Be supportive of his feminization, but chastise him for taking naked photos of himself and his friend. Those can really cause trouble down the line if they get sent out to the internet.
Any parent should always be supportive, regardless what comes, to the best of knowledge. However, whenever confused by the curse of life of his or her child, maybe it is best to simply ask, or just love them as usual, as no further support beside that is necessary. Acceptance might be even the best support of all in such latter case. If I ever have children, I hope to remember about that myself, and act accordingly. Wonderful and most inspiring caption, Nikki!