Everbody Sing

Judy (Judy Garland) is a troublemaker.  She can't stop singing swing music and this gets her kicked out of the best girls schools in New York. Upon returning home from her latest expulsion she finds her house in chaos. Her playwright father and actress mother are having trouble keeping backers for their play, and Judy's mother (played by Billie Burke) insists on keeping Jerrold, a flattering ham, as her leading man. Rounding out the household is Olga (Fannie Brice) the immigrant housekeeper, Ricky the chef who moonlights as a nightclub singer, and Sylvia, Judy's sister and the apple of Ricky's eye. Judy tries to get a job singing at the nightclub to help with the family finances, but her father disapproves, fires Ricky and sends Judy on an educational trip to Europe. She ditches the ship before it sails and goes to work on Ricky's new Broadway production. On opening day Judy is found out, Ricky declares his love for Sylvia, and the show is a smashing success.

I don't really know anything about Fannie Brice. She was the subject of the movie Funny Girl but due to an unfortunate gap in my movie knowledge I don't think I have ever seen it. In Everybody Sing she does a song as "Baby Snooks", a character my Mom says she remembers listening to on the radio.

Judy Garland performs a song in blackface. In the context of the movie she is not just performing in blackface but actually pretending to be black.  Here is a snippet of dialog:

Ricky: "What's your name?"
Judy: "Opal Pearl Washington and I'm one of twins. Emerald Ruby passed on but my mammy didn't mind so much cause we have twelve others, all twins."

 

Judy Garland in blackface