7) Jack’s Lament – The Nightmare Before Christmas (1993)

In The Nightmare Before Christmas, the song by Jack Skellington, ‘Jack's Lament,’ expresses his strong desire for something more in his life than what he had been experiencing in Halloween Town. His pain and confusion with his feeling of emptiness are agonizingly familiar. Contemplating the Pumpkin King role, Jack finds out that even if it is the most fantastic life ever, it would be worthless if it wasn't meant for you. This struggle of his to bring merriment to others at Christmas, though he does not fully understand what it is, beautifully captures the loneliness of pursuing the wrong dreams.
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