Herb Jeffries, the "Bronze Buckaroo". Also famous for singing with Duke Ellington for many years. He turned 100 last year.
I had the good fortune of backing Jeffries up for a weekend at a jazz festival back in 1989. He was not only an astounding singer and consummate professional, he also was extremely kind and patient with us. He announced me as "one swinging drummer", a compliment I'll never forget from such a legendary singer.
Here is a clip I posted several years ago from that weekend:
http://www.youtube.com/watch?v=5nP_8CV5HtQ
What a voice! Hard to believe that at 75, he still had 25 more years of a career ahead of him. His biggest hit was "Flamingo"... he joked that he sung that tune so many times he could sing it on one leg.