James “Gypsy” Haake: A Lifetime in Drag, A Legacy in Motion
James “Gypsy” Haake: A Lifetime in Drag, A Legacy in Motion


Happy 94th Birthday James “Gypsy” Haake, a Palm Springs legend and the World’s Oldest Working Drag Queen!
In an industry where reinvention is often the key to survival, few performers embody endurance quite like James “Gypsy” Haake. Born on February 14, 1932, Haake’s remarkable journey across the stages of Broadway, cabaret, film, and drag performance spans more than seven decades — a living testament to the resilience and artistry that have shaped American queer performance culture.
Haake’s career began in 1951 as a Broadway chorus boy, a launching point that would set the tone for a lifetime of theatrical expression. From the beginning, he possessed a rare ability to adapt to changing audiences and evolving forms of entertainment. That adaptability would become his signature, allowing him to remain relevant through shifting eras of nightlife, from mid-century cabaret glamour to modern pop-culture collaborations.
Perhaps most famously, Gypsy became a beloved master of ceremonies for La Cage Aux Folles, guiding audiences through evenings of laughter, spectacle, and unapologetic celebration. He was also a fixture of cabaret nightlife, performing in — and at times operating — the legendary venue “Gypsy’s,” a space that became synonymous with community, performance, and queer visibility long before such visibility was widely embraced.
Beyond the stage, Haake’s presence extended into film and television, with appearances in productions such as To Be or Not To Be and The Morning After. Yet even as screens changed and audiences evolved, Gypsy’s greatest strength remained his live connection with viewers — a performer who thrived on intimacy, humor, and the electricity of shared experience.
What sets Haake apart most, however, is longevity. At an age when many performers have long since retired, he continued to work, collaborate, and inspire new generations. His appearance in Miley Cyrus’s “Younger Now” era — both in video and live performance — introduced him to younger audiences and affirmed his role as a cultural bridge between past and present.
In 2023, at age 91, James “Gypsy” Haake was honored as a Palm Springs Pride Parade Grand Marshal, a fitting recognition of a life lived boldly in the spotlight. The honor was not simply a celebration of years served, but of a legacy shaped by persistence, humor, and a deep commitment to the art of drag as both performance and cultural expression.
Today, Gypsy stands as a reminder that drag is more than glitter and gowns — it is history, survival, and storytelling. His journey from Broadway chorus lines to Pride parades reflects the arc of LGBTQ+ visibility itself: hard-won, joyful, and defiantly alive.
In honoring Gypsy, we celebrate not only a performer but a living archive of queer entertainment history — a performer who never stopped stepping onto the stage, no matter the decade.



