Just a couple of days ago I heard a recent(?) episode of Piano Jazz with Tony Bennet. I was amazed at the quality of his singing, even with his 'elderly' voice and in that informal setting. Many of what you might call 'lounge singer' affectations, that usually irritate me to no end, were present in his delivery -- but the old boy made them work! Serving the song, most certainly.
He is a master of his craft for sure; although his style may not suit everyone you have to give him some serious respect. I would say the same for Bing as well.
-Glenn