I admire the compassion and concern that you demonstrate.
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I know he is trans,* he knows, but I'm the only one who seems to want to do anything about it.
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You could support by acknowledging and articulating where he is right now (as opposed to where it seems that he "should" be). Statements (if accurate) along the lines of "You seem hesitant", "You worry about passing as a woman", "You are ambivalent about what to do next," "You don't feel ready to take the next step yet", can convey understanding and acceptance. They can help fight the feeling that he is alone, that people cannot understand him.