I appreciate all the responses (wow, I sure got a lot of them!). I especially appreciate the ones who give me different ways to approach talking about it. As for others, I know for many of you you would love it if your SO gave you a skirt to wear or told you that you would look good in a particular piece of clothing.
For me, that is not really an option. Yes, I may be able to say "I bought these shoes because I thought you would like them," but I could not say "It would really make me happy if you wore this [item of clothing]" because that would not be truthful.
I am accepting of this (whatever it is exactly), but I am honestly not mentally ready to see him in anything beyond the shoes if he is in fact interested of wearing anything beyond women's shoes.
I did get some unexpected outside comfort last night. I was hanging out with a girlfriend and she asked if I was planning on inviting a particular guy to the wedding. He is gay, and a friend of mine, but I don't know him all that well.
He doesn't know about the wedding yet, but my friend told me that he will cry when he finds out we are getting married. He apparently told her that his ideal man is a gay version of my guy. I guess that's better than saying my guy should marry him instead of me! :D
Anyway, I'm sure I will have to take some serious steps soon. I will keep you posted.
