"I feel pretty! Oh so pretty!" Great, now I'm going to have that damned song stuck in my head all day. Thanks.

Well when my boyfriend and I started dating he came into the room wearing his mother's dress and started dancing. I thought he was weird but I still fell in love with him. My point is maybe she will be accepting, as long as you're not gay. There are probably couples out there who have made this work. If not, I'm sorry you figured this out so late. Good luck to ya!

If you guys are supporting this you are all crazy. A man needs to be a man a woman needs to be a woman. Our country is crumbling because we are starting to excecpt every behavior as socially exceptible. When was it ever ok for a man to have gender idenity problems? These problems need to be adressed by a psychiatrist. If you are born a man you need to except that as you lot in life no matter how you "feel" you may feel sexy in that dress but it's not right. I would recommend you seriously look into your heart. You are missing something.

OP, there are women whose straight husbands enjoy cross-dressing and they don't mind. Then it depends if you feel like that because you think you have the wrong body or because you're attracted to people of your own gender (and by that I don't mean that all gay men enjoy wearing dresses but it happens). If it's the first, well have an honest discussion with your wife and hopefully she will support you... If it's the latter reasons, well an open discussion will be also necessary. What matters is that you are honest to both yourself and your wife

Try telling her over a candle lit dinner, that way both of you can get dressed up & look amazing

My hubby wears dresses and skirts. Turn on!

A lot of women (myself included) find this to be a huge turn-on. Try asking her what she thinks of cross-dressers in general (or watch a movie or go to a club or...), and go from there. You need to have a discussion with her if cross-dressing is something you want to pursue, but it's a good idea to feel her out before diving in. That way, you have a better idea what you're getting into. Good luck!

Spend hours fixing my hair and putting on my face. Climb into a dress two sizes too small and walk around in high heels that hurt my feet, just to hear her tell me my butt looks too big. What's a guy to do?

If brains were dynamite, you wouldn't have enough to blow your nose....

I would just walk out with the dress OP, she may love it... But not because she thinks your pretty.