thorondor and his host of eagles, who battled Ancalagon for an entire day before his defeat. Though the method in which Ancalagon is never recorded, his significance to Morgoth’s army was so great that Ancalagon’s death marked the end of Morgoth’s final resistance. -- source link

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