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but no, I've never really considered it. If I could guarantee that I'd be super hot, then maybe but I still think the chances of me going through with it would be slim at best.
but only because i'd make a really, really ugly woman.
i think if i thought i'd look better as a woman than i would, it'd maybe be worth a go, see life from both sides now.
However, if I'd been male, I think I'd be fine with that.
I and everyone else I've ever known have always been very comfortable with my penis.