Quote Originally Posted by Freak Out
I voted for Harry James.
Sinatra, with the James orchestra, singing one of the greatest pop tunes ever written, Stardust (music by Hoagy Carmichael; lyrics by Mitchell Parish): http://www.youtube.com/watch?v=R_bI8ANUSLI

Note the youthful naivete in his voice and interpretation. He puts little of his own experience into it. He sings the song as it was written, allowing the emotion of the words and music to flow as the writers intended. In his later years he put himself into the music and lived it, made it his as much as it was the writers'. He was especially fond of Cole Porter's music in his later years because it lent itself to his living it.

Compare the above to this rendition in his later years: http://www.youtube.com/watch?v=UyV3VbPZw2w