After filming the first four shorts in 1931, Crosby went to New York and enjoyed great success on the radio and through live appearances at the Paramount Theatre. He was soon signed to make a film called The Big Broadcast and he returned to Hollywood on June 12, 1932. First of all, he had to fulfil his contract with Sennett and on June 17, he started filming “Sing, Bing, Sing” on June 17. Then on July 2, 1932, filming started on “Blue of the Night”. Crosby had adopted "Where the Blue of the Night " as his theme song late in 1931 and it had enjoyed chart success reaching No. 4 in the charts of the day. It was therefore entirely appropriate that it should be partially employed as the title for this short film.
The film opens as Bing, a famous radio singer, makes a farewell appearance at a night club and sings 'My Silent Love' which he follows, by request, with 'Auf Wiedersehen, My Dear'. Later he happens to board a train at the same time as a young lady, Marian, and they are mistakenly showered with confetti intended for another party, The passengers and train porter assume they are newly-weds and present them with a perambulator and two baby dolls. Marian, failing to recognise him, tries to impress by saying that she is engaged to Bing Crosby. When she says that it is the first night she has not heard Bing sing, he tells her that he has a portable radio. As his berth in the sleeper train is the one immediately above hers, he says that he will play it for her. In the upper berth he simulates radio tuning noises and then sings 'Ev'ry Time My Heart Beats' accompanying himself on guitar. Subsequently, Marian's friends see a newspaper report about her engagement to Bing. Gilbert Sinclair is indignant and says that it was taken for granted that he and Marian were engaged. Marian denies any such arrangement and is then told that Bing has telephoned to say he is arriving that afternoon. When Bing arrives, he tells Marian that he is Jack Smith, a reporter, and that he had put news of her engagement in the press. She confesses that she lied and is in an embarrassing position with her friends and he promises to help her. Their conversation is overheard by Gilbert and when Bing meets Marian's friends and explains how he met Marian, Gilbert tries to expose him and wagers his Cadillac car that Bing is an imposter. To prove his identity to Marian's friends and to a police patrolman who holds the car keys and Bing's five dollar stake, Bing sings his signature tune 'Where the Blue of the Night ', finishing the song as he and Marian drive off in the car leaving Gilbert floundering in the swimming pool after resisting the loss of his automobile.
Reception
The Motion Picture Herald was enthusiastic. "With Bing Crosby singing 3 of his most popular numbers, “Auf Wiedersehen,” “Every Time My Heart Beats” and “Blue of the Night,” this catchy Sennett film looks to be one of those that will draw in about as much money as the regular feature."