Yeah, any way I look at it, Hibari is clearly a trans woman. At no point (in my memory) has she referred to herself as a man, and she was the same way even as a kid.
I knew fooly was going to be fine, but I still cried because I empathized with Leo a bit too much... I mean, think about what a rollercoaster of emotions she must've gone through when found him dead right after coming to terms with her feelings