I have no issue with how any person lives their life, as long as it doesn't negatively impact mine or those I care about... don't force your views on me, and I won't force them on you.

The issue I have with this is the contest is for the "Ultimate Guy Search". So, if this person wins, we're supposed to accept that this is the "ultimate guy"? To borrow a phrase known to The Gulch, A is A.

The greatest artist in the world can paint an orange to look just like an apple, but it's still an orange. This person may want to be a man and may look like a man and may be surgically altered to resemble a man, but she IS a woman. If a clinician were observing any number of diagnostics (DNA, CT, chromosome, biomarkers, etc.), the incontrovertible conclusion would be, this patient is a woman.

If she wants to look like a man and live as a man, that's her prerogative, but A is still A.