Unexpected Acceptance?

I've read a number of stories where a young man is punished (usually by a mother/aunt/grandmother) by being made to dress like a girl, and inevitably they decide they want to stay that way. I'm curious however, if you punished someone in this way and then realized that the person you were punishing was disappearing into a new person wouldnt' you want to try and get them back? I mean, they're losing a son/nephew/grandson.

At the very least wouldn't their be some measure of guilt that they may have gone too far? Maybe i'm reading too far into this but as a transsexual myself i find the idea of forcing someone to be a gender they're not rather...frightening.

Or am I the only one who thinks that?