There is already some great advice in this thread, but to reiterate, you sound like a normal guy to me and I'm sure your feelings are justified. I understand how it can be a tough thing to cope with, and I've seen many similar stories along the lines of families dealing with siblings or children who are MTF or FTM transsexuals. I think the fact that you have stood by your friend despite any discomfort you have experienced is a testament to the fact that you are a good person.
It's obviously not easy to just erase your past perceptions of your friend and completely see her as a woman. Just keep reminding yourself that one's sex is in the mind, not necessarily the body. If her joke flirting makes you uncomfortable, then just let her know. I know it's tough but you should try to find other close people to talk with - it just might not be a good idea to let your friend know that you're having a hard time accepting the transition because it's likely really hard on her too.
Just remember that you have one life to live, and whatever other people think of you, your sexuality, or your friend's is of absolutely no importance.
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05-23-2010
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