Bing & Eddie
When Crosby left Whiteman starting his solo career as a singer in 1931, he would ask Eddie Lang, the band's famous guitarist, to accompany him on recordings, broadcasts and in film. Lang, however, was only featured in a single movie together with Crosby, 'The Big Broadcast' from 1932.
Bing and Eddie had become close friends during their cooperation in Whiteman's orchestra, and Bing encouraged Eddie to have a routine tonsillectomy before starring with extended spoken lines in his next film. Tragically, Lang died from complications of the operation and Bing was suddenly left without his great friend and talented sideman, a loss he would blame himself for the rest of his life.
I found a couple of scenes from the 1932 'Big Broadcast' put together in a video uploaded at YouTube, where you have the opportunity to view Bing and Eddie together in the first scene featuring Bing singing "Please" with Eddie as his accompanying guitarist