Not to sidetrack, but Rachelatshop, could you please finish the story of the young man. How did it work out for him? Im sue you didnt intend to leave a cliff hanger.
Maria, this would be the time to convince your wife that the wig and makeup would complete you and you'd be much less likely to deaw undue attention. At the least, have them along with you so you can present a femme hairline if need be. When people do look at you, their mind locks onto percieved incongruities. If all looks "normal" in their world view, thwy likely wont focus on the specific (you).