I read something interesting in the book Defying Dixie (which I don't have any more). It seems a Black student activist (I don't remember her name) went to the South in the 1940s, specifically to challenge the segregated buses. She was assured of support by the NAACP. However, when she was arrested it transpired that "she" was traveling in male guise (i.e., presenting as a male) and traveling with her (his) female lover. In other words, the student was probably what today we would call a transman, and if not was at the very least a Lesbian with strong deviation from socially normative gender roles. When this was discovered, the NAACP went back on its promise to support her (him). Of course, given the pervasive homophobia and transphobia in the U.S. at the time, for the NAACP to take on this case would've been organizationally suicidal. The student involved went on to prove her (his) mettle as an organizer including in the 1963 March on Washington--so maybe if not for homophobia and transphobia, Jim Crow would've been brought down 10-15 years earlier.