"Transgenders" are people who suffer from identity dysphoria, not unlike those who think they are "black" (when they are not). Whatever the cause of their mental disorder (be it organic or environmental) such individuals feel compelled to think of themselves as something they are not - in substance, not unlike those who think they are vampires, Napoleon, or a dog.
I might associate with someone so disordered, but it is unlikely that I would find it appealing. Many of them have uncomfortable affections, demonstrativeness, emotionalism (especially males who think they are female), and other forms of personea instability. Moreover, I find it particularly annoying to be around obvious men parading around in lipstick and dresses.
Such individuals are a biological error, and imprinted incorrectly (something like a sheep that thinks it is a goat). Sadly, there is no cure. The best one can do is encourage them to try to live with their biological destiny, and mute their dress to unisexual clothing or mild nods to their wished for sex (such as effeminate males and dykish females).