The Star Maker (1939). The movie is really charming. Bing works well with children. Musicals on the big screen were extremely popular during this era and Crosby became well known as a Hollywood actor as well as musical artist.
Bing starred as Larry Earl, an unsuccessful songwriter who decides to settle down with his new bride, Mary (Louise Campbell) and take a 9 to 5 job, only to realize that his true calling is show business. On his way home, he comes across some urchins singing and dancing on the streets for pennies, nickels and dimes, and decides to take these street kids to turn them into professional entertainers. I really recommend this movie if you need a fluffy movie to boost your spirits.