From Celebrities to Criminals: Gay and Lesbian Performers in the Roaring Twenties

by Skye Alexander

“The job at Marco’s restaurant seemed a godsend. Best of all was the dapper piano player who entertained diners on Friday and Saturday nights. Smitten by his panache, talent, and sleek good looks, Lizzie flirted with him shamelessly. But although he was friendly enough, he never encouraged her affection. It took her longer than it should have to figure out why.” – Running in the Shadows

When I started writing Never Try to Catch a Falling Knife, the first book in my Lizzie Crane Jazz Age mystery series set in the mid-1920s, I decided to make the pianist in my protagonist singer’s band gay. That would enable them to work together companionably, without the complications of a romantic relationship. I also saw this as an opportunity to depict a close friendship between a gay man and a straight woman, especially in Running in the Shadows, the fourth book in my series in which the pianist’s former lover is murdered and he’s a suspect. Additionally, I enjoyed creating tension between Lizzie’s beau and her friend, showing the two men’s initial suspicion of each other and their jealousy, but not in the ordinary sense.

As the series evolved, I became interested in how people at that time viewed homosexuals–– men and women both––and what challenges they faced. During the early part of the Roaring Twenties in Manhattan, where my characters live, the subject of homosexuality gained popularity in novels, plays, and nightclub acts. Harlem’s Rockland Palace’s Hamilton Lodge hosted elaborate drag balls that drew thousands of attendees including high-society notables. New York’s prestigious Savoy, the Astor Hotel, and Madison Square Garden held drag beauty contests. Cross-dressing men and women performed in Times Square and Greenwich Village as well, during what was known as the “Pansy Craze.” 

Then in 1927, the State Legislature banned the appearance and discussion of gay men and lesbians onstage. Musicians, actors, and others risked having their careers ruined if their sexual preference became known. Anti-sodomy laws had been on the books in all states in the US since the end of the Revolutionary War, but now police earnestly enforced those laws. People found guilty of engaging in non-reproductive sex were sentenced to prison––up to ten years in New York, twenty in Massachusetts. The laws weren’t repealed nationwide until a Supreme Court decision in 2003.

When I began writing my fifth book in the series When the Blues Come Calling (scheduled for September 2025 release from Level Best Books), I learned that on June 11, 1926, police raided a Greenwich Village teahouse known as Eve’s Hangout, owned by a lesbian couple, Eva Kotchever and Ruth Norlander. Popular with artists, writers, and intellectuals including Anais Nin, Henry Miller, and Emma Goldman, the nightspot had become a haven for lesbians and counterculture types. Supposedly, a sign at the entrance said “Men admitted, but not welcome.” Police confiscated a self-published book of stories written by Kotchever (aka Eve Adams), titled Lesbian Love. She was arrested, found guilty of obscenity, and imprisoned in Welfare Island’s workhouse. Seventeen months later, she was deported to her native Poland, and in 1943 she died in an Auschwitz concentration camp. 

Her story became part of my book, for surely if my characters had been real people they would have known Eve Adams and frequented the teahouse. Not only did relating her sad fate allow me to share a story of discrimination unknown to most people outside Manhattan, it also gave me a chance to depict a friendship between my straight heroine and a notorious lesbian, at a time when such relationships could be dangerous.

Currently, I’m working on the seventh book in my Lizzie Crane mystery series, which centers on NYC’s fashion industry in 1927. As my tale unfolds, I expect to discover more about the prejudices LBGTQ+ individuals faced a century ago and how some of those problems still exist today.

About the Author

Skye Alexander is the author of nearly fifty fiction and nonfiction books. Her stories have appeared in anthologies internationally, and her work has been translated into fifteen languages. In 2003, she cofounded Level Best Books with fellow crime writers Kate Flora and Susan Oleksiw. So far, her Lizzie Crane mystery series includes four traditional historical novels set in the Jazz Age: Never Try to Catch a Falling Knife, What the Walls Know, The Goddess of Shipwrecked Sailors, and Running in the Shadows. The fifth, When the Blues Come Calling, is scheduled for release in September 2025 and she’s working on the seventh book now. After living in Massachusetts for thirty-one years, Skye now makes her home in Texas. Visit her at https://skyealexander.com