Being trans is SO conflicting. On the one hand, you wish you could just feel comfortable in your birth gender. At the same time, you'd give anything to be the gender your mind tells you you should be. As an MtF, you don't fit in with the boys but you're not a girl either. And it's embarrassing! Despite the advances our society has made, there's still allot of prejudice against people who are trans.

I never transitioned & I never will at this point. And I have wondered, from time-to-time if I even COULD! I still yearn to. But I suspect, when it came right down to it, I'd be too embarrassed.

One option would be for him to come onto PC himself. Also there are lots of trans individuals on YouTube who are making videos documenting their transitions. There are also documentaries on the subject. Perhaps by spending time with some of this, he would begin to "find himself." It can take a LONG time.