A random collection of films about my transgender and intersex sisters, as well as gender-nonconforming persons all over the world. I watched some of them, and I was inspired by some of them. I met some of the authors and heroines, some of them are my best friends, and I had the pleasure and honor of interviewing some of them. If you know of any transgender documentary that I have not covered yet, please let me know.

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The Last Days of Charles/Kathryn

Producer: Brian Huberman
Release Year: 1995

Synopsis:
The documentary "The Last Days of Charles/Kathryn" (1995), directed by Houston filmmaker Brian Huberman, offers a poignant and insightful portrait of Kathryn Leigh McGuire, a trailblazing figure in Houston’s transgender community. Known as "Houston’s own transvestite millionaire socialite," McGuire’s life and legacy continue to resonate with those who champion LGBTQ+ visibility, gender identity, and the right to live authentically.
 
The documentary, which aired on PBS, provides a glimpse into McGuire’s final years, showing both the strength and vulnerability that defined her character and career. Born Charles McGuire in Corpus Christi in 1941, Kathryn's life story is one of transformation, both personal and professional. In the 1980s and ’90s, McGuire became a well-known figure in Houston, not just for her gender identity, but for her business acumen and visibility in a city that was still largely conservative in many ways. She founded M&C Consolidated, Inc., a company specializing in stabilized sand, and became one of the few openly transgender women to operate a successful business while living openly as a woman. Her wealth and social standing allowed her to traverse worlds that many others in the transgender community, particularly those from less privileged backgrounds, might never have been able to access. In "The Last Days of Charles/Kathryn", Huberman focuses not just on McGuire’s business success but on her complex persona-someone who was able to be unapologetically herself, yet was deeply affected by the societal pressures of being a visible transgender person in a largely unsympathetic world. The film highlights the dualities that made McGuire who she was: a powerful, driven entrepreneur who had no qualms about breaking gender norms, yet a person constantly navigating the painful realities of living in a world that often refused to recognize her authenticity.
 
One of the most striking aspects of McGuire’s personality, as documented in "The Last Days of Charles/Kathryn", was her courage. She wasn’t just a businesswoman; she was a visible representation of gender transition at a time when the world at large was far less accepting of such expressions. Her openness about her transgender identity, especially in the 1980s and ’90s, was not only rare but revolutionary. She was one of the first openly transgender candidates to run for public office in Houston, Texas, when she ran for the Houston City Council in 1989. Though she did not win-receiving 8.2% of the vote against incumbent Vince Ryan-her candidacy marked a significant moment in local political history. Her bid for public office was emblematic of the kinds of risks she took throughout her life. It was more than a political campaign; it was a statement of her identity and of her determination to be visible in every facet of society, including the political sphere. The documentary captures McGuire's unapologetic pursuit of this visibility, despite the ridicule, ostracism, and personal costs she faced as a result. For many people within the LGBTQ+ community, McGuire’s visibility as a transgender businesswoman and political candidate was an inspiration. Jenifer Rene Pool, a Houston City Council candidate and construction management consultant, recalls how McGuire’s example served as a source of personal courage. "For me, on a personal basis, it was an inspiration in a sense that she was able to be who she was, which showed a great deal of courage, especially in that period of time," Pool told "OutSmart" magazine. McGuire's fearlessness in confronting the world on her own terms was something that resonated deeply with others, particularly those in the transgender community.
 
While McGuire’s public persona was characterized by strength and boldness, the documentary also highlights the complexity of her private life. One particularly memorable scene in "The Last Days of Charles/Kathryn" captures McGuire’s frustration during a personal conversation with Huberman. At one point, she exclaims, "I’m doing all the talking, revealing myself; and you never say anything!" This raw moment exposes the emotional toll of constantly being in the spotlight, revealing one's most intimate truths to the world while also confronting the dissonance of being misunderstood or misrepresented. McGuire’s anger in that scene is palpable-an understandable reaction to the constant vulnerability she faced as someone who was often reduced to a stereotype or marginalized for her gender identity. But it is also a moment of power, as she takes control of the narrative and demands to be heard. In the documentary, McGuire becomes more than just a subject of a film; she is a person in full, complex in her contradictions, passionate in her convictions, and unapologetic about her journey. This scene, though not included in the final version, encapsulates the internal conflict that many transgender people face: the need to both be fully seen and to protect one’s privacy and personal space in a world that is constantly prying.
 
Kathryn McGuire's legacy is multifaceted. She was a business pioneer who built a successful company; she was a political trailblazer who dared to challenge the status quo by running for office as a transgender woman; and she was a central figure in the transgender community in Houston, known for her visibility and courage. Her presence in the public eye helped to change the discourse surrounding transgender issues in the city and beyond, challenging societal expectations and demonstrating that transgender individuals could occupy spaces traditionally reserved for cisgender people. In 1999, McGuire’s story was further immortalized in "Daddy Kathryn", an off-Broadway play written by her openly gay son, James. The play was described as an "autobiographical, highly neurotic semi-theatre piece" about Kathryn's life, blending humor, pathos, and social commentary in a unique exploration of the intersections between family, gender identity, and social acceptance.
 
McGuire herself performed a stand-up comedy routine in New York City, using humor to share her experiences as a post-operative transsexual. These performances were another way for McGuire to reclaim her narrative and defy the stigmas that so often defined public perceptions of transgender people. Her story is also part of a larger cultural shift within the LGBTQ+ community, where transgender people are now more visible, but still fighting for full acceptance and equality. The struggles she faced-both personal and professional-are a reflection of the ongoing fight for transgender rights, particularly in conservative and hostile environments. Kathryn McGuire passed away on February 2, 2011, in her home in Palm Springs, California. She left behind a legacy of defiance and courage, inspiring future generations of transgender people to live authentically and unapologetically, just as she did. As McGuire’s life and experiences are documented in films like "The Last Days of Charles/Kathryn", her legacy continues to provide a beacon of hope and a reminder of the power of visibility and self-expression. "The Last Days of Charles/Kathryn" remains a powerful exploration of the life and legacy of Kathryn Leigh McGuire, a woman whose courage and visibility in the face of societal rejection continue to inspire. By focusing on her complex personality, her triumphs and challenges, and her determination to live authentically, Brian Huberman’s documentary offers a lasting tribute to a woman who not only defied the expectations of her time but also set the stage for a more inclusive and accepting future for transgender individuals. McGuire’s story is one of strength, resilience, and an unwavering commitment to self-expression-a story that will continue to resonate long after the credits roll.
Image credits: Vimeo

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