One of the biggest stars in Prohibition Age New York was blues singer Gladys Bentley, who caused a stir in Harlem, wearing a top hat and tails, flirting with women in the audience, and singing raunchy lyrics. Despite Bentley’s phenomenal talent, the repeal of Prohibition and the end of the jazz age led to waning interest in the type of bawdy performance for which she was known. Despite attempts to change with the times, Bentley was never again able to reach the level of fame she had once enjoyed.
Joining me in this episode to discuss Gladys Bentley and queer Black women performers in Prohibition Age New York is Dr. Cookie Woolner, Associate Professor of History at the University of Memphis and author of The Famous Lady Lovers: Black Women and Queer Desire before Stonewall.
Our theme song is Frogs Legs Rag, composed by James Scott and performed by Kevin MacLeod, licensed under Creative Commons. The mid-episode music is “Them There Eyes,” performed by Gladys Bentley on You Bet Your Life on May 15, 1958. The episode image is a photo of Gladys Bentley on a card distributed by the Harry Walker Agency, with a caption that reads: “America's Greatest Sepia Player -- Brown Bomber of Sophisticated Songs;” the photo is in the Collection of the Smithsonian National Museum of African American History and Culture and is in the public domain.

Additional Sources:

“I am Woman Again,” by Gladys Bentley, Ebony Magazine, August 1952.

“Gladys Bentley: Gender-Bending Performer and Musician [video],” PBS American Masters Unladylike2020, June 2, 2020.

“The Great Blues Singer Gladys Bentley Broke All the Rules,” by Haleema Shah, Smithsonian Magazine, March 14, 2019.

“Overlooked – Gladys Bentley,” by Giovanni Russonello, The New York Times, 2019.

“Honoring Notorious Gladys Bentley,” by Irene Monroe, HuffPost, Posted April 14, 2010 and updated May 25, 2011.

“Blues Singer Gladys Bentley Broke Ground With Marriage to a Woman in 1931,” by Steven J. Niven, The Root, February 11, 2015.

“Gladys Bentley on ‘You Bet Your Life’ [video],” Aired on May 15, 1958; posted on YouTube by Joel Chaidez on December 18, 2009.

“Gladys Bentley (feat. Eddie Lang) How Much Can I Stand? (1928) [video],” Audio recorded on November 2, 1928 and issued as a single by OKeh in 1929; posted on YouTube by randomandrare on April 16, 2010.


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