In Middle earth songs have real power, eg Luthien, where she used a song as part of 'magic' (whatever that is). I reckon Tom's songs were his method of maintaining his edge against Old Man Willow et al.
After all if you sing something enough it becomes true; 'Free Nelson Mandela' for example (HOORAY!!). And as the saying goes, 'a song from the heart beats the devil every time'. I guess its just rather more immediate in Middle Earth!
(Shame the same doesn't apply here!)
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Rumil of Coedhirion
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