Bing with Glenn Miller
According to the details provided by the site credited below, this picture is from August of 1944, a few months before the band leader disappeared in bad weather over the English Channel.
Of course, he couldn't have known. But Bing almost looks as if he's already worried about the gentleman who gave us "Moonlight Serenade" and "In the Mood."
http://www.youtube.com/watch?v=xPXwkWVEIIw