"Experienced with life's difficulties." -> Runs out of the room blushing furiously when a little bit of cleavage is shown. Yeah, right, about as experienced as a level 0 hero who couldn't beat the blue puni right outside of the town gates.
I mean, if it's that big a secret why would you take off your wig right in front of her door? Dramatic reveals aside, he could honestly just grow out his hair into a bob within a half a year